The Coolest Airbnbs in the US You Need to Book in 2027

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I’ve booked more Airbnbs than I can count over the last decade. Most are just places to sleep. Some are total letdowns. But a few? A few completely define the trip. This list is about those rare gems. The coolest Airbnbs in the US where the place you stay is the main event, not just a pillow for your head.

We’re talking glass cabins in Montana where the mountains feel close enough to touch. A-frames in New England with roaring wood stoves and snow-dusted decks perfect for morning coffee. Desert sanctuaries in Arizona with pools that rival five-star resorts. Treehouses in the Southeast that fulfill every childhood fantasy you ever had.

Every place on this list earned its spot for one reason: it delivers main character energy. Once you experience a stay like this, a standard hotel room just won’t cut it. Here are my favorite 40 Airbnb rentals across the USA to book in 2027!

The Coolest Airbnbs in the United States: Top Vacation Rentals in 2027

I know 40 listings is a lot to digest. If you are in a rush and just want the absolute best-of-the-best right now, I’ve broken down my top picks by category below.

Whether you’re hunting for a budget-friendly ski chalet or a splurge-worthy villa, these are the standout winners for 2027:

Award Category	The Winner
🏆 Top Airbnb in the US	Treehouse on Walker Pond, Vermont
💎 Best Luxury Rental	Cliff Road Retreat, Nantucket
❤️ Best Romantic Stay	The Wine Barrel, California
🎉 Best for Large Groups	The Sweet Escape Mansion, Florida
💰 Best Cheap Find	Simple Lyfe Yurt, Michigan
🌳 Coolest Treehouse	The Majestic Treehouse, South Carolina
🐻 Best National Park Cabin	Cargill Earl Guesthouse, Montana
🏊 Epic Pool Rental	The Sundown Estate, Arizona
❄️ Best Winter Escape	The Stowe Glass House, Vermont
🏖️ Best Beach House	The Whaler, Oregon
🦄 Quirkiest Stay	Halfling Hills Farm Hobbit House, Georgia

Now that you’ve seen the highlights, let’s talk about what makes a vacation rental truly stand out this year. The travel landscape has shifted, and the standards for a “cool” stay are higher than ever.

What to Look For in 2027: Vacation Rental Trends

Booking an Airbnb in 2027 isn’t just about finding a bed…it’s about finding an experience. Here are three major trends I’m seeing across the USA this year that you should keep an eye on:

• “Coolcationing” is King: With summer temperatures rising, travelers are flocking to Northern destinations (think Michigan, Vermont, Washington) and properties with serious water features. If it doesn’t have a pool, a lake, or A/C, it’s getting skipped.
• Biohacking Amenities: The best hosts are now catering to wellness obsessions. I’m seeing more rentals equipped with cold plunge tubs, barrel saunas, and circadian lighting systems. It’s not just a vacation; it’s a reset.
• Off-Grid Luxury (Starlink Included): We want to be in the middle of nowhere, but we still need to post about it. The rise of “remote luxury” means you can book a cabin deep in the woods that still has blazing-fast Starlink internet for your digital nomad needs.

The 40 Most Unique Airbnbs in the US

If romantic lake houses, cabins, treehouses, and luxury vacation rentals all sound good to you, you’re in for a treat! Here are some of the most unique stays in America:

Note: The properties below are featured on Airbnb, VRBO, Booking and Expedia. For each listing, I’ve only included the link to the website with the cheapest rates.

1. The Whaler, Rockaway Beach, Oregon

• 👥 10 guests | 🛏️ 3 bedrooms | 💰 ~$849/night
• 🌊 Light-filled coastal home one block from the sand
• ☀️ Best in: summer for warm beach days and calm surf
• 🐕 Two dogs welcome

The Whaler is a three-bedroom home a block from the sand in Rockaway Beach, on the northern Oregon Coast. It sleeps 10 across three bedrooms and two-plus bathrooms, with a bright open layout and modern decor throughout. The kitchen is full-sized with a center island and a round dining table, and the living room pairs a wood-burning fireplace with big windows facing the water.

The second-floor deck is my favorite part of the house, with ocean views from above and room to spread out after a day on the beach. Downstairs, an enclosed yard with a grassy lawn out front makes this an easy pick if you’re bringing dogs along. There’s a barbecue grill outside, plus a washer and garage parking.

Beach access sits one block away at the end of North 8th Avenue, and Manhattan Beach is a three-minute walk from the door. Downtown Rockaway Beach is half a mile south with shops, dining, and the Oregon Coast Scenic Railroad, and Pelican Brewing is a 17-minute walk if you want dinner without driving. Garibaldi sits five miles south on Highway 101 with a marina and more restaurants, and Cannon Beach is 31 minutes up the coast.

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2. Sugar Sand Cottage, Destin, Florida

• 👥 11 guests | 🛏️ 4 bedrooms | 💰 ~$465/night
• 🏖️ Lakefront family home with a private heated pool in gated Destin Pointe
• 🌸 Best in: April and May, for warm Gulf days ahead of the summer rush
• 🚫 No pets or golf carts under HOA rules

Sugar Sand Cottage is a four-bedroom, three-bath home inside Destin Pointe, a gated community on Holiday Isle in Destin, Florida. It sleeps 11 across a king suite, two queen rooms, a queen bunk room, and a queen sofa bed, which gives multi-generational groups plenty of breathing room. The kitchen and living area sit upstairs with views over the lake, and the bedrooms are on the lower floor.

The private pool is why I’d book this house, and one repeat Destin Pointe guest called it the biggest in the community. From October through May, the owner heats it to 88 degrees for a $250 fee per stay, and I’d add it for any trip outside summer. Winter dates start around $465 a night with fees included, and you reach the pool through the main bedroom.

The East Pass beach access is a six-minute walk, and Destin Harbor is eight minutes on foot for boat tours and waterfront dining. I like ordering grouper at AJ’s Seafood & Oyster Bar on the harbor, and Henderson Beach State Park has dune boardwalks for an early-morning walk. Hurricane season lasts from June 1 to November 30, and since the owner holds firm on cancellations, I’d buy travel insurance for summer and fall dates.

• Read More: Stunning Beach House Rentals in Destin, FL

3. Simple Lyfe Yurt, Baldwin, Michigan

• 👥 6 guests | 🛏️ 2 bedrooms | 💰 ~$171/night
• ⛺ Modern yurt with a clear stargazing dome on 20 wooded acres
• 🎣 Best in: mid-October through November, when fall steelhead fill the Pere Marquette
• 🐕 Dogs welcome for a $99 fee each

The Simple Lyfe Yurt is a modern glamping yurt on 20 private wooded acres outside Baldwin, Michigan, right next to the Huron-Manistee National Forest. Each of the two curtain-divided bedrooms has a queen bed, and two child beds in the living area make room for families. A 3-foot clear dome sits overhead, and on a cloudless night I’d switch off the lights and stargaze from bed.

Heat and air conditioning keep the yurt comfortable year-round, and the full kitchen has a gas stove and a dishwasher. The heated bathhouse with a waterfall shower sits a short walk from the yurt, and since there’s no Wi-Fi, I’d download a few movies before arriving. Vrbo shows fall dates from about $171 a night with fees included, and the lead guest must be 21 or older.

The Pere Marquette River is one of Michigan’s best salmon and steelhead rivers, and local guides target fall steelhead from mid-October, with the spring run peaking from March into early May 2027. Ludington State Park is about 35 minutes west for Lake Michigan beaches and dunes, and out-of-state cars need a $12 Recreation Passport day pass. Pack tick repellent for warm-weather stays, then lace up for a hike on the nearby North Country Trail.

4. Pip’s Cottage, Delavan, Wisconsin

• 👥 5 guests | 🛏️ 2 bedrooms | 💰 ~$459/night
• 🏡 Converted milking house on a 4-acre dairy farm across from the lake
• ☀️ Best in: June through August for beach mornings and grill-out evenings
• 🚫 No pets, 5-guest maximum

Pip’s Cottage is a small cottage on Three Lakes Farm, a vintage dairy farm set on four wooded acres across the street from Delavan Lake in Delavan, Wisconsin. The building was a milking house before the hosts converted it, and the open main floor now holds a fireplace, a dining table, and a full kitchen, with the bathroom off the living area. Both bedrooms are upstairs and sit close together, which makes this an easy fit for a couple or a family with young kids.

The private patio has a picnic table and a grill, beach equipment is stocked and ready to carry down to the water, and the family who owns the farm lives onsite. Air conditioning and ceiling fans handle the warm months, WiFi is free, and the washer and dryer open up for stays of two weeks or longer. I’d take my coffee out to the patio early and watch the sky change over the prairie before anyone else is up.

Delavan Lake is a nine-minute walk from the door, with the town beach and Boat Wranglers Watersport Rentals along the same stretch and The Village Supper Club two minutes away by car. Pearce’s Farm Stand and Belfry Music Theater are both three minutes out, Lake Lawn Resort is five, Williams Bay and Fontana are six, and Lake Geneva is eight. Golfers can be at Geneva National in about five minutes, and if your group needs more than the two included parking spots, extra cars run $50 cash per day and have to be reserved with the hosts in advance.

