Barn vacation rentals in Massachusetts

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Top-rated barn rentals in Massachusetts

Guests agree: these barn rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Chesterfield

4.91 out of 5 average rating, 114 reviews

The Glow Room at Indian Hollow

The Glow Room at Indian Hollow is a history-rich 1850 post & beam barn, renovated in a light-filled, post modern style. Imagine getting out of your car, opening the screen door to a big porch that overlooks a leaping mountain brook, deep enough to dunk in. Then pass through the strap-hinged front door and into a glowing pine-panelled great room with giant windows, a big wood stove, 3 Chesterfield couches, dining area and kitchen. You see the forest all around you, but you're inside, ready to unwind. Upstairs, the loft features the master bedroom (sleeps 2, queen) and a reading/games room (can sleep 2, futon). Walking into the ell, you pass the bathroom, the 'room with no purpose,' and the guest bedroom (sleeps 2, futon) which opens onto the back deck, where the barbecue is, and the sound of the leaping waters. In summer the lawn is thick and lush, and you are surrounded with pines, birches, maples and mountains. Chauncey Brook forms the east border & offers a serene and ferny welcome; overlooking it, there's a beautiful firepit surrounded by log benches. The southern border is the Dead Branch Brook with its refreshing plunge pools. About a 1/4 mile downstream it joins the East Branch of the Westfield River, a federally-designated 'Wild and Scenic River.' We will provide you with maps and information about the area, which contains extraordinary opportunities for picnicking, fishing, hiking, biking, swimming, x-country skiing, snow-shoeing, photography and painting. And being alone, with someone you want to be alone with. This property is designed to inspire the maximum enjoyment of the 15+ square miles of open space that begins at its doorstep. The Glow Room is a launching pad. To amplify the quiet and help you unplug, there is no internet service (bring DVDs for your laptop). New cell phones work, but will drop out.

Top guest favorite

Loft in Great Barrington

4.99 out of 5 average rating, 326 reviews

The Old Red Barn

Renovated studio in barn built circa 1830, centrally located to all activities in the Berkshires. Bright and sunny space with views of fields and spectacular sunsets. Open upstairs loft bedroom with pine floors, catherial ceiling, exposed beams, full kitchen , bathroom and washer and dryer. The Berkshires are beautiful in the fall , come stay ! 5 minute drive to town. Walk to the Green River , hike the trails. We provide all basic household supplies. We invite all to enjoy our old red barn.

Top guest favorite

Guesthouse in North Adams

5 out of 5 average rating, 263 reviews

Netherwood - North Adams Guest House with Views

Stay at Netherwood in a classic New England carriage house converted into a guest house with modern amenities, including king beds and en suite bathrooms. Private with amazing views, yet readily accessible to local attractions. Price includes 1 king bedroom suite and exclusive use of the lounge and kitchenette. You can use 2 more suites for another $100 each per stay (for stays up to 2 weeks). Indicate the number of suites you will need (1, 2, or 3); you'll be charged for add'l suites later.

Guest favorite

Apartment in Beverly

4.83 out of 5 average rating, 309 reviews

Salem/Beverly winter get aways and 2025 stays!

Barn by the Harbor! A cozy renovated, shabby chic, barn in historic Beverly is perfect for family visits or coastal exploration. Minutes from Salem, steps from Beverly harbor. Watch the boats while you sip coffee in bed! Enjoy your private patio with a grill. Walk to downtown, the waterfront, beautiful parks or the depot and train to Salem, Boston & Cape Ann. There is a lot to do on the North Shore and there is more to "sea" than Salem! I can give you great ideas! Fun local events all winter!

Guest favorite

Home in Oak Bluffs

4.83 out of 5 average rating, 193 reviews

Waterview, Private, Walk to Beach, Mile to Town

Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing. Ask the host about ferry reservations if they appear to be sold out!

Guest favorite

Guesthouse in Lenox

4.91 out of 5 average rating, 232 reviews

Modern Barn with Loft at House on Golden Hill

Featuring 35 foot cedar ceilings, large windows, and skylights, The Barn is an oversized two-bedroom apartment with loft at House on Golden Hill, a 1790's farmhouse property in Lenox. The Barn is a detached dwelling with large secluded outdoor space and reserved parking for 3 cars. Situated next to the property's river, the barn provides sweeping mountain views and an idyllic Berkshires experience. Centrally located in the Berkshires and minutes from downtown Lenox and Tanglewood.

Guest favorite

Barn in Holden

4.89 out of 5 average rating, 452 reviews

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the sheep and see the horses and chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Guest favorite

Guesthouse in Stockbridge

4.91 out of 5 average rating, 127 reviews

Modern barn in the heart of the Berkshires

Modern, renovated, historic dairy barn in the heart of the Berkshires. Located on 3.5 acres with beautiful views and close to everything. 1.5 miles to Main St Stockbridge/Red Lion Inn, 5 minutes to Tanglewood, 5 minutes to the Stockbridge Bowl and beautiful hiking trails, under 10 minutes to Lenox . This is the perfect base for exploring the Berkshires or a great getaway for relaxing and enjoying nature.

Top guest favorite

Barn in Williamstown

4.97 out of 5 average rating, 294 reviews

Cozy barn apartment on the river

Private converted first floor barn apartment next to the Green River. Comfortable with unique furnishings and back door that opens to a riverfront covered patio. Sleeps 1-2 comfortably. Can accommodate 4 with the extra sleeper, tri-fold floor mattress, (Best for 1-2 smaller children). Private full bath. Great for 1-2 adults or a family with smaller children. It is on our property with a shared driveway.

