
Barn vacation rentals in Massachusetts
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Top-rated barn rentals in Massachusetts
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Family-friendly barn rentals

Tranquility Loft & Spa
A beautiful location. Amazing workout room . Everything you could ask for and more. Anthony and Rachael are great hosts. I was greeted upon arrival and felt right at home. I plan on returning in the future. Thanks again for the hospitality

The Creation Station
Creation station is a very unique, warm, and inviting space. My partner and I are both musicians and appreciated that there was a stage and instruments right there in the space. We also went for the enchanted forest walk behind the guest house when we returned back from seeing some live music at night – with the lights twinkling and the moon shining above, it was very magical. Apple the dog greeted us and played with my dog (which was great since he gets anxious when we’re away from home and does much better when he’s worn out). As a creative person, I really appreciate meeting other kindred folks, so meeting John was a real treat. Furthermore, I messaged John after I returned home and realized I’d left my cell phone charger, and I received it in the mail just a couple of days later. I would definitely stay here again.

Marthas Vineyard 3 Bed walk to beach and town
Michael was great! So close to so much wonderful activity on MV. Super fast response when I had a question about wifi. Thx Michael!

The Barn: Cape Cod Eco Retreat
You can tell that Diana has put her heart and soul into this cozy, hidden gem. If you love a cozy cabin feel, you will love this Airbnb. The open loft concept was cute and unique, string lights adding a tone of soft, cottage core romanticism, and perhaps the best feature of the space, a mini split for temperature control. 10/10 would visit again.

Historic Loft with bathroom & kitchenette
I had a wonderful stay here. The loft is lovely and warm with the pellet stove going. The backyard leads to a system of hiking trails that I really enjoyed.

Beautifully Renovated 1800s Chilmark Barn
Jessica was an amazing host! I’ve been talking with Jessica for about nine months in preparation of coming to stay here for my stepdaughter‘s wedding. She was so helpful so flexible she’s very informative. She loves living here, which makes it so much better to enjoy because she has so much knowledge about the island . The Property was beautiful andamazing! She’s an amazing host extremely hospitable and makes you feel so welcome. We will be coming back!

Friendship Acres Barn Apartment B
Great location with great restaurants nearby. Easy drive to local train station to enjoy other attractions in the area. Jayne was super responsive when I did reach out, but everything was so laid out, I didn’t need to contact her much. Wish we had more time to actually spend hanging at the farm.

South Quarter House
Eric is very kind. The house is exactly like the pictures and very clean. I highly recommend it.
Barn rentals with a patio

Elegant 5 Bedroom Farmhouse with expansive lawn
Just had a great stay in Great Barrington. Enjoyed the house and all of its amenities. Location was great, close to great restaurants, hiking and skiing. Would recommend this property and our host!!

Artsy Barn in the Country
I stayed with friends for the September Brimfield Antiques Faire and had an incredible time. If you’re coming for the show, this place is a great option—the drive to Brimfield is about 30 minutes, but very easy and straightforward, and the Threadbare clothing and textiles show is only a few minutes’ drive down the main road. Monica was a great host and responded to our messages very quickly, bringing us things we requested and giving helpful instructions as needed. She keeps the place stocked with books, cassettes, games, etc. You can tell she put thought and care into making a great space for entertaining. The barn was bigger and nicer than expected based on the great price, and though the “bedrooms” were all connected, we each felt we had our own space and were able to decompress and sleep easily. The kitchen was stocked with most of what we needed to make our meals at home, and we had more than enough towels and bedding for all of us. I would definitely stay here again!

Beautiful 3 bedroom rental on Baldwin Hill
A beautiful place, spectacular views and a peaceful location. Not far from Great Barrington with views of the mountains from many rooms. The renovated barn (feels newly built) is near skiing, hiking, Great Barrington shopping and wonderful restaurants. —something for everyone. The kitchen seems to have been built for a professional chef. It is large, in pristine condition, and has everything you need to prepare meals. Very impressive! Also, there is a wonderful large bathtub for guests to enjoy the calm of the Berkshires, soak after skiing or relax after a long drive. All the bedrooms are of good size with plenty of room to move about. No bedroom is small which is terrific for an adult group. Definitely, a positive and differentiating feature. The living area space is open and is inviting. Stella was absolutely lovely and a most gracious host. All communication was very easy. A fabulous stay; we will definitely return! I could not recommend more highly.