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5. The Sundown Estate, Scottsdale, Arizona

• 👥 15 guests | 🛏️ 6 bedrooms | 💰 ~$1,552/night
• 🏌️ Gated 1.5-acre estate with its own mini golf course and bowling lane
• ☀️ Best in: February, when the WM Phoenix Open comes to TPC Scottsdale
• 🪪 Lead renter must be 30 or older

The Sundown Estate is a six-bedroom, single-level home on a gated 1.5-acre lot in Scottsdale, Arizona, overlooking the Starfire Golf Course. It sleeps 15, and one of the two primary suites is a full guest apartment with its own kitchen, a great setup for grandparents or a second family. The game room bar was built for a Hollywood film set, and the dining table seats 20.

The backyard is why I’d book this house, with a nine-hole mini golf course, a basketball court, a splash pad, bowling, and a saltwater pool with a rock slide. The pool is heated to between 82 and 85 degrees at no extra charge, and a free baby package with two Pack ‘n Plays and two highchairs helps families with toddlers. Vrbo shows fall dates from about $1,552 a night with fees included, covering 12 guests, with $30 per night for each extra guest.

TPC Scottsdale is about nine minutes away, and I’d book early for February 8 to 14, 2027, when the WM Phoenix Open fills the city. Car fans can catch the nine-day Barrett-Jackson auction at WestWorld of Scottsdale from January 23 to 31, 2027, about 12 minutes from the house. Old Town Scottsdale is a 14-minute drive for dinner, and since the house rules ban outdoor noise after 9 p.m., I’d plan pool time for earlier in the evening.

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6. Luxury Log Estate, Wilmington, Vermont

• 👥 27 guests | 🛏️ 10 bedrooms | 💰 ~$2,711/night
• 🏡 Log estate on 20 wooded acres with a pool, sauna, and separate game house
• 🍂 Best in: late September into October, when the Vermont hardwoods around the property turn
• 🐕 Dogs welcome

Luxury Log Estate is a ten-bedroom log home spread across a main house and a guest house on twenty forested acres in Wilmington, Vermont. Seven full baths and a half bath serve the group, and the master is en-suite with a jacuzzi tub and private deck. The kitchen has two ovens, a wine cooler, granite counters, and both Keurig and drip coffee makers, and the main house holds two entertainment rooms with wood fireplaces, big TVs, and a wet bar with its own fridge and dishwasher.

Outside there’s a heated swimming pool, a hot tub serviced weekly and open year-round, a fire pit, two kayaks, and a live-edge outdoor table with custom benches. The sauna has a white birch changing room built in, the guest house has a wood-burning stove upstairs and the game room downstairs, and 1 Gbps fiber reaches every corner of both buildings. I’d happily hand the car keys to someone else for a long weekend here and never leave the property.

Harriman Reservoir is a three-minute drive with a beach, picnic tables, a boat landing, and hiking trails, and downtown Wilmington and its restaurants and shops sit about three minutes away. Molly Stark State Park and Hogback Mountain Conservation Area are both around ten minutes out, and Mount Snow is ten miles from the door. The pool opens mid-May through mid-October and is heated mid-June to mid-September, so an October booking gets the hot tub and sauna rather than the pool.

• Read More: 27 Unique Airbnbs in Vermont

7. Luxurious Private Getaway, Scottsdale, Arizona

• 👥 6 guests | 🛏️ 3 bedrooms | 💰 ~$458/night
• 🌵 Adobe-style home with a rooftop deck near Tonto National Forest
• 🌅 Best in: November through April, when warm days give way to cool evenings on the roof
• 🚫 No pets, children must be 3 or older

This adobe-style home sits in the Carefree Hills area of north Scottsdale, Arizona, about 1.6 miles from Tonto National Forest. The 4,000-square-foot house sleeps six, with a king suite downstairs and two upstairs bedrooms that each have a private bath and a balcony over the pool. Marble floors and high ceilings fill the living spaces, and a futon in the den gives you a spare bed.

The rooftop observation deck is my favorite spot here, with sunset views over the valley and great stargazing after dark. Down in the yard, the saltwater pool has a natural stone waterfall, and the outdoor fireplace is perfect for cool evenings, though you’ll need to bring your own firewood. Pool heating costs extra in winter, and Vrbo shows October dates from about $458 a night with fees included.

Cave Creek and Carefree are 10 to 15 minutes away, and Harold’s Cave Creek Corral is my pick for a casual cowboy-style dinner. For a lake day, Bartlett Lake has beaches and boat rentals, and I’d grab an $8 Tonto Daily Pass in Cave Creek on the way, since every parking area there requires one. Phoenix Sky Harbor is about an hour away, and the lead guest must be 25 or older.

8. The Bloomhouse, Austin, Texas

• 👥 4 guests | 🛏️ 1 bedroom | 💰 ~$701/night
• 🌀 Sculptural 1970s home with curved walls and no straight lines
• 🌼 Best in: March and April, for mild weather and bluebonnets along Hill Country roads
• 🚫 Not suitable for children under 5

The Bloomhouse is a one-bedroom sculptural home tucked into the trees of Westlake Highlands, a few minutes west of downtown Austin, Texas. Two University of Texas architecture students designed it in the 1970s as an organic structure without a single straight line, and it has since been restored for guests. A queen bedroom and a sofa bed in the living room sleep four, and the curved walls make the whole house feel like one big seashell.

My favorite feature is the outdoor shower, which past guests rave about on warm spring and summer days. Pack light, because the walk down from the parking area is steep and winding, and I’d plan to arrive before dark. Vrbo shows December dates from about $701 a night with fees included, and the primary guest must be 25 or older.

Lake Austin is a three-minute drive, and Red Bud Isle is six minutes away for an easy walk along the water. For sunset, I’d climb the 106 stone steps at Mount Bonnell, which is open daily from 5 a.m. to 10 p.m. and looks out over Lake Austin and downtown. If you’re coming for SXSW on March 15 to 21, 2027, I’d book months ahead, since rentals across the city fill up fast that week.

9. Pinnacle Peak Desert Home, Scottsdale, Arizona

• 👥 6 guests | 🛏️ 3 bedrooms | 💰 ~$417/night
• 🌵 Desert home at the end of a cul-de-sac with a private pool and saguaros in the yard
• 🍂 Best in: November through April, when Scottsdale hits patio weather and the trails are comfortable
• ☀️ Solar-heated pool (no gas or electric heater)

Pinnacle Peak Desert Home is a three-bedroom, two-bath house in the Pinnacle Peak neighborhood of Scottsdale, Arizona. The kitchen has granite counters, stainless appliances, a center island, and filtered drinking water, and it opens into a family room with a gas fireplace and a wall of windows facing the pool. The master runs large with a sitting area, its own door out to the patio and hot tub, and a bath with a corner tub, two vanities, and a walk-in closet, and there’s a separate office with a desk, printer, and leather love seat.

The backyard is fenced and landscaped with huge saguaro and native desert plants, and the pool has a waterfall, a lounging area, a covered patio, a gas patio heater, and both gas and charcoal grills. The house sits at the end of a cul-de-sac where the neighboring homes angle away from each other, and trees and bushes screen the yard, which means you can float around without an audience. Two cruiser bicycles come with the house, and I’d take one out before breakfast while the desert is still cool.

Cave Creek, a western-themed town with shops and outdoor bars, is close by, and golfers have Tatum Ranch Golf Club six minutes away, Boulders Golf Club and Troon North Golf Club both around eight. Arizona Powerchutes is a five-minute drive, and Phoenix Sky Harbor is 48 minutes out. For groceries, AJ’s Fine Foods sits one mile north on Scottsdale Road with a Starbucks attached, and a Safeway, gas, and a Target are two miles north.

10. Cargill Earl Guesthouse, Livingston, Montana

• 👥 6 guests | 🛏️ 2 bedrooms | 💰 ~$335/night
• 🏔️ Off-grid glass house on 230 private acres in Paradise Valley
• 🍂 Best in: September, when summer crowds thin out in Yellowstone
• 🚙 4WD required, check-in 3 to 5 p.m. only

The Cargill Earl Guesthouse is an off-grid glass house on 230 private acres at Erik’s Ranch, in Montana’s Paradise Valley south of Livingston. It sleeps six with a king room, a queen room, a sofa bed, and two full bathrooms, and entire glass walls open to 360-degree mountain views. Erik’s Ranch is a nonprofit that employs young adults with autism as guides and staff, and I love that your stay supports that work.

Every booking includes a guided Antelope Butte Hike, and the ranch offers trail rides and fly fishing for an extra fee. You’ll need a 4WD vehicle for the bumpy ranch road, and check-in is only between 3 and 5 p.m., which keeps you driving in daylight. Vrbo shows late October dates from about $335 a night with fees included, and there’s no air conditioning, though guests say the cross breeze keeps summer nights comfortable.

