Cabin holiday rentals in The Berkshires

This is a beautiful home that you will love spending time with your friends and family at. The home is pristine, the views are priceless and Joel was a wonderful host. I would highly recommend booking this home and I will be again in the future. Thank you guys

This place is so nice and peaceful...it's almost spa-like with the hot tub and sauna all to yourself! It's an awesome place to get away from the city(in just a couple of hours) and have complete relaxation! its super clean, and the host was so friendly! Will definitely try and come back!

This place matches its description perfectly. It is very secluded and all amenities are as described. Kitchen has everything you need and more. Surrounding area is gorgeous and easy to navigate. There are so many fun board/card games provided. The very cute town of Hudson, NY is a short drive away, and there are plenty of great little hikes around of varying degrees of difficulty. The hot tub works perfectly. Olivia was a delight to rent from - so communicative and all her instructions were super clear! Would gladly stay again.

We had an amazing stay at this beautiful cabin! From the moment we arrived, everything was perfect — clean, cozy, and even better than the photos. The attention to detail really made it feel like a home away from home. The location was peaceful and secluded, but still close enough to local attractions. The host was incredibly responsive and thoughtful, leaving us great recommendations and little touches that made our stay extra special. I can’t recommend this cabin enough and would absolutely love to come back!

We had such a nice stay at Lenny’s cabin! We wanted a glamping getaway and that’s exactly what we got. The cabin was clean, cozy, and just like the pictures! We brought food to cook all of our meals and the cabin had everything we needed in the kitchen. The beds were cozy and the shower was hot! We spent hours around the fire pit and loved how quiet, remote, and beautiful the area was. If we find ourselves in the area again, we would not hesitate to stay at Lenny’s cabin again!

Beautiful modern cabin in an ideal nature setting. Hot tub and sauna were perfect! The night sky was stunning ! Great restaurants, hiking, farms all within 10 minutes. Perfect 2 day get away! Amazing host. Extremely responsive.

Our stay was fantastic! The location is great with lots of land to explore. The house was rustic but had everything we needed. Note that there is no TV - this was actually a plus for us as it encouraged us to spend more time on other activities. The hot tub was clean and had a great view. Overall, it was a tranquil experience in a great location. I’d recommend this place to anyone who is looking for a quiet and relaxing weekend away.

We had a great weekend stay for a ski trip. The house was great, plenty of places to sleep, the kitchen well-equipped, the Jacuzzi was a welcome respite at the end of the day. John was incredibly helpful and super easy to work with. We will come back again.

We had such a wonderful stay here! Such a cozy and lovely cabin in a beautiful location. Nickie was also super responsive and helpful. We will definitely be back!

The farm was absolutely amazing!! So pretty and well kept. The ability to walk around and freely hangout with/feed the animals was wonderful and staff was extremely friendly.

Esme is a great host! Super responsive and friendly. The cottage is cute and cozy, as described. It's definitely a place to recommend!

Beautiful location...nice and quiet. 7 or 8 mins to woodstock. Decorated seemingly professionally. All the appointments (convennces) you could ask for.

Stayed one night and loved it—super cute spot! The alpacas and animals were fun to be around, and waking up to a foggy spring morning with the big window was v pretty. No running water takes a little getting used to, but it was totally fine for a night and was communicated clearly in advance. Great location—feels nice and remote but still close to town.

Jeff and Sharon were very responsive and provided us with everything we need to have a great time!

The home had everything we needed and more with a wonderful layout for family/friends to gather/cook/hang out. Every room was well stocked from kitchen to bathrooms and even games, activities and accessories in the bedrooms for kids and adults. We only wished the weather was better for us to have enjoyed the outdoors more, but that gives us a good reason to come back!

The Little Moose Lodge is EXACTLY as described and pictured -- which is to say: adorable and wonderful! Chris is a FANTASTIC host! Super communicative and accommodating. He has set-up a charming stay, extremely close to the Erie Canal Trail for any cyclists. We will ask to stay again and again when we return to the area.

Enjoyed our stay at the cabin, very nice little weekend getaway and stayed cozy during the surprise late winter wonderland. Stacey keeps the place well equipped and looking very nice for a cabin!

Great time. Everything we expected. Ty so much for the family memories

Very peaceful, beautiful setting. The cabin was clean, well stocked and nicely decorated. The host was very responsive. Had an immediate response on inquiries. Would highly recommend this cabin.

What a magnificent spot! If nothing else, the creek next to the house was worth the price of admission. But the whole experience was fantastic. We filled the place up, and had a dozen more family members come for Thanksgiving dinner. It was cozy and the extra kitchen in the cabin was a godsend. We loved being there, and everything about our stay was perfect. Thank you!

This place was perfect for a peaceful weekend getaway. On the chilly fall weekend the wood stove and sauna were much enjoyed. We hope to return!

My wife, two year old, two dogs, and myself stayed at this beautiful property for our anniversary. It was an easy choice for us as they were able to accommodate our two pups which was important to us. Something that also appealed to us was the playground, which was a few feet away from our cabin. This all made it so easy for us with a toddler and two dogs to vacation with ease. Our host were incredibly friendly and very open to helping us if we were to have any issues or concerns, which we did not because the stay was perfect. I would highly recommend to families or people with pets. Our toddler was very found of the lively and very sweet donkey. Thank you so much for hosting us. :)

This was our second vacation at this cabin and it was even more cozy for being familiar to us. We had a wonderful 8 days in nature and had a very hard time leaving. Smallwood forever!!!!

Great place to stay while in the area visiting family. We had a great time and loved the adorable cabin. Only recommendations would be a full length mirror in the bedroom and brighter lighting in the living area. We really enjoyed our stay.