Top 13 Oregon Vacation Homes For an Incredible Stay

Jon Miksis Jon Miksis clock Updated May 26, 2025 tourism Dream Destinations
by Jon Miksis
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Looking for the best vacation homes in Oregon? After visiting all the major cities and exploring the incredible nature spots across the state, I’ve stayed in some amazing vacation rentals on both Airbnb and Vrbo. I’m excited to share the best of the best with you!

From cozy cabins nestled in the woods to stylish homes with breathtaking views of the Oregon coast, these vacation rentals offer the perfect base for exploring everything the state has to offer. Let me share my top recommendations for unforgettable stays in Oregon’s most stunning locations!

The 13 Coolest Vacation Rentals in Oregon

Here are the best Airbnbs and VRBOs in Oregon by category, considering factors such as amenities, trip types, and budgets. The following sections will cover each listing in more detail.

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If romantic coastal getaways, beach houses, and luxury house rentals in Oregon all sound good to you, you’re in for a treat! Below are some of the most unique stays in Oregon:

Coolest house rentals in Oregon for all types of travelers

1. Romantic Streamside Retreat Cabin

  • 📍 Location: Rhododendron, OR (Mt. Hood area)
  • 💵 Price Per Night: $232/night
  • 🛏️ Sleeps: 8 guests
  • 🔥 Unique Features: Streamside setting, cedar wood accents, panoramic windows, pet-friendly
  • 🌟 Perfect For: Nature lovers 🌲, skiers 🎿, couples or families 🏞️
Private kitchen
Credit: Vrbo
Exterior design
Credit: Vrbo

Welcome to this romantic streamside retreat, a rustic escape in the trees along a stream. With panoramic windows and cedar walls cut from the property, this one-of-a-kind cabin is built for cozy mountain living and outdoor connection.

Inside, the main room offers forest views, a wood stove, and an open-concept layout that blends the kitchen, dining area, and lounge into one welcoming space. Three bedrooms, including a loft and den, comfortably sleep up to 8 guests.

Step outside to the private hot tub, BBQ grill, and deck that sits just above the stream—perfect for evening unwinding or morning coffee in the crisp mountain air.

Nearby, ski the slopes at Timberline Lodge or Mount Hood Meadows, golf or dine at The Resort at the Mountain, or hike along the Salmon River Trail. Whether you’re snowshoeing, fishing, or just unplugging in nature, this cabin is the perfect base for your Mt. Hood getaway.

2. Pete’s Cabin

  • 📍 Location: Prineville, OR
  • 💵 Price Per Night: $360/night
  • 🛏️ Sleeps: 8 guests
  • 🔥 Unique Features: Hot tub, Horseshoe court, Pool table, Secluded setting, Pet-friendly
  • 🌟 Perfect For: Families 👨‍👩‍👧‍👦, Nature lovers 🌳, Stargazing enthusiasts ✨
Beautiful Oregon rental with a view
Credit: VRBO
Spacious living room connected to an expansive outdoor deck
Credit: VRBO

Pete’s Cabin is the ultimate retreat, nestled on 20 acres in Central Oregon’s high desert, offering breathtaking views of the Prineville Reservoir, volcanic rock formations, and the surrounding mountains. 

Just minutes from the designated Dark Sky Area, this cabin is perfect for stargazers who will be captivated by the clear night skies, planets, and Milky Way Galaxy.

Enjoy outdoor adventures like hiking, boating, fishing, or visiting nearby attractions such as John Day Fossil Beds and Painted Hills

After a day of exploration, relax in the private hot tub or unwind with a campfire under the stars. With a full kitchen, fireplace, and plenty of space for up to 8 guests, it’s the perfect place to connect with nature.

3. The Little Luxe Retreat 

  • 📍 Location: Oceanside, OR
  • 💵 Price Per Night: $163/night
  • 🛏️ Sleeps: 3 guests
  • 🔥 Unique Features: Ocean views, walking distance to beaches, newly renovated, pet-friendly
  • 🌟 Perfect For: Couples 💑, small families 👨‍👩‍👧‍👦, beach lovers 🏖️
Interior design
Credit: Vrbo
Dining table with stunning view outside
Credit: Vrbo

Welcome to Little Luxe Retreat– a charming, modern retreat just steps from the beach. This cozy one-bedroom, one-bath cottage offers the perfect blend of comfort, style, and location for a memorable Oceanside getaway.

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The airy living area offers tasteful décor and a comfortable queen bed, with all the amenities you need. The fully equipped kitchen and dining area are perfect for meals at home, while the modern bathroom adds to your comfort.

Enjoy the fresh ocean air on the private deck or walk just minutes to the stunning Oceanside Beach or Tunnel Beach for sun, sand, and surf.