Chico Hot Springs is a 32-minute drive for a soak, and a recent guest recommends the bakery and BBQ spot in Emigrant for an easy dinner. Yellowstone’s North Entrance at Gardiner is about 45 minutes away, and the road from Gardiner through Lamar Valley stays open to cars all winter. International visitors should budget for the $100 nonresident fee Yellowstone added in 2026, unless they buy the $250 nonresident annual pass.

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11. The Lily Pad, Logan, Ohio

• 👥 2 guests | 🛏️ 1 bedroom | 💰 ~$523/night
• 🚢 Converted shipping container with a motorized glass garage door
• ❄️ Best in: mid-January, for icy waterfalls and the Hocking Hills Winter Hike
• ♨️ Private hot tub and swing bed on the covered patio

The Lily Pad is a converted 40-foot shipping container on 30 wooded acres in Logan, Ohio, about five minutes from Old Man’s Cave in the Hocking Hills. Inside, 300 square feet hold a bedroom with a double bed and a full-view window, a full kitchen, a shower bathroom, and a living area with a gas fireplace. The motorized glass garage door opens the entire front wall, and I’d leave it up on mild evenings to hear the woods.

Out on the covered patio, you get a hot tub for two, a full-size swing bed, a gas grill, and a fire pit for s’mores. Guests also share The Hub, an indoor rec center with a pickleball and basketball court, billiards, and laundry, plus a barn of farm animals and a pond with paddle boats. The listing holds a 4.98 rating from over 300 reviews, and you’ll sign a rental agreement after booking.

The Grandma Gatewood Trail starts at Old Man’s Cave and links Cedar Falls and Ash Cave over six miles, and I’d start early on weekends before the parking lots fill. On January 16, 2027, thousands of hikers will walk that route for the annual Hocking Hills Winter Hike, with bean soup and cornbread waiting along the way. The hot tub stays open all year, which makes a winter stay easy to enjoy after a cold day on the trails.

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12. Heron Cove Villa, Clermont, Florida

• 👥 10 guests | 🛏️ 4 bedrooms | 💰 ~$344/night
• 🌴 Lakefront villa with a Star Wars games room, 12 miles from the Disney entrance
• 🍂 Best in: January through April, when Central Florida is mild and the pool gets all-day sun without the summer humidity.
• ♨️ Pool and spa heat optional at $35/day

Heron Cove Villa is a four-bedroom, three-bath villa on a large waterfront lot in the Orange Tree neighborhood of Four Corners, near Clermont, Florida. The bedrooms sit across three separate wings, with a king master that opens onto the pool deck, a second king suite at the rear facing the lake, a Mickey Mouse room with two twin beds, and a beach-themed queen room. The whole house was recently renovated with quartz counters and new furnishings, and the air-conditioned games room carries a Star Wars theme with a pool table, a removable ping pong top, and a foosball table.

The south-facing pool deck holds four reclining loungers and looks out over the lake and nature preserve behind, with no rear neighbors and no abutting pool decks. There’s a covered lanai with two ceiling fans and a six-seat dining table, a smaller lakeside dining set under uplit palms, a gas grill, and you-pick mango and key lime trees in the yard. On clear nights the Magic Kingdom fireworks show up on the horizon over the water, and I’d build at least one evening around watching them from a lounger.

Lake Louisa State Park is a three-minute drive, with Lake Davenport and Northeast Regional Park both about six minutes out and Orlando International Airport 42 minutes away. The Orange Tree community gives guests tennis and pickleball courts, trails, fruit trees, and two playgrounds, and the villa provides two racquets and two paddles. A Walmart and a Publix sit a few minutes down Route 27, both with curbside pickup, which saves you a grocery run on arrival day.

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13. Wild Symphony, Hochatown, Oklahoma

• 👥 13 guests | 🛏️ 4 bedrooms | 💰 ~$250/night
• 🌲 Barnwood cabin on 3 wooded acres with its own disc golf course
• 🍂 Best in: early November, when the hardwoods turn around Broken Bow Lake
• ♨️ Eight-person hot tub on the back deck

Wild Symphony, formerly listed as Timber Gem, is a four-bedroom barnwood cabin on three wooded acres in Hochatown, just north of Broken Bow, Oklahoma. It sleeps 13, and kids get a treehouse-style bunk room with three twin beds while adults spread out across a king room and two queen rooms. Hand-hewn beams and antique barn wood walls set the tone inside, and the upstairs media room has a 70-inch TV, gaming consoles, and a closet of board games.

Outside, you get a three-basket disc golf course, a detached game room with pool and darts, and slides off both decks for the kids. The eight-person hot tub is built into the back deck facing the woods, and the backyard opens straight onto national forest land for hiking. The cabin holds a 4.96 rating from 390 reviews, and it has 30- and 50-amp hookups for an electric car or RV.

Putt-putt and the Hochatown maze are within walking distance, and Broken Bow Lake is a short drive for fishing, kayaking, and boat rentals. Beavers Bend State Park has trout fishing on the Mountain Fork River plus wooded trails, and out-of-state cars pay $10 a day to park. Peak season at the park lasts through November 30, 2026, and I’d book a big cabin like this two to three months ahead for fall weekends.

• Read More: Top Cabin Rentals in Broken Bow, Oklahoma
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14. Wolf Laurel Mountain Condo, Mars Hill, North Carolina

• 👥 4 guests | 🛏️ 1 bedroom | 💰 ~$201/night
• 🏔️ Renovated mountain condo inside a gated resort community, a short walk from the country club
• 🍂 Best in: mid-to-late October for peak color across the Blue Ridge
• ⚠️ AWD, 4×4, or snow chains may be required in winter

Wolf Laurel Mountain Condo is a newly renovated one-bedroom, one-bath condo inside the gated Wolf Laurel Resort community in Mars Hill, North Carolina. It sleeps four, with an open living area built around a fireplace and a dining space off the kitchen. The kitchen has a large island that keeps whoever is cooking in the middle of the conversation.

The private deck faces the mountains, and mornings here mean coffee while the sun comes up over the ridgelines. There’s a heated pool on the property, plus free WiFi, a washer, and smart door locks that let you check yourself in without meeting anyone at the door, and the host lives inside the gated community and is reachable around the clock. I’d give up a day of driving just to sit on that deck and watch the light move across the ridges.

Wolf Laurel Country Club is under 100 feet away, walkable for community parties and the weekly food truck, and Wolf Ridge Ski Resort is 0.3 miles out. Hatley Pointe Ski Resort is a four-minute drive, Big Bald seven minutes, and the Appalachian Trail Sams Gap Trailhead fourteen, with Pisgah National Forest surrounding the community and Appalachian Trail access points on site. Biltmore Estate is 38 miles out and Asheville Regional Airport 46.6, and the property skips ice melt on its walkways to keep it away from pets and wildlife, which makes grippy boots a smart pack for a winter stay.

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15. Themed Paradise Villa, Davenport, Florida

• 👥 20 guests | 🛏️ 8 bedrooms | 💰 ~$573/night
• 🏰 ChampionsGate villa with four fully themed bedrooms and a Jurassic Park game room
• 🎄 Best in: November and December, when the owner includes free pool heat
• 🚫 No pets, lead guest must be 21 or older

This themed villa sits in the ChampionsGate resort community in Davenport, Florida, about 30 minutes from the Walt Disney World parks. It sleeps 20 across eight bedrooms and five bathrooms, and four rooms carry full themes, including Harry Potter, Star Wars, Mickey Mouse, and a princess room with Cinderella carriage beds. Downstairs, the open living area seats 10, with a five-seat granite breakfast bar for big family breakfasts.

Kids head straight for the Jurassic Park game room, while the upstairs loft has a slate pool table, a card table, and a projector screen for movie nights. The south-facing private pool and spa get sun all day, and the owner is offering free pool heat for November and December stays. The villa holds a 9.2 rating from 95 reviews, and I’d stagger showers with a big group, since a couple of large families mentioned the hot water tank emptying quickly.

Guests get access to the Oasis Club, the community clubhouse with a heated pool, a lazy river, a splash pad, and a gym, though you’ll need to register at the visitor center first. ChampionsGate Golf Club is about five minutes by car, and Reunion Resort has good restaurants when you want a night off from park food. I’d leave early on park days, because I-4 traffic toward Disney and Universal’s Epic Universe can turn a 30-minute drive into an hour at rush hour.

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16. Spanish Style Villa, Rockford, Illinois

• 👥 10 guests | 🛏️ 4 bedrooms | 💰 ~$452/night
• 🌵 Gated Spanish-style villa with five patios and an 1886 outdoor cantina
• 🍂 Best in: October, before Anderson Japanese Gardens closes for the season in mid-November
• 🐕 Up to two pets under 50 lbs welcome

This historic Spanish-style villa sits behind a private gate in Rockford, Illinois, and the host calls it the Sedona of Rockford. It sleeps 10 across four bedrooms and three baths, with three queen rooms, a twin room, and two sofa beds for overflow. Inside, you’ll find 12-foot ceilings, a gas fireplace, a bar with a coffee station, two TVs, and a furnished upstairs balcony overlooking the grounds.