Lotus-by-the-Sea: The Barn
This is a great place in a wonderful location

Wood Turtle Woods
Wood Turtle Woods is a fantastic place to stay. I needed a house while I was having work done on my own and wanted to bring my dogs. Mike's place was perfect. The house is unique in so many ways; it is bright, modern, very clean, and 'simple' in a Thoreauvian way in that it has everything you need, but without clutter. The view from the windows was beautiful and the sound of the water from the deck was lovely. I live nearby, and will have extra family stay here when they come to visit.

All New-Heart of Lenox 2 Bedroom Apartment
Roberta might be the best Airbnb host I’ve ever worked with, and I’ve been at quite a few airbnbs. The place is perfect. Well located in the middle of Lenox. Comfortable, well appointed, and stocked with essentials. She’s so nice and is very easy to reach. The croissants and a nice touch but that’s just the tip of the iceberg. I can’t say enough about Roberta and the time I spent with my brother at her home.

A Writer's Retreat at The Barn
We wanted to have a girls weekend and visit with my aunt. There were too many of us to fit at her house. We found the Barn to be only a few minutes from her house so it was a perfect location for us. We had everything we needed. The kitchenette only has a microwave but there was a great electric grill on the big screened porch. We made delicious meals even though it was really cold out there! We would love to stay at the barn again when we visit. It was charming and perfect for our needs. The only thing it lacked was a dining table inside. If the weather was warmer we could have eaten out on the porch . We’re looking forward to visiting again in the summer.
Barn rentals with a washer and dryer

Walk Everywhere! | Relax in Easy Elegance!
Everything you want in an Air-B-B . Clean and charming , right in downtown . We walked to restaurants every night. Lots of thoughtful snacks. Fresh Pint of whole milk and stick of butter in fridge. Host lived on site and was there to help with any situation. Great bedding and water pressure too.

Newly Built Barn Loft in Pioneer Valley
I've stayed at many airbnbs and this has been my favorite! Clean, comfortable, cozy and had everything we needed. Check in/out was a breeze. Really appreciated the Keurig, water bottles and snacks. Loved having the ability to do a load of laundry before we left. Would absolutely stay here again!

E. Slate Carriage House
Colin was great! Very responsive and attentive. The apt was cozy and in an excellent location. I’d definitely book again

Luxury Living at its Best in X-Large 8 Beds Estate
We had a wonderful 2 day work retreat!! Plenty of space for work colleagues to spread out but many options for us to be together! It was wonderful!

Lovely home with heated pool on secluded hillside.
Had a great weekend here! The location is perfect, we had such a great time at the pool that we never left. The house was exactly how it is in pictures, and it’s the most fully stocked airbnb I’ve stayed in. It has everything you need! The beds were really comfortable too, that’s rare. The backyard was perfect for grilling and hanging out with family.

The Sea Captain's Carriage House
What can my wife and I say about Jo Leal and John and their sweet carriage house. Every detail in the house showed such care, such attention, and such beauty. Nothing could have prepared us for the experience of spending time in this charming house , and more notably, nothing could have prepared us for the wonderful experience we shared with Jo Leal and John. We so look forward to our next visit and the continuation of this experience.

1 Bedroom; 1.5 miles to Jiminy Peak; Pet Friendly
My stay at this small farm was fabulous! I can’t say enough how much I enjoyed it, and how relaxing being on the property is. The unit was very clean, large, and as pictured. You feel right at home the moment you walk in, and are greeted with a nice assortment of treats. The owners are very friendly and welcoming, and very responsive if you have a question. This little farm is in the perfect location. You can drive in any direction on easy roads and be at the various attractions the Berkshires offer, and then when you are done dealing with all the tourists, you come back to tranquility and peacefulness. The horses are wonderful, and I already miss my morning greetings by them when I would take my dog for a walk on the property. I had a couple friends and family come visit me during my 4-week stay, and they were all blown away with this place and loved their time with me. Kitchen is well stocked, there are plenty of outlets, internet was fast, and having YouTube TV was great.

LUXURY BERKSHIRES RETREAT - Family Compound!
This is a very beautiful Berkshire property that is also very conveniently located. The 2 bedroom barn is spectacular and is where we 5 spent all of our waking time. The farmhouse is where the rest of us slept (3bedrooms). We used the fully equipped kitchen in the barn. We didn’t spend our together time in the house as it isn’t as open, light, contemporary or spacious as the barn. The house does have smaller dens/living rooms to accommodate groups bigger than than the 5 of us. Both the Barn and the house have gorgeous backyard panoramic Berkshire views - one with a patio and the other with a deck. Perfect place for us (5 older women) and a perfect place for multi family and/or multigenerational clan to enjoy time together This is a great Berkshire location with lovely hosts!
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