If you’re looking for a cozy escape in Massachusetts, you’re in luck! From the serene woods of the Berkshires to the charming shores of Cape Cod, this state is packed with charming cabin rentals that make for the perfect retreat. Whether you want to unwind by a fireplace, explore scenic hiking trails, or enjoy coastal views, I’ve handpicked the coziest cabin stays on Vrbo and Airbnb.
In this guide, we’ll cover the best options in top destinations, so you can find your ideal spot for a peaceful getaway in the heart of New England. Let’s dive into the ultimate cabin escapes Massachusetts has to offer!
The 10 Coolest Cabins in MA (At a Glance)
Here are the best cabins in Mass by category, considering factors including amenities, trip types, and budgets. The subsequent sections will cover each listing in more detail.
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- Top Overall Cabin: Classic A-Frame Cabin in MA
- Best Luxury Rental: Waterfront Cottage in Rockport
- Top Romantic Cabin: Cute Cottage on the Beach
- Best for Large Groups: Yarmouth Beach Cabin
- Top Cheap VRBO Cabin: Tiny House Cottage Rental in MA
- Best Mountain Cabin: Log Cabin in the Berkshires
- Coolest Cabin Rental in the Woods:
- Best with a View: Marshfield Beachfront Cottage to Rent
- Most Unique: Historic Schoolhouse Cottage
1. Charming Historic Cottage
- 📍 Location: Lanesboro, MA
- 💵 Price Per Night: $176/night
- 🛏️ Sleeps: 5 guests
- 🔥 Unique Features: Historic charm, mountain views, mini kitchen, pet-friendly
- 🌟 Perfect For: History lovers 📚, nature enthusiasts 🌲, families 👨👩👧👦
Stay in a piece of history at this 1832 stone cottage, once a schoolhouse. Located on a scenic road to Mt. Greylock, this 1600 sq. ft. home offers two cozy bedrooms and a trundle bed, comfortably sleeping up to 5 guests.
The property features a private garden, 5 acres of land, and a mini kitchen for preparing light meals. It’s just 9 minutes from Jiminy Peak Ski Resort and close to cultural gems like Tanglewood, Mass MoCA, and the Clark Art Institute.
Enjoy outdoor adventures with nearby hiking at Mt. Greylock State Reservation or a visit to the Berkshire Botanical Garden. This historic cottage is the perfect base for both relaxation and exploration.
Take in the charm of every season—vibrant spring blooms, sunny summer days, colorful fall foliage, and peaceful snowy winters.
2. Rustic Waterfront Retreat Home
- 📍 Location: Stockbridge, MA
- 💵 Price Per Night: $185/night
- 🛏️ Sleeps: 6 guests
- 🔥 Unique Features: Private dock, canoe, air conditioning, beautiful waterfront view
- 🌟 Perfect For: Nature lovers 🌳, water sports enthusiasts 🚣♀️, families 👨👩👧👦, yoga enthusiasts
Escape to this A-frame cottage on the peaceful waters of Stockbridge Bowl, complete with private waterfront access. The home features a cozy master bedroom with a full-size bed, an upper loft with two twin beds, and a futon for extra sleeping space.
Relax in the spacious living area, unwind on the deck, and take in picturesque views of the surrounding woods and water. For outdoor fun, the property includes two kayaks and a canoe.
Located just 10 minutes from Tanglewood Music Center—the summer home of the Boston Symphony Orchestra—and Kripalu Center for Yoga and Health, you can even paddle to these spots for a unique experience.
Perfect for hiking, cultural outings, or simply relaxing by the water, this cottage is an ideal retreat for any pace of getaway.
3. Hilltop Paradise Retreat
- 📍 Location: Monterey, MA
- 💵 Price Per Night: $266/night
- 🛏️ Sleeps: 8 guests
- 🔥 Unique Features: Lake access, outdoor deck, woodstove, proximity to Ski Butternut
- 🌟 Perfect For: Nature lovers 🌳, winter sports enthusiasts 🎿, relaxation seekers 🌅, families 👨👩👧👦
Unwind in the Berkshires Retreat, a cozy getaway with panoramic views of Lake Garfield and the surrounding mountains. This 1,800 sq. ft. home sleeps 8 with three bedrooms and one bathroom, just minutes from Ski Butternut.
Inside, you’ll find a fully stocked kitchen, warm living spaces with a woodstove, and an open-concept main floor with kitchen and dining areas. The master suite upstairs offers privacy, while the lower level is great for kids or extra guests.
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Winter sports, culture, and nature await just minutes away. Ski Butternut offers great slopes for skiing, while Tanglewood and Jacob’s Pillow feature world-class music and dance performances.