Five patios wrap around the property, and the 1886 outdoor dry cantina makes a fun spot for evening drinks under the stars. There’s a hot tub outside and a jetted tub in the downstairs bathroom, and the gazebo can host small weddings and family gatherings of up to 60 guests. The host describes the villa as more adult-friendly, smoking is allowed outside only, and the noon checkout gives you a slow last morning.

Anderson Japanese Gardens is a seven-minute drive, and I’d arrive at the 9 a.m. opening to see the koi ponds and waterfalls before the crowds. Adult admission is $15 in 2026, and while the gardens close for winter in mid-November, Rock Cut State Park stays open year-round with trails around Pierce Lake. For an evening out, the historic Coronado Performing Arts Center is six minutes away, and Chicago Rockford International Airport is just 12 minutes from the door.

17. The Barn Loft, Hinesburg, Vermont

• 👥 3 guests | 🛏️ 1 bedroom | 💰 ~$176/night
• 🌾 Converted barn loft with cathedral ceilings overlooking a pond and gardens
• 🍂 Best in: early to mid-October, for peak color around Lake Champlain
• 🔌 Level 2 EV charger available for $10 a night

The Barn Loft is a converted barn apartment on one private acre in Hinesburg, Vermont, about 25 minutes south of Burlington. Boston Magazine picked it as one of five New England barns to rent, and the cathedral ceilings and big windows fill the space with light. A queen bedroom sits behind a three-quarter wall, and a futon in the living area folds out for a third guest.

Hosts Jenny and Barry hold a 4.97 rating across more than 1,400 reviews, one of the strongest track records I’ve seen on Airbnb. The kitchen handles basic cooking with an induction cooktop and a toaster oven, and they stock coffee and tea for your first morning. You can store skis or bikes downstairs in the barn, and the seating area by the pond makes a great spot for coffee in warmer months.

Mt. Philo is 15 minutes away for a short hike with views over Lake Champlain to the Adirondacks, and Camel’s Hump offers a bigger day out in Huntington. For the 2026/27 ski season, Sleepy Hollow Nordic Ski Center is 20 minutes away with 35 kilometers of groomed trails, and Sugarbush is about 50 minutes by car. I’d also stop at Frost Beer Works in Hinesburg and save Shelburne Farms for a sunny afternoon on its 1,400 lakeside acres.

• Read More: Top 20 Fall Destinations in New England

18. Waterfront Theme Estate, Reunion, Florida

• 👥 16 guests | 🛏️ 8 bedrooms | 💰 ~$1,907/night
• 🦖 Lakefront theme home with a drive-in theater bedroom and a T-Rex arcade
• ☀️ Best in: late January through February, for mild weather after the holiday rush
• 🚫 No pets, booking name must match photo ID

This waterfront theme estate sits inside Reunion Resort, a 2,300-acre gated community about six miles from Walt Disney World. It sleeps 16 across eight bedrooms, with four lake-view king suites for adults, plus a castle room, a pirate ship room, and a hangout room with four full-size bunks for the kids. The eighth bedroom is the Moonlite Drive-In, a vintage-style theater with a classic car sofa and a queen bed tucked into a truck bed.

Kids head straight for the dinosaur arcade, which has a life-size T-Rex and a two-story tube slide with a hidden entrance. Out back, the 45-foot private pool has a dive-in movie screen alongside a hot tub and summer kitchen, and I’d watch for herons and bald eagles over the lake. The home holds a perfect 10 rating from 64 reviews, and Vrbo shows November dates at about $1,907 a night with fees included.

Guests can walk to Reunion’s waterpark, the Grand Hotel, and the resort’s restaurants, and the Jack Nicklaus course is an 11-minute stroll. Disney’s Animal Kingdom is about 13 minutes away by car, Magic Kingdom is 17, and Orlando International Airport is roughly 32. The house has two washers and two dryers, and I’d plan one midweek laundry day to keep a big multi-generational group packing light.

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19. Desert Gold, Beatty, Nevada

• 👥 6 guests | 🛏️ 3 bedrooms | 💰 ~$553/night
• 🏜️ Modernist glass house on 80 acres of high desert near Death Valley
• 🌌 Best in: November through March, for cool desert days and clear, star-filled nights
• 🛌 Two-night minimum and a $250 cleaning fee

Desert Gold, also called the Death Valley House, is a modernist glass home on 80 acres of Nevada high desert near Scotty’s Junction, about 20 miles from the Death Valley National Park boundary. San Francisco architect Peter Strzebniok designed the 1,200-square-foot house, and The New York Times featured it soon after it was built. It sleeps six across three bedrooms with a queen and two doubles, and one bedroom has a glass corner and a skylight for stargazing from bed.

A 900-square-foot deck links the two wings of the house, with a sunken hot tub and sliding glass doors that open the living room straight onto the desert. The house now has heating and air conditioning, a welcome upgrade for anyone visiting outside winter. It holds a 4.8 rating from 386 reviews, and the hosts ask guests to keep cars inside the marked parking area, since tire tracks can scar the fragile desert for years.

Scotty’s Junction sits near the road to Scotty’s Castle, and ranger-led tours of the castle grounds return from October 2026 through April 2027 while repairs continue inside. Beatty is about 30 miles south, where I’d grab a burger at the Sourdough Saloon and wander the ruins of Rhyolite Ghost Town just outside town. Death Valley isn’t one of the 11 national parks with the new $100 nonresident fee, which makes it an easier pick for international visitors in 2026/27.

20. Paradise Amish Guesthouse, Paradise, Pennsylvania

• 👥 4 guests | 🛏️ 2 bedrooms | 💰 ~$168/night
• 🐴 Private guest suite on a working Amish family farm in Lancaster County
• 🎄 Best in: late November through December, for Strasburg Rail Road’s Christmas steam trains
• 🍲 Homemade Amish dinners to-go for an extra fee

The Paradise Amish Guesthouse sits on John and Sarah’s family farm in Paradise, Pennsylvania, in the heart of Lancaster County’s Amish country. The family has five children aged 12 and up, plus horses, chickens, and a big vegetable garden out back, and they’ll often give guests a tour of the property when time allows. The suite sleeps four with a queen room and a double room, and it comes with a full kitchen, a sitting room, Wi-Fi, and window AC.

What I love here is the chance to spend time with an Amish family, something you rarely get from a hotel or a bus tour. John and Sarah cook dinners to-go for an additional fee, and you’ll get their phone number after booking to arrange meals. The listing holds a 4.87 rating from 278 reviews, and the advertised rate covers two guests, which means you should enter your full group size to see the correct total.

The Strasburg Rail Road operates steam trains to Paradise and back, and its Santa’s Paradise Express Christmas rides fill up fast in late November and December. Sight & Sound Theatres is a short drive away, with Joshua playing through December 31, 2026, and Jonah returning from March 11 to December 31, 2027. For dinner out, I’d go for the family-style meals in Bird-in-Hand, and an Amish buggy ride sits less than five minutes from the farm.

21. Sonoran Desert Glass House Retreat, Tucson, Arizona

• 👥 2 guests | 🛏️ 1 bedroom | 💰 ~$257/night
• 🌵 Architect-designed glass cottage on 3.3 acres near Saguaro National Park West
• ☀️ Best in: November through March, for warm days and cool, clear desert nights
• 🔞 Adults only, no pets

This glass cottage sits on 3.3 acres of Sonoran desert in northwest Tucson, Arizona, about six minutes from the western district of Saguaro National Park. Completed in 2013, it splits into two glass pavilions joined by a covered breezeway, with the bedroom on one side and the kitchen and dining space on the other. The bedroom half has a Poliform queen bed, Wassily-style chairs, a Gehry Wiggle Chair, an acorn fireplace, and a two-person glass shower facing west.

Floor-to-ceiling glass means you wake up to sunrise over the Santa Catalina Mountains and cook dinner as the sun sets behind the Tucson Mountains. Two quartzite stone decks face east and west, and guests regularly spot quail, javelinas, coyotes, and even bobcats right off the back deck. The cottage holds a perfect 10 rating from 220 reviews, and Vrbo shows October dates at about $257 a night with fees included.

I love catching sunrise on the Desert Discovery Nature Trail in the park’s Tucson Mountain District, then driving up to the Valley View Overlook Trail for wide views over the saguaro forest. From January 27 to February 14, 2027, the city hosts the Tucson Gem, Mineral & Fossil Showcase, the world’s largest event of its kind, and I’d book months ahead for those dates. The owners leave detailed restaurant picks, and a recent guest loved their tip for lunch at El Antojo Poblano.

