Cabins in The Berkshires

Ethan and Debora were very communicative and accommodating hosts. The cottage and its views are exactly as stunning as they look. We stayed during a very cold weekend, and they were very proactive about getting the place nicely warmed up for us before our arrival. Terrific spot for a peaceful weekend!

The Tiny House is exactly as shown and advertised on the site. What you see in the pictures is exactly what you get—a cool little place that looks modern, clean, and cozy. We stayed here for an extended weekend, and although the weather didn’t cooperate enough for us to explore the 70-acre property, it was conveniently close to several towns, where we were able to check out some fantastic local spots.

Michelle's Hilltop Cabin in Chesterfield, MA, is a wonderful place. Nestled in the Berkshire woods, but close to the road, and not far from civilization, this place has all the best western Massachusetts has to offer. 11 miles (15 minutes) to Snow Farm (Williamsburg) 17 miles (28 minutes) to downtown Northampton 23 miles (36 minutes) to UMass Amherst 31 miles (44 minutes) to Mass MOCA (North Adams) 32 miles (51 minutes) to Tanglewood (Lenox) The Hilltop Cabin is best for 2-3 people, but Michelle has several other rentals at the same address. See if she has openings to suit your party on your dates. You won't be disappointed!

This is our 2nd stay at this delightful little oasis. We appreciate the thoughtful touches, gorgeous finishes. fun artwork and peaceful ambience. Everything we need is available plus lots of extras

We had such a lovely stay at the Zink cabin! The cabin was small but had everything we needed, and was extra-cozy. I was worried it would be cold, but the automatic fireplace worked like a charm and added such a nice cozy touch. The kitchen impressed us with the Nespresso machine and the modern cutlery and cookware. The hot tub and fire pit worked well and gave our weekend that relaxing luxe vibe, which is exactly what we were hoping for. My only comments would be that the road getting up to the cabin had a ton of huge potholes, and I just have a small sedan, so was a bit uneasy about that. The cabin is also very modern and automated, so finding the specific light switches, or learning how the Alexa controlled things took a slight learning curve. But overall, we had a very relaxing, comfortable, and cozy stay and would absolutely stay there again.

We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.

We loved our stay at this stunning home! The hot tub and sauna and the views were major highlights for our 10 year anniversary trip! Great for a weekend away!

Well equipped, clean, functional space. Back porch and patio is fantastic for expanding the space and ease of entertainment. Caught some pretty good catfish and carp right off the back stairs/landing. Convenient to many amenities with easy access from rt159 and rt57.

We absolutely loved Maple Hill Farms. It's a wonderful place and a perfect choice for a trip to the Berkshires if you're an animal lover. The best part of our weekend was bonding with Philip's sweet and friendly donkeys! The studio is well laid out with everything you need, the farm is beautiful and peaceful (except for the roosters, haha!), and the location is great for visiting local sights like Mass MoCA and The Mount. We hope to be back!

The Yurt was great. Certainly a unique, off grid and mostly secluded experience. May not be every persons cup of tea if you’re seeking full resort accommodations. But if you’re interested in something different you won’t find everyday, this stay checks all those boxes

We had a great stay. The apartment is peaceful and clean. I particularly loved the soaking tub! Jared was very responsive to all my questions and provided great coffee for the morning.

We had a wonderfully relaxing stay at Frank’s beautiful home! The house was spotless, well-equipped, and had everything we could have needed for a comfortable visit. We especially enjoyed the easy access to the lake and the close proximity to great hiking trails. It was the perfect spot to unwind and connect with nature. We would love to come back again soon!

This place the atmosphere the surroundings it was all so lovely and needed, the price paid off. I loved the views the water and the shower outside. The bed was so comfortable very clean the place overall was very comfy I felt so comfortable. I recommend this place for a stay if you love to be away from people and need calmness. Everything was on spot from the house, the area outside to everything included. Thankyou so much for this, 10/10

We had a fantastic weekend celebrating my wife’s birthday here. The home is beautiful, peaceful, and surrounded by nature—just what we needed. Everything was clean, comfortable, and thoughtfully set up. We’d love to come back!

Beautiful, quiet setting, lovely furniture, all the amenities. Clean and comfortable, and a short drive to shops, restaurants, and hiking trails.

Little Red School House was a pleasure to stay in and it was situated perfectly for our stay and needs. Beds are great. Location is GREAT!

This my third time back to Ellen’s cabin. It’s great place for a weekend in the Catskills. The property is beautiful and very private. The area surrounding the cabin is equally as beautiful. I plan to come back for many years to come.

Amazing spot, great weekend, would happily come back in the future :)

A charming home, convenient to Woodstock and Phoenicia. We enjoyed the quiet, wooded setting (from inside you can hardly tell there are neighbors) and the cabin-like feel. Everything was very clean, Nickie's instructions to access the home were clear, and we very much appreciated that the place was dog friendly and that the main bedroom and the bathroom are on the main floor. The deck also has a gate, so had it not been so rainy, our dog could have hung out with us outside.

The Waterfall Casita was beautiful, well equipped, clean and offered lots of privacy. The view to the waterfall was breathtaking. Perfect to relax, connect with nature and get a break from the daily hustle. Would’ve loved to stay longer! We were able to cook meals without any difficulties, the fridge though small was more than plenty of room for the essentials we brought. Jenn was kind, available and communicated quickly without disrupting the peace and privacy. The information about local places and instructions were clear and helpful. Would love to stay again!

I know the area super well so have a good perspective on location and quality of available accommodation etc. Mark and Lori’s place was standout on all dimensions. Close to both Woodstock and Saugerties which is great for dining and social options. Location is safe, pretty, peaceful and convenient. The house itself is immaculate and charming with a lot of nice character touches. It’s well appointed, and even if you choose to dine in, they have supplied all that one could need. A special place and if I need accommodation again I would book in a heartbeat.

This cottage was Magical. Reminds me of a cottage out of a storybook. Incredibly peaceful and quiet tucked in the woods. The cottage itself was so lovely and Lisa thought of everything. Well stocked with kitchen, bathroom supplies. I loved the games and record player with tons of records. The cottage is super clean and Lisa was an incredible host. I needed to contact her and she was very responsive and thoughtful. I would highly recommend and will be back in the fall ✌🏻

Nicolas was amazing! He responded very quickly to all our messages, and the house was absolutely beautiful. My family felt very comfortable throughout our stay. Thank you, Nicolas, for an incredible staycation,we truly enjoyed every moment!

Everything included for a relaxing and peaceful getaway. Definitely recommend this host, home, and location. This one is a gem!