In warmer months, kayak at Lake Garfield Beach or visit Great Barrington, Lenox, and Stockbridge for shopping, dining, and charm. Make Hilltop Retreat your year-round escape.
4. Charming Pet-Friendly Cabin
- 📍 Location: Williamsburg, MA
- 💵 Price Per Night: $270/night
- 🛏️ Sleeps: 6 guests
- 🔥 Unique Features: Fire pit, BBQ grill, large deck, screened porch, wood-burning fireplace, pet-friendly
- 🌟 Perfect For: Nature lovers 🌲, outdoor explorers 🏞️, relaxation seekers 🛀, pet owners 🐾
Welcome to this 2-bedroom, 1-bath Goshen cabin, nestled in New England woodlands. Perfect for outdoor lovers, this retreat offers 725 square feet of comfort, with an open-concept living space and a spacious deck with a gas grill.
On the inside, the warm ambiance sets the stage for relaxation. The well-equipped kitchen is perfect for preparing home-cooked meals, and the inviting campfire pit provides a great spot for nighttime gatherings.
Just a short walk away, enjoy private beach access at Hammond Pond, complete with beach chairs, a 3-person pedal boat, and a rowboat. Chesterfield Gorge, a peaceful nature spot, is just a 13-minute drive away, and attractions like Tanglewood Music Center and the Yankee Candle Factory are within 30 minutes.
Pet-friendly and ideal for outdoor adventures, this cabin offers the perfect blend of relaxation and exploration.
5. Beach & Pond Cottage
- 📍 Location: Westford, MA
- 💵 Price Per Night: $360/night
- 🛏️ Sleeps: 6 guests
- 🔥 Unique Features: Hot tub, pool access, full-service gym, outdoor play area
- 🌟 Perfect For: Family getaways 👨👩👧👦, relaxation seekers 🌅, nature lovers 🌳
Step into this Beach & Pond Cottage located in the beautiful Summer Village Resort community, just 20 miles from Boston and 26 miles from Manchester Airport. This cozy 950 sq. ft. cottage offers 3 bedrooms and 1 bathroom, with ample space for 6 guests.
Enjoy access to the Long Sought Pond Beach, where you can swim, kayak, or relax by the water. The resort also offers pools (family and adult), a hot tub, basketball and tennis courts, and a full-service gym.
Guests can take advantage of the serene surroundings and outdoor fun, from kayaking to enjoying nature walks. The nearby Pheasant Lane Mall and Kimball Farm provide shopping, dining, and entertainment, while Nashua, NH, is just a short drive away.
This charming cottage is the perfect base for a relaxing getaway or an adventure-filled retreat.
6. Cozy Home on Gorgeous Mountain Lake
- 📍 Location: Tyringham, MA
- 💵 Price Per Night: $220/night
- 🛏️ Sleeps: 5 guests
- 🔥 Unique Features: Private beach, gradual slope into Goose Pond, outdoor space
- 🌟 Perfect For: Families 🏖️, nature lovers 🌲, water sports enthusiasts 🚤
Discover this cozy lakeside retreat at Goose Pond—a charming 690 sq. ft. loft nestled in the Berkshires, offering a private beach and stunning lake views. This is the perfect getaway for those seeking relaxation and outdoor adventure.
Indoor, the open-concept living space invites you with comfort. The loft features a king bed, a twin bed, and a double futon, accommodating up to 5 guests. Step out onto the deck, where you’ll enjoy grilling and dining.
Just a short walk away, enjoy the private beach with a gradual slope into Goose Pond, perfect for swimming, kayaking, or simply soaking up the beauty of the area.
Nearby, explore the quaint town of Lee, shop at Lee Premium Outlets, or visit cultural gems like Jacob’s Pillow. Whether you’re kayaking, swimming, or enjoying the natural beauty of the Berkshires, this spot offers a peaceful retreat with plenty to explore.
7. Beautiful Oceanfront Vacation Home
- 📍 Location: Rockport, MA
- 💵 Price Per Night: $399/night
- 🛏️ Sleeps: 9 guests
- 🔥 Unique Features: Oceanfront location, private balcony, outdoor shower, pet-friendly
- 🌟 Perfect For: Beach lovers 🏖️, families 👨👩👧👦, ocean view seekers 🌅
Settle into this front-row seat to the Atlantic at this Oceanfront Long Beach Vacation Home in Rockport, MA. This 4-bedroom, 2-bath retreat offers unbeatable ocean views and direct beach access—just steps from the sand.