22. Cozy Lake View Home, Clermont, Florida

• 👥 6 guests | 🛏️ 2 bedrooms | 💰 ~$273/night
• 🌅 Lakefront home on Lake Winona, walking distance from downtown Clermont
• ☀️ Best in: November through April, when Central Florida is less humid and lake evenings stay comfortable
• 🐕 Dogs welcome

The Cozy Lake View Home is a two-bedroom, two-bath house sitting above Lake Winona in Clermont, Florida. The master bedroom has a king bed, a pull-out sofa, and its own smart TV, while a second smart TV anchors the living area where the windows frame the water. There’s a full kitchen, air conditioning, a dining table that seats six, and washer-dryer access in the garage.

The covered lanai comes with a BBQ grill and a full outdoor dining setup, and the courtyard behind it has a fire pit plus a basketball hoop (bring your own ball). Sunset light reflects off the lake from the yard, and holiday fireworks turn up over the water a few times a year. I’d happily spend an entire evening at that fire pit and never open the front door again.

Waterfront Park is an 18-minute walk and Watertoyz of Clermont about 12, with the Clermont Historic Village Museum and Palatlakaha Recreation Area in between. Salt Shack on the Lake and Suncreek Brewery both sit within a 12-minute walk, and Orlando International Airport is 43 minutes by car. Two booking notes: this listing covers the main house only, since the attached studio rents separately, and the garage laundry needs an entry code from the host before you use it.

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23. The Majestic Treehouse, Walhalla, South Carolina

• 👥 2 guests | 🛏️ 1 bedroom | 💰 ~$607/night
• 🌳 Award-winning luxury treehouse on 40-acre Bolt Farm in the Blue Ridge foothills
• 🍂 Best in: late October and early November, when the Oconee County hardwoods turn
• 📝 Signed liability waiver required before check-in

The Majestic Treehouse sits among the oaks on Bolt Farm, a 40-acre family property in Walhalla, South Carolina, at the edge of the Blue Ridge Mountains. Seth Bolt of the band NEEDTOBREATHE designed it, and his father Larry, a licensed custom home builder, helped bring it to life. It holds a 4.95 rating from nearly 800 reviews, and the hosts have earned Superhost status 32 times.

Inside, you get a king bed, antique furnishings, hardwood floors, heating and AC for year-round stays, plus a toilet and washbasin in the treehouse. The outdoor shower with hot water sits a short walk away, and the outdoor kitchen has a pizza oven, a grill, a fire pit, and a swing bed under the trees. Wi-Fi costs $10 a day, which I’d skip for an unplugged weekend, and you’ll sign a simple liability waiver before arrival.

The farm has 2.5 miles of trails for walking and mountain biking, and Issaqueena Falls is my favorite waterfall hike just minutes away. Lake Keowee has great swimming spots in summer, and the Chattooga Wild and Scenic River offers whitewater rafting for a bigger adventure. For an anniversary or birthday, I’d add the VIP Treehouse Experience, which includes a pizza kit, luxury s’mores, and a $100 coupon toward your next stay.

24. The Stowe Glass House, Stowe, Vermont

• 👥 12 guests | 🛏️ 5 bedrooms | 💰 ~$3,148/night
• 🏔️ Award-winning glass house with walls of windows facing Mt. Mansfield
• ❄️ Best in: January through March, for ski days one mile from the slopes
• 🚗 4WD or snow tires recommended in winter

The Stowe Glass House is a 5,000-square-foot modern home off the Mountain Road in Stowe, Vermont, one mile from the ski slopes and five from the village. It won a Boston Society of Architects Design Award, and CNN and Boston Home Magazine have both featured it. Three walls of floor-to-ceiling glass in the living room frame the Mt. Mansfield ski trails under 13-foot vaulted ceilings, with a massive stone fireplace at one end.

It sleeps 12 across four queen bedrooms and a lower-level bunk room with four twins, and the kitchen has a six-burner gas stove, two ovens, and two dishwashers for big group dinners. My favorite spot is the glass-enclosed cedar sauna, which faces a wine rack etched with a topographic map of Mt. Mansfield. Ski lockers off the heated garage make winter mornings easy, and Vrbo shows October dates at about $3,148 a night with fees included.

Stowe Mountain Resort is about seven minutes by car, and I’d lock in an Epic Pass early if your group plans to ski several days during the 2026/27 season. In summer, the heated pool opens from May through September, and the trailhead for Bingham Falls sits 500 feet down the road beside pickleball and tennis courts. Smugglers Notch State Park is five minutes away, though Route 108 through the notch closes to cars in winter, which makes it a warm-weather drive.

25. Kee-O-Mee Floating House, Somers, Montana

• 👥 16 guests | 🛏️ 1 bedroom plus bunk room | 💰 ~$1,648/night
• 🚤 Moored houseboat on Flathead Lake with a rooftop deck and water slide
• ☀️ Best in: July and August, for warm swimming days and long sunsets on the roof
• ⛴️ Pontoon shuttle from the marina, no walking access to shore

The Kee-O-Mee is a 24-by-50-foot houseboat secured to pilings in open water on Flathead Lake, just off Somers, Montana. Owner Amanda Neater bought it in 2024 and kept its name, which honors a 1928 houseboat that sank off the point of the Somers Yacht Club. It sleeps 16, with a private queen bedroom plus a bunk area holding four queens, two fulls, and two twin trundles.

The 1,100-square-foot rooftop deck has lounge chairs and cornhole, and guests love the water slide, kayaks, and paddleboards right off the front deck. Fishing straight off the houseboat is excellent, though power comes from a generator, and a recent guest found hot showers took some patience. The listing holds a 9.8 rating from 47 reviews, and Vrbo shows late-December dates at about $1,648 a night with fees included.

You can’t walk to shore, and the host shuttles you from the marina by pontoon, which is why I’d rent her pontoon or bring your own boat to come and go freely. Lakeside is about 10 minutes away by water for dinner, and the Flathead Lake Alpine Coaster and Tamarack Brewing are each about seven minutes from the marina by car. Glacier National Park is under an hour’s drive, and international visitors should budget for the $100 nonresident fee the park added in 2026.

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26. The Wine Barrel, Albion, California

• 👥 2 guests | 🛏️ 1 bedroom | 💰 ~$263/night
• 🍷 Romantic cottage built from a 1950s wine barrel with Pacific views
• 🎄 Best in: late November through December, for wood-stove nights and holiday lights on the coast
• 🐕 Adults only, up to two dogs for $25 a night each

The Wine Barrel is a cottage for two built from a 1950s wine barrel near Albion, California, about 10 miles south of Mendocino. The upstairs kitchen and living room and the downstairs queen bedroom both look out over the Pacific Ocean, and a fenced garden keeps the patio private. Outside, you get a private hot tub and a fire pit, and inside, a wood stove keeps things cozy on foggy coast nights.

The cottage holds a 9.4 rating from 150 reviews, and one couple has been coming back for about 30 years. Recent reviews are largely glowing, though a couple mention dust or missing toiletries, which is why I’d pack shampoo and soap just in case. Vrbo shows November dates at about $263 a night with fees included, and the host adds a 3% charge per transaction.

The host recommends the restaurant at the Albion River Inn and the Ledford House for dinner with ocean views, and Van Damme State Park sits within nine miles for fern-lined trails. Point Cabrillo Lighthouse is a 30-minute drive north, and I’d pair it with a stroll through Mendocino village. On weekends between Thanksgiving and Christmas, the Mendocino Coast Botanical Gardens near Fort Bragg hosts its handmade Festival of Lights, a great evening out from here.

27. Cliff Road Retreat, Nantucket, Massachusetts

• 👥 14 guests | 🛏️ 7 bedrooms | 💰 ~$3,934/night
• 🏊 Cliff neighborhood home with a heated pool and a private guest cottage
• 🌼 Best in: late April, when the Daffodil Festival fills the island with color
• 🚶 Steps Beach 0.3 miles and downtown 0.8 miles on foot

This luxury home on Cliff Road sits in Nantucket’s sought-after Cliff neighborhood, an easy walk from both the beach and town. Vogue named it one of the seven best Nantucket Airbnbs for a classic New England getaway, and it holds a perfect 5.0 rating from 36 reviews. It sleeps 14 across six en-suite bedrooms in the main house, plus a separate cottage with its own kitchenette and queen suite.

The heated in-ground pool has an automatic cover, and the poolside cabana comes with a wine fridge, an ice maker, two outdoor showers, and a big grill. Downstairs, the family room has a wet bar, a large TV, and a stack of board games, and upstairs there’s a bunk room for the kids. I’d hand the cottage to grandparents or a second couple, since it overlooks the pool while giving everyone their own space.

Steps Beach and Cliff Beach are both 0.3 miles away, and the historic downtown is a 0.8-mile walk for dinner and the Whaling Museum. During the Christmas Stroll on December 4 to 6, 2026, Main Street fills with carolers, a holiday marketplace, and Santa arriving by boat. If you’d rather see the island in bloom, the Daffodil Festival returns April 22 to 25, 2027, with an antique car parade and a tailgate picnic in ‘Sconset.