Close by, explore the Cape Meares Lighthouse, hike in the beautiful coastal forests, or visit Pacific City for local shops and dining. Relax on the beach, explore the area, or enjoy the views—this cottage provides the ultimate coastal retreat.

4. Luxe Coastal Haven with Bay Views

  • 📍 Location: Bay City, OR
  • 💵 Price Per Night: $473/night
  • 🛏️ Sleeps: 6 guests
  • 🔥 Unique Features: Bay views, private hot tub, spacious deck, fireplace
  • 🌟 Perfect For: Families 🏡, relaxation seekers 🌊, coastal adventurers 🚶‍♂️
Stunning interior design
Credit: Vrbo
Luxe Coastal Haven exterior design
Credit: Vrbo

Discover Luxe Coastal Haven, a stunning retreat offering breathtaking bay views and a private hot tub. This spacious home is perfect for families or groups, blending luxury with coastal charm.

Indoor, the fully equipped kitchen and separate dining area offer everything you need for home-cooked meals. The four bedrooms, including a king suite, ensure ample space and comfort for all guests.

On the outside, enjoy the expansive deck with stunning views of the bay, or relax in the hot tub after a day of exploration. The nearby beaches and scenic areas provide plenty to enjoy.

Nearby, take a short walk to Tillamook Country Smoker or head to the Tillamook Creamery for local treats. Explore the Oregon Coast Scenic Railroad or visit Pacific City for outdoor adventures. From local sights to relaxing at home, this coastal haven is the perfect retreat.

5. Gorgeous Riverfront House

  • 📍 Location: Florence, OR
  • 💵 Price Per Night: $466/night
  • 🛏️ Sleeps: 6 guests
  • 🔥 Unique Features: Gas barbecue, firepit, riverside bench, sunny deck, nearby beach access
  • 🌟 Perfect For: Nature lovers 🌲, beachgoers 🏖️, relaxation seekers 🛀, adventure enthusiasts 🚤
A waterfront rental in Oregon with lots of character
Credit: VRBO
Elegant kitchen and dining area
Credit: VRBO

Unwind at this riverfront house in Florence, Oregon—an ideal blend of relaxation and adventure. Nestled on the Siuslaw River, this home offers a sunny deck, a fire pit, and access to the beach for sandboarding or ATV riding at North Jetty and South Jetty.

The home features two comfortable bedrooms and three bathrooms, offering plenty of space for up to 6 guests to unwind. The bright living areas and fully equipped kitchen provide a perfect space to relax.

Step outside to enjoy the scenic riverfront views, grill on the gas barbecue, or relax by the fire pit as you soak in the peaceful surroundings.

Close by, explore Old Town Florence or try your luck at Three Rivers Casino. Take a short drive to Sand Dunes Frontier, Siltcoos Lake, and Woahink Lake for kayaking, or hike the surrounding dunes and forests. Whether you’re kayaking, hiking, or sightseeing, this spot offers endless adventure.

6. Luxury Log Cabin with Hot Tub

  • 📍 Location: Bend, OR
  • 💵 Price Per Night: $192/night
  • 🛏️ Sleeps: 6 guests
  • 🔥 Unique Features: Pet-friendly, fully fenced yard, hot tub, luxurious log cabin, close to Sunriver
  • 🌟 Perfect For: Families 🏡, outdoor enthusiasts 🌲, pet owners 🐾
Cozy living area
Credit: Vrbo
Exterior design from driveway
Credit: Vrbo

Unwind in this luxury log cabin nestled near Sunriver! Perfect for families or groups, this charming retreat blends rustic elegance with modern comfort.

On the inside, the cozy living room with a stone fireplace, spacious kitchen, and dining area provides the perfect setting to unwind. The two cozy bedrooms and loft comfortably sleep 6 guests.

A short distance away, explore the Sunriver Resort Golf Course or enjoy the Sunriver Homeowners Aquatic & Recreation Center. Take a quick drive to The Village for shopping and dining, or enjoy nearby hiking. 

From relaxing at the cabin to exploring the area, this retreat offers the perfect mix of tranquility and adventure.

7. Relaxing Getaway Home

  • 📍 Location: Bend, OR
  • 💵 Price Per Night: $289/night
  • 🛏️ Sleeps: 4 guests
  • 🔥 Unique Features: Access to Broken Top Club, hot tub, modern amenities, proximity to outdoor activities
  • 🌟 Perfect For: Couples 🏔️, outdoor enthusiasts 🚴‍♂️, relaxation seekers 🧘‍♀️
Interior design
Credit: Vrbo
Terrace/patio
Credit: Vrbo

Enter this relaxing getaway home, your perfect retreat in the heart of Bend. Ideal for small groups or couples, this luxurious townhome offers a serene getaway with modern comforts.