Top guest favorite

Apartment in Sheffield

4.93 out of 5 average rating, 147 reviews

Private Berkshire Barn Apartment

A private entrance and apartment all to yourself. You are within a 2 minute drive of downtown Sheffield or a 10-15 minute walk. Also within a short drive of superb restaurants and local ski areas, Great Barrington, Tanglewood, Jacobs Pillow, The Rockwell Museum and numerous other Berkshire attractions. Also within a short drive of Berkshire, Salisbury, Hotchkiss and Simon's Rock schools.

Top guest favorite

Barn in Nahant

5 out of 5 average rating, 133 reviews

Entire Beach-Town Cottage, Barn Charm, near Boston

A newly renovated, old barn, fully furnished, where contemporary style meets barn-charm. Located in a quiet neighborhood with private yard and only minutes to the beach. Parking on premises. The ideal location for a short getaway with family or friends or to unwind after a long day at work. Only 25' from downtown Boston and other North Shore towns with restaurants and bars.

Guest favorite

Home in Westport

4.91 out of 5 average rating, 514 reviews

Mermaid Cottage

Relaxing cottage guesthouse near East Branch of the Westport River & Horseneck Beach. Explore winery, brewery, many nature trails, superb biking. Close to Central Village galleries, shopping, Bayside restaurants and Seafood Market at the Town Wharf. Partner's Village Store recommended stop over. Includes High speed Internet, WiFi, Channels Local and LG TV, AC.

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What guests are saying

ALL welcome: Lovely 1 BR studio, Berkshires beauty

4.98 out of 5 average rating, 95 reviews1 month ago

The hosts were very helpful in general, and responded immediately to take care of a minor issue we mentioned. The studio in the barn is clean, comfortable, and well set up. It's a great spot for 1-2 people. The only minor complaint (which is out of the host's control) is that my wife and I use Verizon, and the studio was a dead zone for cell service for us [when we needed to make a call, we 'solved' this problem by walking down the driveway towards the road, where we got signal]. Wi-Fi in the studio worked great for computer use and streaming, so that is not an issue, just Verizon cell service. We had a great stay overall!

Vacation home in Williamstown

What guests are saying

The Granary at House on Golden Hill

4.93 out of 5 average rating, 365 reviews3 days ago

The Granary was a truly lovely place to stay. From the moment we arrived, it felt warm and inviting, and we really appreciated how uncluttered and spacious it was. The bed was exceptionally comfortable – we slept so well! My only suggestion for improvement would be the addition of light-blocking blinds in the bedroom, as the early sunrises did make it a little difficult for me to sleep in. However, this was a minor point in an otherwise fantastic experience. The gas stove and well-equipped kitchen made cooking dinner a breeze, and the location was absolutely perfect. We loved having such easy access to beautiful trails and hiking spots, and the charming restaurants in Lenox were just a short drive away. For anyone planning to visit Tanglewood or Kripalu, The Granary would be an ideal base. We also enjoyed having the pull-out sofa for a cozy movie night in, and the skylight in the living room added a wonderful touch, especially in the evenings. We definitely recommend!

Guesthouse in Lenox

What guests are saying

Retro Chic 1815 Barn - 3min to Stockbridge

4.74 out of 5 average rating, 42 reviews3 months ago

I was looking for a month-long stay in the Berkshires, and the barn was the perfect home away from home! It is such a uniquely charming space in a beautiful, peaceful area (even with train tracks close by, they were not very frequent). Abigail was always super responsive and helpful when I had questions and very friendly; I wish all hosts were like her! She also has the best recommendations for restaurants and things to do. Her, and the property manager, Robinson, were both quick to act if I had an issue, and they’re both so nice! I would definitely stay here again. Thank you for everything, Abigail!

Barn in Lee

What guests are saying

LAKE COTTAGE -In the Berkshire/ walk to Tanglewood

4.58 out of 5 average rating, 12 reviews34 months ago

I had a wonderful stay at Ranne and Ray's amazing historic home. It is small and cozy, clean, well-supplied, and the hosts are gracious and generous in every way---right down to lending me a yoga mat! The location is ideal for everything one could want to do in the Berkshires.

Barn in Stockbridge

What guests are saying

Cozy cottage, clean, with badminton barn.

4.67 out of 5 average rating, 18 reviews8 months ago

Jacqueline’s listing was a lovely place to stay! The home was incredibly neat, tidy, and had many necessities available in the event you forgot something. The ladder to access the full size bed was not very sturdy, but there was a pull out couch available that offered just as much bedding and was surprisingly very comfortable! I would highly recommend staying here.

Home in Dennis

What guests are saying

Equestrian retreat

4.96 out of 5 average rating, 175 reviews2 months ago

We had a wonderful stay at Carolyn’s place! The house was cozy, relaxing, clean, and had lots of entertainment options (both within the house & nearby in the town). We came during a winter storm but she had several heaters and plowed the driveway. Carolyn was very kind to speak with and shared helpful recommendations for the area. She was also very flexible with our pet and check-out when our plans got changed by the weather conditions. She even surprised us with delicious muffins! We would highly recommend staying here to future guests.

Private room in Pittsfield

What guests are saying

The Black Walnut House

4.71 out of 5 average rating, 121 reviews1 month ago

The home was exactly as advertised, in fact it’s even more beautiful than the pictures could ever show. The home was spotlessly clean and provided ample room for everyone. Everything worked as advertised, and it was ideal for immediate family to stay for my daughter’s wedding. The hosts were incredibly responsive when we asked questions. We would highly recommend this home and this location.

Home in Plympton