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28. The Sweet Escape Mansion, Clermont, Florida

• 👥 Up to 50 guests | 🛏️ 11 bedrooms | 💰 ~$2,312/night
• 🍭 Candy-themed mansion on five acres with an ice cream cone pool
• ☀️ Best in: February through April, for warm pool days before the summer storms
• 📝 $1,500 refundable deposit and a signed waiver required

The Sweet Escape Mansion is an 8,000-plus-square-foot candy-themed estate on five private, gated acres in Clermont, Florida, about 30 to 40 minutes from Walt Disney World and Universal Orlando. It sleeps up to 50 across 11 themed bedrooms, including a Hershey’s room, a Coca-Cola room, and a ball pit bedroom filled with thousands of colorful balls. Two full kitchens, one in the main house and one in the guest house, handle big family reunions and group trips.

Out back, the 30,000-gallon ice cream cone pool has a chocolate waterslide, plus a splash park, an outdoor movie screen, mini golf, and a life-size Candyland board. Inside, you’ll find a 1,400-square-foot disco nightclub with karaoke and arcade games, a movie theater, a Cereal Killer escape room, and a spa room with a sauna and massage chairs. Pool and spa heat costs $95 a day, and the host can arrange weddings and events for up to 150 guests.

Lakeridge Winery is a short drive for tastings and live music, and Bella Collina offers championship golf with lake views. The Florida Citrus Tower gives sweeping views over Clermont’s chain of lakes and rolling hills, a fun contrast to the flat Florida you might expect. With a group this size, I’d schedule a grocery delivery for check-in day and mix park days with full days at the house, since the estate alone can fill a week.

29. Church Mountain A-Frame Cabin, Maple Falls, Washington

• 👥 6 guests | 🛏️ 1 bedroom + loft | 💰 ~$256/night
• 🏔️ A-frame in the cedars with Church Mountain views, minutes from Mt. Baker
• 🍂 Best in: October, when the drive up the Mt. Baker corridor is at its most colorful
• 🐕 Dogs welcome

The Church Mountain A-Frame Cabin sits among cedar trees in the Cascade West area outside Maple Falls, Washington, with Church Mountain filling the windows from the bed. The huge upper loft functions as an open master with a new king and full bed, and downstairs you get a modern kitchen with a breakfast bar and generous storage. Vaulted tongue-and-groove ceilings and clear cedar trim give the interior warmth, with reclaimed corrugated metal accents pulled from an old barn.

A classic wood-burning stove heats the dining and living room, and you can watch the peaks from the same seat. The covered deck is secluded and faces the trees, there’s a firepit below, and green space sits right next door. Much of the furniture (the coffee table, firewood holder, deck table, and king bed platform) was custom built by a local artisan from local materials, and I’d happily lose an entire morning out on that deck with coffee and nowhere to be.

Silver Lake is a 7-minute drive, the Glacier Public Service Center for Mount Baker-Snoqualmie National Forest is 11 minutes, and the Heliotrope Ridge Trailhead is 13. Mt. Baker Ski Area is minutes up the road, and groceries, restaurants, bars, and the Mt. Baker Visitor Center are all within walking distance. Bellingham International Airport is 49 minutes by car, and one practical note before you book, the Wi-Fi can be spotty since the town has a single provider.

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30. Halfling Hills Farm, Summerville, Georgia

• 👥 2 guests | 🛏️ 1 bedroom | 💰 ~$270/night
• 🌿 Handbuilt hobbit house on a 16-acre working farm in rural Georgia
• 🍂 Best in: late October, when the woodland trails turn and the fire pit evenings cool off
• 🚫 No pets, 2 adults max

The hobbit house at Halfling Hills Farm is a 360-square-foot earthen home built by hand on a working farm outside Summerville, Georgia. Inside you get a 12-by-12 living room and a 10-by-12 bedroom with a queen memory foam mattress, along with a kitchenette holding a mini-fridge, microwave, and Keurig-style coffee maker. Paneled walls, heavy woodwork, and a round entry door carry the old-world look through the whole space, and the bathroom splits into a dedicated shower room and a separate toilet room with a sink.

Outside, a pergola with seating sits in a secluded garden beside a koi pond fed by a small waterfall, and there’s a stone patio with a bench a few steps away. The property covers 16 rolling acres with a creek, a fire pit, and over a mile of hiking trails you can walk straight from the door. Coffee under that pergola with the waterfall going is my favorite kind of slow morning, and the hosts leave complimentary snacks plus a no-checkout-chores policy.

Guests have run of the acreage, though the hosts ask you to skip the area behind the hobbit house, stay off its roof, and keep out of the animal enclosures. This is a live farm with goats, chickens, cats, and a rescue dog, and the chicken house sits about 100 feet away, which means a rooster crowing at odd hours and the occasional day of mowing or brush work. Two things to settle before booking: the toilet is a composting model that uses no water, and occupancy caps at two adults with no children, infants, or visitors allowed on the property.

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31. Bayway Cottage, Virginia Beach, Virginia

• 👥 4 guests | 🛏️ 2 bedrooms | 💰 ~$254/night
• 🌊 Fenced waterfront cottage with a private pool, one mile from the oceanfront
• ☀️ Best in: May through September, when weekly stays open and the pool is warm
• 📅 Weekly stays May to September, 30-night minimum the rest of the year

Bayway is a two-bedroom waterfront cottage on a fenced lot in northeast Virginia Beach, about a mile from the oceanfront. It sleeps four with a queen and a double, and the renovated sunroom and home office both look out over the water, with high-speed internet for remote work. The single bathroom has double sinks and connects to both the main bedroom and the hallway, and the kitchen was recently updated with new cabinets, countertops, and appliances.

The private pool is open from April to October 15, and kayaks let you paddle out to watch ducks, herons, and osprey right behind the house, where guests have even caught crabs off the backyard. Guests also mention F-18 jets from nearby Naval Air Station Oceana flying overhead, which kids tend to love and light sleepers should know about. The cottage holds a 9.6 rating from 69 reviews, and Vrbo lists rates from about $254 a night with fees included.

New sidewalks let you walk to the oceanfront, and the Virginia Beach Boardwalk is a six-minute drive, with Trader Joe’s and Whole Foods at the Hilltop shops about five minutes away. I love the Bald Cypress Trail at First Landing State Park for an easy walk through cypress swamps and dunes, and the Virginia Aquarium is about 10 minutes away for a rainy day. From October through April, Bayway switches to month-to-month rentals, which makes it a smart winter base for military families and remote workers.

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32. Wild Rose Cabin, Branson, Missouri

• 👥 2 guests | 🛏️ 1 bedroom | 💰 ~$220/night
• 🌲 Log cabin in the woods inside a gated Branson resort
• 🍂 Best in: late October, when the Ozark hardwoods turn and the fireplace comes into its own
• ♨️ Jetted whirlpool tub for two

The Wild Rose Cabin is a one-bedroom cedar log cabin inside the gated Westgate Branson Woods resort in Branson, Missouri. A king poster bed with a pillow-top mattress sits under a high vaulted ceiling with exposed wood beams, and wood plank floors carry through the whole cabin. The kitchen is fully equipped and opens to the great room, where a stone fireplace anchors the space alongside leather sofas, and there’s a washer and dryer in the cabin.

Out back, the screened porch has cozy seating and looks straight into the trees, which makes morning coffee out there a slow affair with wildlife rustling through the woods. The bathroom is spacious, with double sinks, a walk-in shower, and a jetted whirlpool tub built for two. Resort access adds an outdoor pool, an indoor pool, and a hot tub, and I’d happily skip a show night to sit on that porch with the fire going inside.

Branson’s Promised Land Zoo is a 16-minute walk and Brookside Miniature Golf about 19, with the Highway 76 Strip a minute out by car. Hamners’ Variety Theater sits 2 minutes away, King’s Castle Theater 3, and Branson Airport is roughly 16 minutes by car. Two booking notes before you go, the cabin is no smoking and not suitable for pets, and entry is keyless with a code sent ahead, which means no check-in desk to stop at.

33. Domeland, Terlingua, Texas

• 👥 3 guests | 🛏️ 1 bedroom | 💰 ~$173/night
• 🌵 Handbuilt off-grid adobe dome under protected dark desert skies
• 🌶️ Best in: early November, for cooler days and Terlingua’s chili cook-offs
• 🚽 Composting outhouse toilet, no shower on site

Domeland is a handbuilt adobe dome off the grid in Terlingua, Texas, about 25 minutes from the entrance to Big Bend National Park. Touring musician Trevor built it, HGTV featured it on Mighty Tiny Houses, and more than 1,000 guests have given it a 4.95 rating. The bed sleeps two, and a pallet couch fits a third guest if you bring your own sleeping bag and pillow.