Within, enjoy a bright, open layout with space to gather, dine, and unwind. The primary bedroom opens onto a private balcony with sweeping water views. With room to sleep up to 9 guests, it’s perfect for families or small groups seeking a true coastal getaway.
Outside, relax on multiple decks and patios ideal for grilling or soaking up the sun. After a day on the beach, rinse off in the outdoor shower and enjoy the peaceful rhythm of the waves.
Explore Rockport’s shops, art galleries, and dining, or take a short drive to Cape Ann, Halibut Point State Park, and Good Harbor Beach for coastal adventure. From swimming and boating to simply watching the tide roll in, this is a place for unforgettable seaside memories.
8. Private Beach Cottage
- 📍 Location: East Sandwich, MA
- 💵 Price Per Night: $421/night
- 🛏️ Sleeps: 5 guests
- 🔥 Unique Features: Private beach access, air conditioning, enclosed porch, water view
- 🌟 Perfect For: Beach lovers 🏖️, relaxation seekers 🌅, families 👨👩👧👦, nature enthusiasts 🌳
Relax at this private beach cottage, a cozy 2-bedroom retreat just steps from a private beach shared exclusively by the cottages at 175A & 175B North Shore Boulevard. Enjoy beautiful views of Cape Cod Bay from your front door and take in the serenity of sunrises.
This charming 950 sq. ft. cottage offers a bright, cheery interior with a cathedral ceiling, air conditioning, and an enclosed porch perfect for enjoying Cape Cod’s wonderful nights. Walk 20 yards to your private beach for a swim or simply relax by the water.
The location is ideal for families looking to create memories while exploring nearby attractions like Heritage Museums and Gardens, Sandwich Boardwalk, and East Sandwich Beach.
This property includes linens, towels, beach chairs, and all the comforts you need for a perfect beach getaway.
9. Scribi’s Beach House
- 📍 Location: Dennis, MA
- 💵 Price Per Night: $975/night
- 🛏️ Sleeps: 6 guests
- 🔥 Unique Features: Just 6 houses from Sea Street Beach, large private yard, pet-friendly, coastal charm
- 🌟 Perfect For: Beach lovers 🏖️, families 👨👩👧👦, Cape Cod explorers 🦞
Begin your stay at Scribi’s Beach House — a classic Cape Cod escape just steps from the sand. Located only six houses from Sea Street Beach, this 3-bedroom, 1-bath retreat offers the perfect blend of coastal relaxation and convenience.
Within, you’ll find a breezy layout with comfortable bedrooms, a well-stocked kitchen, and charming details throughout. With sleeping space for 6, it’s ideal for families or small groups. Enjoy air conditioning, a washer/dryer, and plenty of indoor comforts after a day in the sun.
On the outside, relax in the private backyard, grill with friends, or stroll to the shore in minutes. Pet-friendly with no hassle, it’s perfect for bringing your furry friend along.
Explore nearby West Dennis Beach, local seafood spots, and family-friendly fun at the Cape Cod Theatre Company. Make lasting Cape Cod memories just steps from the shore.
10. Perfect Cottage with Gorgeous View
- 📍 Location: West Yarmouth, MA
- 💵 Price Per Night: $998/night
- 🛏️ Sleeps: 9 guests
- 🔥 Unique Features: Steps to a semi-private beach, outdoor shower, large library, picnic table
- 🌟 Perfect For: Beach lovers 🏖️, families 👨👩👧👦, relaxation seekers 🛀, nature lovers 🌳
Welcome to this Cape Cod retreat—this charming 5-bedroom, 3-bathroom cottage offers stunning views of Lewis Bay and easy access to a peaceful beach with warm, shallow waters perfect for kids.
Thoughtfully renovated, it blends classic Cape style with modern comforts like central air, WiFi, and a fully equipped kitchen, comfortably accommodating up to 9 guests.
Multiple living areas include a library, a TV room, and a lower-level kitchenette with separate entry. Outside, enjoy a patio with a picnic table, Weber grill, and an outdoor shower overlooking the bay.
Located near Hyannis Marina, the Cape Cod Melody Tent, and the JFK Museum, there’s no shortage of activities. Whether you’re relaxing by the water or exploring local attractions, this is the perfect setting for your next coastal getaway.
Best Cabin Rentals in Massachusetts
These are just some of the best cabin rentals in Massachusetts – check out VRBO.com or Airbnb.com to see countless more in great locations all across the state. Whether you’re looking for cozy or luxurious, mountain or sea, you won’t be disappointed!
Looking for more unique stays in the US? Check these out!
– Unique Rentals in New England
– Coolest Places to Stay in the Berkshires
– Best Cabin Rentals in Vermont
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