
Cabin vacation rentals in Great Barrington
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Top-rated cabin rentals in Great Barrington
Guests agree: these cabins are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Great Barrington cabin rentals
Cabin rentals with a hot tub

40-Foot Container Cabin in the Catskills
Amazing spot, great weekend, would happily come back in the future :)

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

The Airstream at June Farms
Our stay in the Airstream was amazing! The cabin is beautifully done-up, with lots of thoughtful details like fresh milk and eggs from the farm. The hottub made our nights extra-relaxing, and having the farm to walk around and meet all the animals was such a nice way to spend a morning. Bring eyemasks though - the curtains are quite sheer!

Hilltown Cabin Hideaway: A River Runs Through It!
This is a lovely, secluded, cozy place for a family to stay, and we enjoyed it immensely. Michelle was friendly, helpful, and kind. The property is amazing, and the stream that runs through it is gorgeous, as is the Chesterfield Gorge and trail about 3 minutes away. The tiny towns of Chesterfield and Williamsburg are adorable, and it's only about 30 minutes (with a beautiful drive) to Northampton and Smith College. A++!

Cabin in the woods w cedar Hot Tub + private pond
My partner and I absolutely loved our stay at this cabin. The views from the home and the surrounding area were amazing and we found ourselves just slowing down a lot on our drive there to take it all in. Our favorite parts were the hot tub which was so relaxing especially with the backdrop of nature behind us and the amazing kitchen where we cooked all of our meals each day. Most things were around 20 minutes out so it was a very stay at home stay so we really appreciated the effort they made at making the home the main attraction. The host was very communicate and helped solve a minor issue we had right away which was a great experience. Our least favorite part was having to leave! Overall we look forward to coming back again in the future to such a cozy home.

Private Woodstock Getaway w Hot Tub
We had a wonderful stay at Marta's house. Everything was spotless, well cared for and thoughtful. The check in process was so simple and the house rules were easy to follow. The record collection was such a nice touch, especially on a rainy Saturday afternoon and the basement with a full media setup and games was perfect for a Saturday night in. The beds were comfortable, plenty of towels and amenities and the hot tub was great as well! The location was also great! Nothing bad to say about this amazing little spot :-)

Charming Lakefront Cabin with Hot Tub
We had an amazing time at Ruth’s home and we loved the cabin feel. Between the hot tub, lake, and lawn games our time went by so quickly. The home was very clean and had all the essentials. We will definitely be back again!

Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere
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.
Pet-friendly cabin rentals

The Greenhouse - Ski House by Hunter
Daniella and Ely are super kind and responsive. Communication was easy and she handled everything quickly. Really appreciated her support throughout the stay!

Sugar Mountain Cabin: close to Hudson and a lake
Nothing but great things to say about this Airbnb. The house was absolutely beautiful and so cozy. The kitchen was extremely well stocked with pretty much everything you need. The hosts were also incredibly helpful and responded right away whenever we had questions or issues with anything. Highly recommend this Airbnb. I hope to come back one day!

Charming Cabin on Farmington River
Such a unique place to be among nature, reflect, have what you need, and keep it simple.

Modern & Cozy A-Frame 2BR + Loft, Firepit & Grill
Such a cute spot! We only spent one night but could have spent many more. The home itself is adorable and had lots of thoughtful touches. The beds were super comfy! They had some board games we ended up playing late into the night. Highly recommended!

Leonardo cabin
Phoebe was hard at work in the yard when I arrived but stopped to handle checkin and orientation. Everything very easy to follow.

Cozy Cottage for Two
John was a very welcoming and kind host :) He gave us a warm introduction when we arrive and great recommendations The house is immaculately clean, beautiful, comfy and overall very comfy All you can think you need is in the house Some deers came to say hi too! It was wonderful We will be back again soon THANK YOU

Woodsy Country Cottage, Ski, Hike, HITS, Retreat
This is one of my favorite Airbnb’s. Charming, cozy, and peaceful—truly a gem. Jolene goes above and beyond as a host. I highly recommend this guest house if you’re looking for an enchanting getaway.

Vibrant, secluded dome home in Litchfield County!
We loved our stay at this unique dome house! Our son was graduating from Kent School and it really made our last time in Kent very special! The craftsmanship is incredible and it is decorated with a lot of attention to detail. The kitchen is well stocked and there are plenty of beds for people to stay for a large family. It’s also very private and close to Kent Falls state park which is beautiful and fun to see. Ana was very responsive and a great host! I highly recommend this property!
Private cabin rentals

Catskills Lake Cabin on 100 Wooded Acres
Great little home on a great property! Would definitely recommend

A-Frame Log Cabin: Hot tub, views, & EV2 charger!
Really enjoyed our stay! Was perfect for our family to stay all in one place. Darin responded in a timely manner and was very helpful. Pool table was a great addition! Loved the location, it was beautiful & peaceful. We were disappointed we didn't see any bears :0) LOL

Pinetop Cabin • Near Berkshires + Hudson Valley
We loved our stay in Jeremy and Danielle’s cabin. It was warm and cozy and rustic yet modern. The place was in pristine condition, and we felt immediately at home upon entering. We will definitely rent it again the next time we are in the area. :-)

Cozy Cabin w/Fireplace and 7 acres outdoor, Hudson
We had a wonderful stay at Marco's place. The cabin was very cozy in the woods, but the towns of Hudson and skiing at Catamount were both a 15-20 min drive away. We loved doing puzzles by the fire and cooking in the kitchen, and my daughters loved the children's toys that were kept downstairs. It was the perfect weekend retreat!

Rustic Cabin+ Private Beach Pond, Stars & Wildlife
Amazing cabin!! My third visit. Was there with friends for fishing and I love the cabin so much that I booked my anniversary weekend and my wife is also in love with the property. Relaxing Birding Fishing Kayaking Fire pit Romantic This place has it all! Book it now! You won’t regret it!

Luxe Log Cabin Minutes From Skiing, Hiking, & More
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.

Entire Private Log Cabin in the Berkshires
We had such a great time staying at Bob’s cabin! The location and view are seriously stunning, especially since we got to catch the fall foliage at its peak. I spent hours just hanging out on the screened-in porch, taking it all in. We always travel with our dogs, so it was awesome to find a place that’s dog-friendly. The cabin was super clean, cozy, and had a nice stash of board games—we ended up playing Scrabble every night! The drive up was beautiful, but make sure to follow Bob’s directions because Google Maps told us to make a wrong left in the neighborhood, which was a bit tricky since we arrived after dark. Bob was super responsive and gave us some great local tips. All in all, we loved it and will definitely be booking again!

The Red Cabin-Secluded Getaway with backyard Brook
Pictures don’t do it justice! The place is super adorable and relaxing. Great views and vibes. Personal touches that make you feel like you’re visiting a friends home instead of an Airbnb. Highly recommend!
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- Hunter Mountain
- Six Flags New England
- Thunder Ridge Ski Area
- John Boyd Thacher State Park
- Jiminy Peak Mountain Resort
- Windham Mountain
- Albany Center Gallery
- Bushnell Park
- Bash Bish Falls State Park
- Taconic State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Kent Falls State Park
- Mount Greylock Ski Club
- Berkshire East Mountain Resort
- Hunter Mountain Resort
- Norman Rockwell Museum
- Mohawk Mountain Ski Area
- Hartford Golf Club
- Bright Nights at Forest Park
- Hancock Shaker Village
- Mount Sugarloaf State Reservation
- Bousquet Mountain Ski Area