Solar power handles the lights, the fridge, and Wi-Fi, plus a small window AC unit that only works during daylight hours. The kitchen has a two-burner propane stove and oven, and water comes from a rain cistern, which is why I’d bring your own drinking water. There’s no shower on site, though $2 coin showers in Study Butte sit right on the way to the park, and the composting toilet is in a private outhouse next to the dome.

The dome sits under a dark-sky ordinance, and I’d plan at least one night of stargazing straight from the doorstep. Starlight Theatre in the Terlingua Ghost Town serves dinner with live music nearly every night, and Tivo’s is the closest spot for scratch-made Mexican food from Thursday to Saturday. Terlingua’s two rival chili cook-offs fill the first week of November 2026, and the hot springs near Rio Grande Village make a great post-hike soak, about 90 minutes back to the dome.

34. The Castle of Palmyra, Palmyra, Illinois

• 👥 21 guests | 🛏️ 5 bedrooms | 💰 ~$1,312/night
• 🏰 Stone castle on 40 wooded acres with a private lake, beach, and observatory
• 🍂 Best in: October and early November, for fall color and the Route 66 centennial
• 🛏️ Beds for 12, so bring air mattresses for larger groups

The Castle of Palmyra is a 9,000-square-foot castle built in 2004 on 40 forested acres in Palmyra, Illinois, about an hour from Springfield. An elevator connects three floors, and an octagonal tower room with a bar opens to 360-degree views, with an observation deck 44 feet above the ground on top. The 1,000-square-foot main suite has a fireplace, a two-person tub, and a walk-in sauna.

The property allows up to 21 guests, but the beds sleep 12, which is why I’d pack air mattresses for the movie room or tower if your group is bigger. Outside, you get a private lake with a sandy beach, a pontoon boat, a suspension bridge, and hiking trails, plus an observatory with a refracting telescope. The castle holds a perfect 10 rating from 164 reviews, and the lead renter must be 28 or older.

The kitchen is built for big gatherings with a Wolf range, a Sub-Zero fridge, and an oak dining table that seats 10 or more. Golfers can play the nine-hole course at nearby Terry Park, and I’d make the hour drive to Springfield on November 11, 2026, when Route 66 turns 100 with a statewide celebration. Small weddings and birthday parties are allowed, though the hosts cap the property at 21 people and don’t permit outside visitors.

35. The Haven, Mill Valley, California

• 👥 2 guests | 🛏️ 1 bedroom | 💰 ~$195/night
• 🚐 Restored 1969 Airstream in a private, leafy Mill Valley backyard
• 🌲 Best in: September and October, when Marin’s summer fog tends to clear
• 🅿️ Four parking spaces right out front

The Haven is a gleaming 1969 Airstream International that hosts Marsha and Floyd lifted into their Mill Valley, California, backyard with a 100-foot crane. The family spent a year gutting it to the aluminum shell and rebuilding it, and both The New York Times and Condé Nast have featured the result. It sleeps two on a queen bed with 1,000-thread-count sheets, and the full-size shower comes stocked with spa-quality products.

The kitchen has brand-new Retro Red appliances and vintage California pottery dishes, and a lava lamp finishes the 1960s look. Fiber optic Wi-Fi and premium cable keep things modern, and four parking spaces sit right out front. Marsha has hosted for 12 years with a 4.91 rating across more than 2,000 reviews, and many guests come back for repeat stays.

The house sits on a one-block street between Mt. Tamalpais State Park and the Golden Gate National Recreation Area, with trailheads about a 10-minute walk away. Muir Woods National Monument is about 10 minutes by car, and I’d book the $10 parking reservation ahead of time, since there’s no cell signal on arrival and the $15 adult entrance fee is separate. If you’d rather leave the car, a Golden Gate Transit stop 0.8 miles away connects to Sausalito and San Francisco.

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36. Industrial Style Loft, Chicago, Illinois

• 👥 2 guests | 🛏️ 1 bedroom | 💰 ~$108/night
• 🧱 Renovated loft with exposed brick, an art deco ceiling, and a private deck
• ⚾ Best in: April through September, for Cubs games and patio season
• 🚗 Free garage parking included

This renovated one-bedroom loft sits in Chicago’s Old Irving Park neighborhood, between South Old Irving Park and Kilbourn Park, a short drive from Logan Square. Exposed brick walls and an art deco ceiling set the style, and a California king with a memory foam mattress fills the bedroom. The bathroom has a large rainfall shower, and the kitchen comes with a full-size fridge, a stovetop, and an oven.

Free garage parking is a big win in Chicago, and you’ll get the garage code along with your private entry code before arrival. The private back deck is my favorite spot for morning coffee, and there’s a free washer in the building. Dasha and Owen hold a 4.83 rating from 702 reviews, and the restaurant downstairs will hold your luggage before check-in or after checkout as a courtesy.

A bus stop on Milwaukee Avenue sits right outside with connections to the Blue Line, and Wrigley Field is about a 10-minute drive for Cubs games. Downtown and O’Hare are each 15 to 20 minutes away by car, and the elevated 606 Trail makes a great car-free walk or bike ride through Bucktown and Wicker Park. With Route 66 turning 100 on November 11, 2026, I’d also make time for a photo at the historic “Begin Route 66” sign on Adams Street downtown.

37. Dreamy Tropical Tree House, Mountain View, Hawaii

• 👥 2 guests | 🛏️ 1 bedroom | 💰 ~$370/night
• 🌴 Off-grid bamboo treehouse 15 feet up in the Big Island rainforest
• 🌋 Best in: May through September, for slightly drier days on the island’s rainy east side
• 🪜 Steep ladder-stairs and a trapdoor entry

The Dreamy Tropical Tree House sits on stilts 15 feet up in the jungle canopy in Mountain View, Hawaii, about 10 miles from Hawaiʻi Volcanoes National Park. Host Kristie built it by hand over three months in 2013, crafting the porthole windows, rock sink, and platform bed herself. A red cinder path leads you through the jungle to a hanging bed draped in mosquito netting, and steep ladder-stairs climb from there to a trapdoor and a wraparound lanai.

The treehouse is fully off-grid, with solar power, a battery, and rainwater for the shower, which is why the host leaves bottled drinking water and asks guests to skip hair dryers. The bathroom’s floor-to-ceiling jalousie windows open to the trees, and a small kitchenette has a sink, a cooler, and a coffee maker. It holds a 4.84 rating from more than 1,000 reviews, and each night booked helps fund rainforest protection through Cool Earth.

Volcano Village, about 8 miles up the road, has the closest groceries and restaurants, though I’d stock up in Hilo on the way in for better prices. Kīlauea’s summit eruption has produced more than 50 lava fountaining episodes since late 2024, and I’d check the USGS Hawaiian Volcano Observatory updates daily to time a visit to the crater overlooks. You’ll want a rental car with high ground clearance, and you can expect coquí frogs singing outside every night.

• Read More: A local’s guide to visiting O’ahu
• Read Next: 30 UNESCO Sites for Your Bucket List

38. Secluded Intown Treehouse, Atlanta, Georgia

• 👥 2 guests | 🛏️ 1 bedroom | 💰 ~$364/night
• 🌳 Three-room treehouse set in seven trees and linked by rope bridges
• 🍂 Best in: April, May, October, and November, since the treehouse has no AC or heat
• 🚿 Private bathroom inside the host’s home, a 30-second walk away

Atlanta’s famous Treehouse in Seven Trees sits on a wooded intown lot near Buckhead, and Airbnb once named it the top wish-listed property in the world. Peter’s husband built it as an escape within the city, and it has since appeared on Good Morning America, the Today Show, and Treehouse Masters. The suite splits into three rooms called Mind, Body, and Spirit, all connected by rope bridges.

The double bed has Parachute linens and rolls out onto a platform above the stream, which means you can fall asleep under the canopy. There’s no AC or heat, though a Haiku fan cools summer nights, a mattress warmer handles chilly ones, and the hammock deck wraps around a 165-year-old shortleaf pine. Guests get exclusive use of a bathroom in the basement of the host’s home, and reviewers regularly rave about Peter’s morning coffee and banana bread.

Bitsy Grant Tennis Center is a five-minute walk, and the restaurants and shops of Buckhead are a short drive away. I’d also drive 15 to 20 minutes to walk the Atlanta BeltLine Eastside Trail, which links Piedmont Park to Ponce City Market. The treehouse sits in a residential neighborhood, which means you may hear weekday leaf blowers, but nights and weekends are calm and full of birdsong.

• Read more: 11 Cool Airbnbs in Georgia + Best Places to Visit in Georgia

39. The OG Box Hop, Rockbridge, Ohio

• 👥 6 guests | 🛏️ 3 bedrooms | 💰 ~$421/night
• 📦 Two-story shipping container home with a rooftop patio on 18.5 wooded acres
• 🍂 Best in: mid to late October, for peak fall color in the Hocking Hills
• 🐕 Up to two dogs for a $100 fee

The OG Box Hop was the first container home Emily and Seth Britt built in the Hocking Hills, opening in 2018 on 18.5 private acres near Rockbridge, Ohio. Three bedrooms with full beds sleep six, and the two full bathrooms include a soaking tub on the first floor. The dining table seats eight, and a gas fireplace keeps the living room cozy through winter.

