Cabin holiday rentals in Massachusetts

What a treat to stay at McCaela's magical, cozy, home! Everything – from the surroundings, to the furnishings, to the amenities – were just perfect. Entry into the house was no problem, and inside we found a delightfully thoughtful and intentional home that was extremely comfortable and spotlessly clean. Just as key, the bed in the primary bedroom was supremely comfortable! We had no reason to ask any questions, and we had no issues at all; still, McCaela reached out to make sure we were settled and to see if we needed anything. We SO appreciated her generosity, kindness, and insight into (and commitment to) the local community. It's clear that a great deal of thought and care has gone into this house, and we would stay there again in a heartbeat. The location is perfect – off the beaten path and extremely private, yet close to everything we wanted in the Berkshires. I highly recommend staying here, ideally for longer than the two nights we did. We can't wait to return!

This place is an absolute gem. Definitely one of our favorite Airbnb‘s we’ve ever had the privilege of visiting. The setting is spectacular, and the house is so charming and well equipped. Our kids had a blast and we definitely enjoyed the Jacuzzi in the master bathroom. It’s easy to tell that this is a treasured family cabin, lovingly tended to. Very accessible to Great Barrington and loads of wonderful hikes nearby. I highly recommend!

The cabin was amazing! Wifi was great, hot tub was nice. Other reviews noted the humidity/heat in the house, but we had no such issues on this rainy week. The only thing is that the GPS will bring you to the back entrance to the community, which is gated and you can't enter. Make sure you read their welcome instructions as this was noted! Overall a wonderfull stay and highly recommended!

The place is overall awesome - just don’t miss the fact there isn’t air conditioning - I didn’t notice that in the listing, and there happened to be a hot day. The hot tub isn’t quite private. One set of neighbors or folks turning down the side road can see you. However, it was very comfortable, especially on a cool evening.

Thank you to our wonderful hosts at the Onset Compound for an incredible stay! The home is located in a picture perfect waterfront setting with all of the amenities a beach house offers. The hosts recommended some great restaurants and things to do that kept us busy all weekend. The home is sparkling clean and we felt right at home!

Super responsive, great host. Very friendly, offered us the local newspaper with deals on places to go and everything. incredible space, right along the water. Thank you, Ron!

We had a wonderful stay at David & Nicki’s place and especially enjoyed the cozy cabin vibes, multiple gathering spots in the house and beautiful grounds! The cabin was outfitted with everything needed for a comfortable stay. We found it to be a great base for hiking and exploring Great Barrington. Our family was delighted to use the hot tub and kayaks at the lake, as well. Highly recommend and would definitely return!

The cottage was perfect. It was a peaceful place to relax and unwind. This nestled little gem was quaint, surrounding us in exposed wood beams. The windows and screened porch allowed us to view nature, including birds, bunnies and even deer. The grocery store is in close proximity and was easy to get to. The host met us when we arrived, and was friendly and inviting. We are so glad we were able to stay.

We absolutely loved our stay at this cozy, charming cabin! It’s the perfect place to unplug and unwind. Nestled in a peaceful, quiet setting, the cabin feels like a true retreat from everyday life. We especially enjoyed the screened-in porch for morning coffee and evening chats. The nearby waterfalls (a 30–40 minute walk or 10-minute drive) were a wonderful way to enjoy the area’s natural beauty. The two-person soaking tub was a highlight—so relaxing after a hike! The cabin is thoughtfully equipped with a small but functional kitchen, which made it easy to prepare simple meals. We also appreciated the high-quality linens and comfortable bed—such a nice touch that made our stay feel special. While it’s ideal for unplugging, there is Wi-Fi if you need it. There are also some cute towns nearby, full of antique shops and local charm. It was the perfect blend of nature, comfort, and low-key exploration. We’re already dreaming of our next visit!

amazing! both the host and the house. secluded feeling. magical!

Beautiful little cabin, peacefully in the woods. Great, friendly, and responsive hosts. Perfect location to relax, walk around, find closeby hikes and hidden gems, including some great breakfast spots. 10/10 would recommend.

Amanda and Jake were so nice with us, they helped us a lot with everything we needed and even more, the place was clean, and with everything we could need, we would love to come back in the future !!

Great spot, fantastic hosts, thank you!

The check-in process was so smooth and finding the place was super easy! The house was absolutely gorgeous and accommodating for us to stay the night. We wished we could have stayed to enjoy the amenities that were part of the campground! The location was perfect for us to be able to go to our concert the night of check in! We will definitely be back in our future travels!

What a wonderful place to celebrate our anniversary! The cabin was very homey, private and peaceful. We enjoyed the delicious coffee provided while sitting on the screen porch enjoying a spectacular view of the Berkshires. Watching the sunrise without having to get out of bed was a bonus! The cabin had everything we could have needed: kitchen items, bathroom supplies, brochures of places to visit and even a wonderful little shop to go out for breakfast and lunch less than 5 minutes away. We will definitely be returning.

My family and I, were very satisfied with our stay at the cabin. Everything was just as advertised. And our hosts were very pleasant to communicate with. Would absolutely recommend this property to anyone looking for a private, peaceful stay in a beautiful cabin.

My second trip back, and definitely not my last - just a total gem of a place, and Bob and Giovanni are so friendly and helpful. From my review last year: My new favourite Airbnb! The Montello Cottage is perfect - even better than the pictures. Airy, spacious, clean, with everything you could wish for, including an incredibly well stocked kitchen (with nicer kitchen tools than I have at home!) and even beach towels/chairs/umbrella! Everything is brand new and high quality. The patio is beautiful and even though the location is incredibly central, it's quiet and peaceful. I can't say enough good things about this place. Bob and Giovanni are wonderful - very easy to get in touch with, made sure I had everything I needed, and were very flexible with check in/out times.

This was the 3rd or 4th time my wife and I stayed here with our girls. We always have a lovely time. The few issues that arose were responded to quickly. We'll all be looking forward to our next stay at this little house by the water.

We had a lovely stay at Betsy’s cabin for a long weekend. It’s a perfect location making it easy to explore the Berkshires. We loved the cabin atmosphere with modern day touches. Betsy was a fabulous host! We will definitely be back.

Amazing location, right by a private beach. Maureen is very friendly. We were two adults and an infant, this is a great spot for families as the beach was very calm, quiet and easy to get to with Clean waters and sand. the cottage is simple and rustic, you are paying for the beach location.

Very cozy cabin walking distract from the beach in Dennis. This place was in a great neighborhood close by to some of the best beaches in Dennis. Bring your own sheets, towels and shower items, but the kitchen is stocked with he necessities and the outdoor shower is an extra perk. Spires was very nice and responsive if we had any questions.

We just loved this place from the moment we walked in. The cabin vibe is so homey. Very well equipped. Kristen was so kind and made us feel like she was an long lost friend. Thank you so much. It is definitely a place to come back to.

We thoroughly enjoyed our stay at Oak Forest! The home was beautifully appointed with all the comforts we needed. Its proximity to charming towns and excellent hiking trails made it the perfect escape from city life. Thank you for providing such a wonderful retreat!