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!

Great location with a lot of amenities! Jennifer was responsive and proactive, she thought of everything! From the welcome basket to the firewood! The neighbors are friendly and hospitable as well. The location is perfectly located with a beautiful drive to restaurants and the many villages that Cape Cod has to offer! Definitely will be back!

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 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!

What a gorgeous location! Pet friendly, peaceful and convenient.

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!

We had a great time in the lake cabin. It’s really well equipped and thoughtfully put together. We felt welcome and at home. Great hiking nearby, we used the fire pit and grill. House was easy to cool and the kitchen has all the essentials and then some. (We also loved our breakfast at the Neon Newt) thanks Nicole and Aaron!!

Trigger's Cabin is a place where all the elements meet to form a peaceful and serene setting. The Air BnB pictures do not do justice for this listing. When my husband and I walked through the gate for the cabin, we were in awe of how gorgeous everything looked. The cabin was quaint. It had a nice walk in shower with hot water and the beds were comfy. The kitchen had everything we needed to prepare meals. While there, we enjoyed all the meals on the lovely dock overlooking the pond. It was magical. We found out that the cabin is pet friendly and we plan on scheduling another weekend so we can bring our dogs to enjoy and explore the area.

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 !!

Wonderful stay at this secluded comfy cabin. Great beds for sleeping, good AC, good kitchen, and an incredible pond for fishing and kayaking. Would absolutely recommend for a family or group of friends!

Alex was a great host, just a couple of hiccups in the beginning it was a great space for us. The campground was peaceful and close to my sister's house. There was plenty of restaurants close by for meals. There were puzzles and games to play in the evening, It would have been nice to have a spot for a fire outside. Directions were easy to follow for getting to the campground and for getting into the cabin. If we would need a place to stay again I would consider using it again.

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.

The communication with our hosts was always prompt and helpful. The prepared written materials provided by the host contained details that were practical and also heartfelt as a place they love. The home is beautifully designed with many thoughtful details. It was just right for our family stay for a family wedding close by. The area is very special. We felt comfortable and "at home." It was a treat to stay at this wonderful place.

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.

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.

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.

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.

I felt like i was living in a dream for a few days ~ amazing spot with gorgeous pond in back, the property had everything i needed and more for my short stay and the hosts added thoughtful touches that made my stay feel special :) Id look to stay here again the next time i am visiting the area !!

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.