On the inside, the open-concept design features a spacious living area with a cozy fireplace, a well-equipped kitchen, and a stylish dining area perfect for meals together. The two bedrooms include a king bed and a queen bed.

In the vicinity, take a short drive to Deschutes Brewery for a local brew, or explore the Old Mill District for shopping and dining. The Hayden Homes Amphitheater is nearby for entertainment, and outdoor adventures await in Sunriver and the surrounding area. 

From hiking and biking to exploring the local sights, this location offers the perfect blend of relaxation and adventure.

8. Brasada Ranch Panoramic Views

  • 📍 Location: Powell Butte, OR
  • 💵 Price Per Night: $437/night
  • 🛏️ Sleeps: 10 guests
  • 🔥 Unique Features: Hot tub, panoramic mountain and butte views, 5,600 sq ft activity lawn
  • 🌟 Perfect For: Nature lovers 🌲, golf enthusiasts ⛳, relaxation seekers 🛀, adventure lovers 🏞️
This Oregon vacation rental is in the desert
Credit: VRBO
Modern indoor living space with plenty of room for entertaining
Credit: VRBO

Step into this luxurious 4-bedroom home in Brasada Ranch, Oregon’s #1 Resort, offering stunning mountain and butte views. Perfect for families or groups, this spacious 5,600 sq ft home accommodates up to 10 guests, including 8 adults and 2 children.

The gourmet kitchen includes a large island, a Jura coffee machine, and a professional gas grill. Relax by the gas fireplace, or enjoy the 7-person hot tub, wrap-around porch, and spacious activity lawn.

Enjoy hiking at Smith Rock or fly fishing at Brasada Canyons Golf Course. Take a short drive to Mt. Bachelor for skiing, or visit the Deschutes County Fairgrounds Expo Center for events. 

From mountain biking and rock climbing to dining in Bend, this location offers endless adventure.

9. Good Bear Ranch House Retreat

  • 📍 Location: Baker City, OR
  • 💵 Price Per Night: $442/night
  • 🛏️ Sleeps: 20 guests
  • 🔥 Unique Features: Hot tub, Pool table, Large fire pit, Pet-friendly, Gourmet kitchen
  • 🌟 Perfect For: Family reunions 👨‍👩‍👧‍👦, Group retreats 🧘‍♀️, Nature lovers 🌳
A luxury house to rent in Oregon for large groups of family/friends
Credit: VRBO
Rustic log cabin interior living space with a view
Credit: VRBO

Tucked at the base of the Elkhorn Mountains, Good Bear Ranch House blends rustic charm with 5,200 sq. ft. of comfort on 250 private acres next to Wallowa Whitman National Forest. Sweeping views and star-filled skies make it ideal for unforgettable group getaways.

This fully renovated cabin features seven bedrooms and four bathrooms, accommodating up to 16 guests, with additional air mattresses available. Enjoy a gourmet kitchen, spacious living areas, and two massive stone fireplaces. 

For outdoor fun, explore the Elkhorn Crest Trail, go hiking or snowshoeing, or visit the Anthony Lakes ski area, just 19 miles away. The nearby town of Baker City offers unique attractions like the Oregon Trail Monument and Baker Tower.

Relax in the hot tub under the stars, gather around the fire pit, or picnic by the water. The spacious, elegant setting makes it perfect for a family gathering or a productive team retreat..

10. Ocean Oasis

  • 📍 Location: Neskowin, OR
  • 💵 Price Per Night: $862/night
  • 🛏️ Sleeps: 16 guests
  • 🔥 Unique Features: Hot tub, Wood-burning fireplace, BBQ, Pet-friendly
  • 🌟 Perfect For: Family reunions 👨‍👩‍👧‍👦, Group gatherings 🧑‍🤝‍🧑, Oceanfront relaxation 🌊
One of the best Oregon coast beach house rentals
Credit: VRBO
This Oregon coast rental on the beach has its own private hot tub
Credit: VRBO

Ocean Oasis is a 6-bedroom, 4.5-bathroom beachfront home offering breathtaking ocean views from every room. Comfortably sleeping up to 17 guests, the home features king-size beds in most rooms, a bunk bed, and a queen pull-out sofa for extra guests.

Whip up meals in the high-end, fully stocked kitchen or grill on the oceanfront deck with a stainless steel BBQ. Gather in the cozy living room around the wood-burning fireplace, or head outside for beach fun just steps away.

Located near Neskowin Beach, Chinook Winds Casino, and Pacific City Beach, you can enjoy boating, whale watching, and surfing. Nearby, explore National Forest headland hikes, Lincoln City, and Pacific City for shopping, dining, art galleries, and golf courses.

