
Cabin holiday rentals in Great Barrington
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Top-rated cabin rentals in Great Barrington
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Popular amenities for Great Barrington cabin rentals
Cabin rentals with a hot tub

40-Foot Container Cabin in the Catskills
Great Weekend getaway very private & secluded. Everything was perfect as advertised no complaints maybe besides to vacuum the couch free of pet dander for people with pet allergies. Everything else was spot on the hot tub was very fun. One piece of advice is to really stay on your own property line, we saw flashlights close by to ours at around 3 am. That would definitely spook you although i’m sure it was just neighbors. Would recommend this place to anyone , 100% worth it. 10/10

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.

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!
Perfect for a winter getaway! The cabin was so cozy and comfortable, and the location is beautiful and remote. The hot tub was a huge plus and the host was incredibly friendly and responsive

Private Stunning Cabin With Ski/Cabana/hot tub
We had a lovely weekend! The hot tub cabana area was the true highlight—beautifully set up and so relaxing. The house was clean, the location peaceful, and communication was excellent. The hosts were very gracious about early check-in and a late checkout, which we really appreciated. A few things were a bit confusing (like the sleeping arrangements listed and missing bedding for floor mats), but overall it was a great stay.

Cabin in the woods w cedar Hot Tub + private pond
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.

Private Woodstock Getaway w Hot Tub
Beautiful house! We enjoyed our stay and found the house to be very comfortable and cozy! The location was great and felt very secluded but yet still very close to town. Loved all the amenities the house had to offer and the dogs enjoyed playing in the yard. The art and records in the house were a great touch. We would love to come back again!

Heaven on Hunter
Another perfect stay at Richard’s place. Kids felt at home as it was our second time there and talked about the unplugged family time around the fire with board games. But… we also binged watched 90s movies in between a very very quiet hunter mountain presidents week. Will definitely be back.
Pet-friendly cabin rentals

Cozy Cabin w/ 10 Min Walk to Downtown Catskill
Had a great time staying at David’s cozy little cabin. Kitchen had a coffee maker and pots and pans.Couch is super comfortable as well. Enjoyed the fire pit in the back. Also loved that the cabin had a washer and dryer would stay here again.

Guesthouse close to hiking, shopping and ski!
We truly had a fantastic stay at Donna's quaint guesthouse in Ghent! The lovely cabin and many available amenities had everything we could have asked for, and more! Donna was extremely welcoming, kind, and communicative, providing us with clear information for the check-in/out process and going the extra mile to offer local recommendations to make us (including our pup) feel at home during our time away. We would certainly go back in a heartbeat!

Pet Friendly Cabin Doh-Ray up at 1450 ft
Beautiful location...nice and quiet. 7 or 8 mins to woodstock. Decorated seemingly professionally. All the appointments (convennces) you could ask for.

Leonardo cabin
This place and this host are both fantastic! What can I say more positive than the fact this was a return trip and the whole group of us are now talking annual tradition? Check out the longer review I just submitted for the "Cottage" for more detail, or just come have a beautiful relaxing time in Millbrook. A fantastic getaway from the City.

Charming Artist Cottage
This was our second time staying at Jon’s lovely cabin. We love being in the woods, strolling by the stream and enjoying the fireplace ambiance. Wonderful place with lots of character. We hope to make this a yearly trip.

Rustic, peaceful and affordable cabin
The house was the perfect combination of cozy cabin and modern accommodation. Plenty of space inside, beautiful property, and a short drive to everything we planned to do. We’d definitely stay again.

New Paltz dog friendly retreat w/salt water POOL
Excellent stay for a small group - we only stayed for a weekend, but would be a perfect spot for a weeklong trip as well.

@TheBridgeChalet Log Cabin .5 miles to Hunter 3BR
We went to Hunter for the week - my wife, daughter, and I - to rest and relax. The cabin is pristine and a wonderful retreat surrounded by nature. We went on hiking trails, admired the mountains, drove to Cooperstown, and took it easy. The owner was very responsive when we had a question and helpful with detailed notes for entry and exit, making our first and last days easy. The place is huge and comfy. A great place for a family break!
Private cabin rentals

Just Be Cabin
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!

The Cabin at Whispering Pines
Our stay was lovely, Alissa’s place had everything we were looking for. Remote but not too remote with beautiful views, quiet, clean and cozy. And Alissa was very responsive and easy to work with - we would definitely stay here again!

A-Frame Log Cabin: Hot tub, Fishing, EV2 charger!
We absolutely loved our stay here! Darin’s house and property are wonderful. The cleanliness, attention to detail, privacy, quiet, amenities- everything was perfect. Our two children - 2 and 4 years old loved it as well. Darin was always responsive with recommendations and answers to any questions we had. The location is perfect- close to numerous trails and cute restaurants. Thank you so much Darin! We can’t wait to come back :)

Sugar Mountain Cabin: close to Hudson and skiing
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!

Le Petit Abris at Gunks EcoLodge
We had a fantastic getaway weekend with friends and enjoyed a calming stay at Joe and Barb's place. We saw so many different types of birds and animals and had a blast hiking around the trails referred to us by Joe and Barb. Would love to visit again and would recommend to anyone looking to travel to the New Paltz area.

Cozy Retreat in the Trees
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!

The Deer Crib
This was my 2nd time staying here and it was just as great! This time it was during the winter when I really needed to rely on the woodstove for heat. That stove gets cranking after a good layer of hot coals are established. I have to say, though, the only thing I would love to see is a damper/flue on the stove. Without those them it causes a lot of smoke to come out into the cabin when adding wood/tending to the fire. I feel it would help control the level of heat and smoke that much better. Everything else was absolutely perfect. I can’t wait for my 3rd stay.

Secluded Cabin in Woods With Hot Tub
This cabin is chic, cozy, and in a beautiful secluded location, such that you can take a dip in the hot tub listening only to birds. It's a true getaway treat. Highly recommend.
Destinations to explore
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- Hunter Mountain
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Six Flags New England
- Albany Center Gallery
- Berkshire East Mountain Resort
- Taconic State Park
- Thunder Ridge Ski Area
- John Boyd Thacher State Park
- Walkway Over the Hudson State Historic Park
- Bushnell Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Mount Sugarloaf State Reservation
- Opus 40
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Hartford Golf Club
- Kent Falls State Park
- Beartown State Forest
- Naumkeag
- Pineridge Cross Country Ski Area