Cabin vacation rentals in Berkshire County

Immaculate, cozy cabin that’s the perfect balance of modern and rustic. My partner and I loved it so much, the view during fall was gorgeous! The record player, the wood fired hot tub - every little part of the experience was so relaxing. The Berkshires make for a stunning backdrop and you have tons of great restaurants and cafes nearby. Highly recommend, the hosts have been so thoughtful with how they designed this space.

I genuinely can’t say enough about this place. It’s absolutely beautiful! Thoughtfully designed, super clean, and filled with the kind of details that make you feel at home. The plants throughout the space add such a calm, lived-in vibe, and the views are unreal. The outdoor areas were perfect for lounging while it was warmer (we visited mid April) but it’s definitely a spot you can enjoy in any season! The bathrooms and appliances, the WHOLE place is all super modern and brand new, but still feels really cozy and welcoming. And the host are truly one of the best we’ve ever encountered. So kind, so responsive, and even sent over local event links to help us find cool things to do in the area on Easter Sunday! We’ve stayed in a lot of Airbnbs over the years, and this one is easily in our top 5. Zero regrets booking it and we’re already looking forward to coming 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!

Definitely an amazing place, beautiful! But secluded make sure to stock up on groceries and essentials before arriving nearest market is about 16 minutes away. Overall great stay!

AMAZING! Some friends and I escaped the city for 3 days and stayed at this cabin. We will definitely be returning. The place was huge and so cute. Joy was more than accommodating. The hot tub was huge and clean. The wood burning fire places were so cute. Overall amazing place to say I would 1000% recommend.

We had a wonderful stay at this cozy and beautiful cabin! It was exactly the quiet, relaxing, and secluded getaway we were looking for. We were welcomed with a beautiful basket full of goodies. The bed was comfortable, and the sauna and large jacuzzi tub were perfect for unwinding. The kitchen was well-equipped, and having both a crock pot and air fryer made meal prep super convenient. We really enjoyed the cozy wood-burning fireplace. Communication with Elle was excellent—she was very responsive and helpful throughout. Although it rained during our visit and we didn’t get to use the outdoor spaces much, there are some lovely spots for enjoying a fire or just relaxing outside.Highly recommend this cabin for anyone looking to recharge in a peaceful retreat!

Mike was very responsive in his communication and wanted to make sure that we had the best possible trip. He was incredibly accommodating and helped our group have the ideal weekend getaway. We got a little snow but otherwise would have enjoyed hiking around the property--there's plenty to explore!

Tim was a great host of a great house. We had a family of 8 including 3 kids and were so comfortable and felt that the house was clean, well-stocked, and welcoming. Tim responded to any questions within minutes and was so accommodating. Would recommend to anyone and everyone.

I planned a weekend getaway for my family as we all live about 2.5 - 3 hours from Great Barrington. Betsy's place worked perfectly for 3 couples and a baby. The kitchen was well stocked with all the equipment we needed to cook breakfast and dinners. The living room was very comfortable for our Saturday after-dinner game night! Everyone slept comfortably and enjoyed having their own space. Betsy is a great and responsive host and even though she was not in the area last weekend, we were also able to contact her local house manager with questions! I definitely recommend a stay at this cabin in Great Barrington.

Really perfect little place to stay with everything we needed. Bonus that it’s a flat driveway right on the road, if your car can’t handle the snow that well.

Amazing place. So serene and comfortable to be at. Loved every minute of it. Place had everything we could need but was minimalist enough where we could disconnect and really embrace the outdoors and cabin vibe. The quiet and tranquility helped tale us away from the daily hum and fully embrace nature. Met a few people in the surrounding area and they were all so kind and lovely. The view of the lake never got old and its placid reflective waters really brought one at ease. Would stay here again for sure.

We came to Otis with our 3 young children with the plan for them to learn to ski at the nearby ski school/mountain. We had a wonderful time and John and Loren’s house was perfect for us. They are lovely, accessible and accommodating hosts! We had the good luck of a snowy weekend and the cabin and property were just gorgeous. The cabin is simple, but very comfortable and we enjoyed how cozy it felt. Our kids slept well and and had so much fun, so did we!

I loved staying in this secluded, rustic, and cozy cabin. The surroundings were beautiful, and the burbling creek added to the ambiance. I can’t wait to stay here again!

In one word, cozy. Lauren and Blake's cabin was a quiet retreat, with a cozy wood burning stove, simple and elegant decor and the most comfortable beds our party of three has ever experienced. Only minutes to the quaint little village of West Stockbridge the cabin is a beautiful haven we didn't want to leave. We will stay here again.

Perfect for a peaceful getaway in the Berkshires. The cabin is on a quiet dirt road off the main road, in a wooded property lined by a small brook. The screened-in porch and lounge nook is great for a relaxed morning. Fire wood was stocked for a nice camp fire. The cabin is closed well equipped, and updated. Short drive to Monument Mountain, great restaurants/bakery/brewery in Great Barrington and Stockbridge. Sheela was a wonderful host! I can't wait to come back!

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!

Lea and Wayne were great hosts. They were responsive to our needs and always responded promptly. The log cabin is quaint and was perfect for our family get-away. Lea had great suggestions for us (food and entertainment) and we thoroughly enjoyed our stay!

We had a wonderful stay at Alex's cabin. The location was secluded yet still within a short drive to Lenox. The cabin sits at the end of a gravel road and is surrounded by trees. The vibe was rustic and the house was comfortable for our party of four. We found the house clean and stocked with everything we needed. Alex was a very communicative host. We hope to return again.

What a beautiful home in a gorgeous setting. We unfortunately got caught in a winter storm during our stay. Christina went above and beyond to make sure we were taken care of during the inclement weather. We will definitely stay here again!