Ocean Oasis is perfect for large families or groups seeking a relaxing beach retreat on the stunning Oregon Coast.

11. Stargazer at Brasada Ranch

  • 📍 Location: Crook County, OR
  • 💵 Price Per Night: $375/night
  • 🛏️ Sleeps: 10 guests
  • 🔥 Unique Features: Outdoor fire pit, private patio, stunning mountain views, stargazing
  • 🌟 Perfect For: Luxury getaways 💫, nature lovers 🌲, outdoor enthusiasts 🚴‍♂️, stargazers 🌌
This vacation rental in Oregon is surrounded by pristine forest
Credit: VRBO
Living room with an indoor fireplace
Credit: VRBO

Stargazer at Brasada Ranch is a 4-bedroom home in a private resort setting, just minutes from Mt. Bachelor and Smith Rock. Ideal for families and groups, it offers panoramic Cascade views, an outdoor fire pit, and unforgettable stargazing from home.

This fully stocked luxury retreat features a high-end kitchen, a gas fireplace, and an outdoor kitchen. Guests have access to Brasada Ranch’s exceptional amenities, including the Brasada Canyons Golf Course, Athletic Club, Spa Brasada, and Range Restaurant.

With nearly 300 days of sunshine, the area offers year-round activities like hiking, snowshoeing, and fly fishing. Nearby, enjoy skiing at Mt. Bachelor, fishing in the Deschutes River, or a round of golf at Pronghorn Golf Club. The Deschutes County Fairgrounds also hosts year-round events.

This area offers endless adventure, with skiing, golfing, and fishing just moments away, making it the perfect destination for outdoor enthusiasts year-round.

12. Mid Century Luxury Home

  • 📍 Location: Bend, OR
  • 💵 Price Per Night: $375/night
  • 🛏️ Sleeps: 6 guests
  • 🔥 Unique Features: Gas fireplace, commercial-grade BBQ, walking distance to downtown Bend
  • 🌟 Perfect For: Families 👨‍👩‍👧‍👦, group getaways 👫, foodies 🍽️, outdoor enthusiasts 🌄
Luxury beach vacation rental in Oregon
Credit: VRBO
Beautiful kitchen area inside this OR vacation home.
Credit: VRBO

This newly built Mid Century Ranch is centrally located in Bend, just 4 blocks from Newport Market and a short walk to downtown, where you can explore the vibrant Downtown Bend Business Association

This home features 2 bedrooms, 2 bathrooms, and a king-size hide-a-bed in the spacious living area, making it ideal for up to 6 guests. The open floor plan boasts high ceilings and floor-to-ceiling windows, filling the space with natural light.

The gourmet kitchen is fully equipped with stainless steel appliances. After a day on the trails, unwind by the gas fireplace and 60” HD TV, or relax on the covered patio with lounge chairs and a commercial-grade BBQ grill.

Take a short drive to Hayden Homes Amphitheater or the Old Mill District, or explore the nearby Phil’s Trailhead for mountain biking. Ideal for those who want to walk and experience the best of Bend!

13. Spacious Oceanfront View home

  • 📍 Location: Rockaway Beach, OR
  • 💵 Price Per Night: $398/night
  • 🛏️ Sleeps: 9 guests
  • 🔥 Unique Features: Oceanfront view, pet-friendly, beach access, spacious living areas
  • 🌟 Perfect For: Beach lovers 🌊, pet owners 🐶, relaxation seekers 🛀, outdoor enthusiasts 🚶‍♀️
An Oregon coast rental home like no other
Credit: VRBO
Kitchen and dining rooms inside this Oregon VRBO and Airbnb
Credit: VRBO

Begin your stay at this oceanfront retreat in Rockaway Beach, a spacious home with breathtaking views and direct beach access. Perfect for families, friends, and pet lovers, this getaway blends coastal relaxation with modern comfort.

On the inside, large windows fill the home with natural light. The fully equipped kitchen and open living space provide a great place to gather, while the downstairs area offers a kitchenette and board games.

On the outside, enjoy the large deck with stunning ocean views. Just steps from the beach, this home is ideal for sunset dinners and beach activities.

Nearby, explore Manhattan Beach and Rockaway Beach. Enjoy crabbing, fishing, and kayaking at Lake Lytle or take a scenic drive to Pacific City. This oceanfront retreat offers the perfect balance of relaxation and adventure.

Unique house rentals in Oregon for visitors of the Pacific Northwest
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Top Cottages in Oregon: Coastal Beach Houses, Cabins + More

Have you ever stayed in a unique Airbnb or VRBO rental in Oregon? Let me know in the comments or on Insta, as I’m always looking to add to this list of the most unique houses for rent in Oregon!

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