Upstairs, an all-glass garage door rolls open to a rooftop patio, and a spiral staircase connects it to the wraparound deck overlooking the ravine. The six-person hot tub sits among the trees, and there’s also a gas fire table, a grill, a swing, and an outdoor shower that closes for winter. The cabin holds a 9.8 rating from 39 reviews, and Vrbo shows December dates at about $421 a night with fees included.

Lake Logan State Park is a three-minute drive, and Cantwell Cliffs sits five miles away for dramatic rock formations. Hocking Hills State Park is about 12 miles south, and on a clear night I’d head to John Glenn Astronomy Park for some of the darkest skies in Ohio. The gravel driveway has a few steep turns, and you’ll park about 150 feet from the house, which is why I’d pack light.

40. Treehouse on Walker Pond, Newport, Vermont

• 👥 4 guests | 🛏️ 1 bedroom | 💰 ~$454/night
• 🌲 Year-round treehouse built between two pines at the edge of Walker Pond
• ❄️ Best in: January through March, for hot tub soaks in the snow and ski days at Jay Peak
• 🛶 Canoes provided, life jackets required, no swimming

Andrew and Marilou built the Treehouse on Walker Pond between two giant pines at the edge of a 20-acre pond, about five minutes from downtown Newport, Vermont. It holds a 4.99 rating from more than 950 reviews, which places it in Airbnb’s top 1% of homes. A queen bed sleeps two, a queen air mattress adds room for two more, and a gas fireplace and mini kitchen keep things comfortable year-round.

The private cedar hot tub sits on the deck overlooking the pond, and soaking in it while snow falls is my favorite way to spend a winter evening here. Canoes are provided for exploring the water, and guests have spotted moose, otters, eagles, and beavers on the surrounding 40 acres. Because the treehouse moves with the trees, you’ll hear creaking when the wind picks up, which is why the hosts leave a fan for white noise.

Jay Peak Resort is about 22 minutes away for the 2026/27 ski season, and its indoor water park stays open all year for bitter-cold days. Lake Memphremagog stretches north from Newport into Quebec, with waterfront restaurants and boating right in town. Guests regularly rave about the hosts’ waffle bar, and the Osprey Cabin about 200 feet away shares the fire pit, though thick forest keeps both places private.

• Read More: 24 Best Cabin Rentals and Treehouses in Vermont
• Read Next: 27 Unique Airbnbs in Vermont

Frequently asked questions (FAQs) about Coolest Airbnbs in the USA

Looking to dive deeper into how to find cool Airbnbs in the USA? Here are some popular questions from travelers like you:

What are some of the coolest Airbnbs in the US?

The US offers a diverse range of unique Airbnb accommodations that cater to various tastes and preferences. Here are some general ideas for cool and unique Airbnbs across the country:

1. Treehouses: Elevated among the trees, these offer a secluded and serene experience, often with panoramic views of the surrounding nature.
2. Converted Barns: Rustic yet modern, these accommodations provide a countryside feel with all the modern amenities.
3. Airstreams & Vintage Trailers: Perfect for those looking for a retro experience, these are often located in scenic spots.
4. Domes & Geodesic Homes: These spherical structures offer a unique architectural experience, often integrating with the natural surroundings.
5. Underground Homes: Built into the earth, these homes offer a cozy, hobbit-like experience.
6. Floating Homes & Houseboats: Located on lakes or rivers, these accommodations offer direct water access and beautiful views.
7. Lighthouses: For those seeking a coastal experience with a touch of history.
8. Castles: Yes, there are a few castles in the US available for rent, offering a royal experience!
9. Cave Homes: Built into or resembling caves, these homes offer a unique and often luxurious stay.
10. Converted Train Cars: Perfect for train enthusiasts, these accommodations offer a nostalgic trip back in time.

Where in the US can cool Airbnbs be found?

Cool and unique Airbnbs can be found all across the US, catering to a variety of tastes and preferences. Here’s a breakdown of some regions and states where you can find particularly unique accommodations:

1. Pacific Northwest (Oregon & Washington):
   • Treehouses in forested areas
   • Houseboats on Lake Union in Seattle
   • Cabins near Mount Hood or the Cascade Range
2. California:
   • Beachfront properties along the coast
   • Desert domes and airstreams in Joshua Tree
   • Wine country retreats in Napa and Sonoma Valleys
   • Mountain cabins in the Sierra Nevadas
3. Southwest (Arizona, New Mexico, Utah):
   • Adobe homes and earthships in Taos, New Mexico
   • Sedona red rock retreats
   • Monument Valley tipis
4. Rocky Mountains (Colorado, Montana, Wyoming):
   • Ski chalets in Aspen or Vail
   • Ranches and lodges in Big Sky, Montana
   • Yurts and cabins in national forests
5. Midwest (Michigan, Minnesota, Wisconsin):
   • Lakeside cabins in the Great Lakes region
   • Converted barns and farmhouses
   • Urban lofts in cities like Chicago

Are Airbnbs in USA cheaper than hotels?

In the ever-evolving landscape of travel accommodations, one thing has become crystal clear: Airbnbs and Vrbos are the reigning champions when it comes to cost-effective, authentic, and unique stays. Here’s why:

1. More Bang for Your Buck: With Airbnbs and Vrbos, you often get access to an entire home, complete with kitchens, living spaces, and sometimes even a backyard or pool. In contrast, hotels typically offer a single room for a similar or higher price. The value proposition is undeniable.
2. Tailored for Groups: Traveling with family or friends? Instead of booking multiple hotel rooms, you can secure a spacious Airbnb or Vrbo property. This not only saves money but also enhances the group experience, allowing everyone to stay under one roof.
3. No Hidden Charges: While some hotels surprise you with additional fees for amenities like Wi-Fi, parking, or breakfast, many Airbnbs and Vrbos include these perks in the initial price. Plus, the ability to cook meals can save a significant amount on dining out.
4. Authentic Local Experience: Staying in a residential area, as opposed to a touristy hotel district, offers a more genuine feel of a destination. It’s an opportunity to live like a local, even if just for a few days.
5. Unique Stays: From treehouses to historic lofts, the range of unique properties available on Airbnb and Vrbo is astounding. These one-of-a-kind stays can often be secured for a fraction of the cost of a boutique hotel offering a similar experience.

Is the US a good country for Airbnb?

Absolutely! The United States is an excellent country for Airbnb for several compelling reasons:

1. Diverse Landscapes: The US offers a vast array of natural wonders, from the beaches of Florida to the mountains of Colorado, the deserts of Arizona to the forests of the Pacific Northwest. This diversity means there’s an Airbnb for every type of traveler, whether they’re looking for a beachfront condo, a mountain cabin, or a desert dome.
2. Cultural Hotspots: Cities like New York, Los Angeles, Chicago, and New Orleans are rich in culture, history, and entertainment. Airbnb allows travelers to immerse themselves in these vibrant urban environments, often at a fraction of the cost of traditional hotels.
3. Unique Stays: The US is home to some of the most unique Airbnb listings in the world. Think treehouses in Georgia, lighthouses in Maine, converted barns in the Midwest, or even historic mansions in the South.
4. Economic Sense: For travelers, Airbnb can often provide more value for money than hotels, especially for longer stays or larger groups. For hosts, the platform offers an opportunity to earn extra income from spare rooms or properties.
5. Local Experiences: Airbnb’s “Experiences” feature, where local hosts offer activities or tours, has taken off in many US cities. Travelers can enjoy everything from cooking classes in San Francisco to jazz nights in New Orleans.

Best Places to Stay in the US

Still unsure of where to stay in the USA? Here are my favorite cities, towns, and nature areas with some more amazing vacation rentals:

– Top Cities and Towns: Austin, Chicago, Denver, Los Angeles, Miami, Nashville, New Orleans, New York City, Phoenix, Seattle, Gatlinburg, Key West, San Diego, San Francisco, Stowe (VT), Sedona

– Best Cabins and Campgrounds: The Poconos (PA), The Tetons (WY)

– Coolest National Parks: Bryce Canyon, Grand Canyon, Mount Rainier, White Mountains, Zion National Park

The coolest and most unique Airbnbs in the US to visit in 2027

The US is a goldmine for unique Airbnb experiences. From treehouses in the heart of nature to urban lofts in bustling cities, there’s an Airbnb for every traveler’s taste.

So, the next time you’re planning a US adventure, skip the generic hotel room. Dive into the authentic, diverse, and downright cool accommodations Airbnb has to offer. Remember, where you stay can be the highlight of your trip.

What’s the coolest Airbnb you’ve stayed at in the US? Let me know in the comments, as I’m always looking for more to check out 😊 Thanks for reading! Hope you found some cool and unique Airbnbs to add to your 2027 bucket list!