
Cabin holiday rentals in The Berkshires
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Top-rated cabin rentals in The Berkshires
Guests agree: these cabins are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for cabin rentals in The Berkshires
Cabin rentals with a hot tub

Log Cabin: Amazing Views, River Frontage, Hot Tub
5 out of 5 stars. Used this as an opportunity to get away with my pregnant wife, and we were not disappointed. In fact, we wished that we had booked at least another night or two! The pictures for the listing were great, but we felt the cabin looked even better in person. It was clean, homey, and had everything you needed for a usable kitchen. Lasse’s detailed amenities listing and clear directions in the cabin (like how to properly use the hot tub) far exceeded our expectations. I don’t have one negative thing to say. We are already planning to book for next summer!

Modern cabin retreat
Perfect mountain getaway for a great price without being tooooooooo up in the mountains.

Modern & Chic Log Home-Spectacular Mountain Views!
Beautiful place. We loved our stay. Would definitely come back.

Little Red Cabin Near Windham & Hunter w/ Hot Tub
The pictures don’t do it justice, lovely place for a quiet relaxing time. Lots of activities close by

Catskills Cabin, Hot Tub, Wood Stove, King Bed
The cabin was great! Just what our group needed. Very clean and in a nice private location.

Romantic Cabin with Sauna & Wood Fired Hot Tub
A wonderfully relaxing place to stay. The hot tub and sauna are wonderful, as is the bedroom with the view of the mountains. We plan to come back soon.

Private lake cabin w/hot tub, views and fruit
A lovely get away for my fiance & I. Cute place to stay, beautiful scenery & relaxing. It's very secluded which is great for our dog who is reactive to strangers, so we didn't have to worry about him at all. Home away from home type of cozy. It was wonderful to get away from the city life and enjoy nature. We stayed 5/28-5/30, next time we'll definitely add an extra day.

Mountain side acres
Everything included for a relaxing and peaceful getaway. Definitely recommend this host, home, and location. This one is a gem!
Pet-friendly cabin rentals

The Log Cabin in the Catskills
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.

Cabin by the woods, Hunter Mountain & Kaaterskills
I had a lovely time staying at this little cabin! I needed a week with no distractions to focus on my dissertation, and this place had everything I needed! Cozy home, dedicated work space, kitchen well-stocked with dishes & utensils for preparing my own meals, and they even provided treats and an extra bed for my pup (who travels with my everywhere I go and would also give a five-star review if she had thumbs!). Highly recommend it if you need some time away from the hustle and bustle of everyday life.

Cozy Cabin - pet friendly + near hiking
My wife and I stayed here for our anniversary, we thoroughly enjoyed our time! The whole space was just extremely cozy and in a pristine setting with the beautiful landscape around. The climate control was extremely easy to use especially since we stayed during a colder period. Overall a fantastic stay! The bathroom is a little small, but not really an issue!

Winston's Place - Woodland Cozy Catskills Cabin
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.

Cozy Catskills Cabin
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.

Rustically Romantic Cabin Near Sweet Pond
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 ✌🏻

The Cabin - Ski House near Windham
We had an amazing time! Danielle and Ely were very accommodating and went out of their way to make our stay special. They answered all our questions, helped us book a table at Matilda, and even surprised us with complimentary wine. It was so thoughtful!

Vibrant, secluded dome home in Litchfield County!
Truly lovely home and location. We enjoyed a celebratory long weekend birthday getaway. It was just what we wanted. A unique home, so many attractions close by, perfect fit.
Private cabin rentals

Stockbridge Snug- cabin luxury just steps to lake!
The Snug was exactly what we were looking for! A beautiful house on an amazing piece of property in a fantastic location for exploring the Berkshires. The entire environment was so peaceful and serene. On the inside the house was clean, comfortable, inviting and had everything we needed. The floor to ceiling windows looking out into the wooded back yard were one of our favorite features of the house. On our last day of our stay we were lucky enough to see a family of deer make their way through the back yard. The wood fired hot tub was magical and well worth the wait to heat up. The hosts were informative, responsive, helpful and very nice. They genuinely cared about our stay. Thank you McCaela and Joe for sharing your lovely house with us, we can't wait to come back!

Secluded Cabin w/ PRIVATE HOT TUB and LAKE ACCESS
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.

Hike & Sauna! Modern Mountain Escape
The house is very cozy and beautiful and very close to the downtown where there are a plenty of good coffee shops and places to eat. The host was extremely responsive and accommodating. They treated us to free coffee at their nearly Korean coffee place. I highly recommend

Catskills log cabin in the sky with mountain views
The cabin was beautiful and clean. Lots of small towns near by with good food and nice nature around. The indoor fire place was fun to use as well.

Acorn Hill Cottage -A mid century farmhouse gem
Incredible air bnb experience. Hosts were extremely hospitable (along with their adorable pups)! Place was cozy, remote, clean, and decorated beautifully. Will definitely be staying here again. They also responded to each question within minutes and even reached out to us when we forgot a couple of things and offered to ship it to us if we weren’t in the area. 10/10 hosts and beyond!

Luxury A-Frame Cabin w/ Hot Tub
Top tier Airbnb! Excellent space that made us feel right at home… Main living room and kitchen was mellow, minimal and peaceful, outdoor spaces were excellent, bedrooms comfortable, nice drive to and from nearby towns and overall just a great little slice of land to call home for a few days. It was hard to leave!

WALK to lake! Dog friendly, A-Frame in Berkshires!
What more could you want? This quaint cabin situated in the woods offers privacy, unique architecture, comfort, and peace. It’s equipped with everything you could possibly need, and the hosts were truly some of the most responsive and kind people I have ever interacted with. They truly went above and beyond for us. We stayed with a toddler and two dogs, and they all loved the property and the cabin. We will most definitely be back!

Sweet Saugerties A-Frame - 10 mins from Woodstock
Such a lovely space with everything you need to settle in and relax away from the city, and so close to two wonderful towns in Woodstock and Saugerties. We had a lovely stay and hope to come back soon!
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