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Featured Cabin Rentals in Great Barrington

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (205)
"My stay was shorter than I had planned but the few days I was here was so relaxing. First of all, the bed is so comfortable, I slept like a baby. Very quiet area. Nice to walk around with my dogs and explore. The cottage was nicely outfitted with any needs you might have. Beautiful time of year to stay here! I cannot wait to go back. I also want to say I appreciate that they allowed my two dogs. My dogs are very well behaved, and I travel with them quite often. Not all places allow this, so I...
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
10.0 out of 10, Exceptional, (3)
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
9.8 out of 10, Exceptional, (36)
"Communication with property manager was seamless, and above any previous interactions I have ever had. Great place. Well maintained. Clean. Stocked with basic kitchenware and cleaning material. Great Wifi. Tennis Court was such a nice bonus. Would 100% (and will likely) stay here again!"
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Pet-Friendly Tolland Cabin w/ Private Hot Tub!
9.4 out of 10, Exceptional, (12)
"We had a lovely long weekend in the Berkshires. The location is beautiful, and we really enjoyed the deck, hot tub, and kayaks. We could have used more towels but otherwise the house was pretty well equipped. Bedrooms were cozy, which didn’t really matter because we were outside most of the time, but could be tough in worse weather. "
Pet-Friendly Tolland Cabin w/ Private Hot Tub!
Romantic and Secluded Berkshire's Gem
9.8 out of 10, Exceptional, (11)
"We enjoyed our 2 week stay at this cute rustic cabin. The owner and caretakers were super responsive to our needs during our stay. The only thing that was missing was onsite laundry, but the laundromat was nearby so not a huge inconvenience. Overall, great place to relax in the woods."
Romantic and Secluded Berkshire's Gem
Woodfall by AvantStay | Tons of Outdoor Space
9.6 out of 10, Exceptional, (8)
"The house was comfortable for the rated numbers. The kitchen was easy to cook in and well equipped. The house shows its age with a few fixable issues (slow drain in upstairs bathroom sink, one twin bed dropped its slats, which could cause injury, loose screen on a skylight). None of the issues prevented a good time, and I communicated them to the local host. The location is pleasantly wooded and convenient to the southern Berkshires."
Woodfall by AvantStay | Tons of Outdoor Space
Serene Acreage - Pond - Hiking Trails Nearby
10.0 out of 10, Exceptional, (6)
"Wonderful accommodation."
Serene Acreage - Pond - Hiking Trails Nearby
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (8)
"This is my second summer renting this house. It's great. Beautiful home, lots of light, in the woods, very comfortable. Our first year we had a rainy Sunday and it was fun to just hang out in. Very clean. The rental contact person was very responsive to a question we had. Five minutes from Jacob's Pillow. Lenox/Lee/Stockbridge are all just a quick drive away. Very quiet rural setting. A deer visited us this year, early on Sunday morning. Love this place."
Berkshires Cabin 2 Mi to Appalachian Trail!
Moose Lodge by AvantStay | Luxe Berkshires Escape
10.0 out of 10, Exceptional, (13)
"our small nonprofit staff stayed here for a retreat. It was lovely! Very remote and had space for us to break out and chat, or also be together. Had some issues with sizing of sheets for the sofa beds, but they were super communicative and helped us work it out right away. "
Moose Lodge by AvantStay | Luxe Berkshires Escape
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
10.0 out of 10, Exceptional, (22)
"Three of us had a great stay! The cottage was very clean and very well outfitted. It was clear that the hosts put a lot of thought into making sure guests would have everything they need. The space is bright and modern but still cozy, very nicely designed. The lake was a bit more of a walk than I had imagined it would be and there isn’t much of a sitting area by the lakefront but the lake itself is beautiful. Overall, a very nice cottage and lovely stay!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
'The Mill River Cabin’ w/ Fireplace & River View!
9.8 out of 10, Exceptional, (34)
"Serene and beautiful, inside and out. This is a very special home with all of the necessities for a comfortable stay amply provided. We so look forward to coming back."
'The Mill River Cabin’ w/ Fireplace & River View!
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.6 out of 10, Exceptional, (7)
"Nice and clean house. Needs a little touch up, you can see stains on the ceiling where roof was leaking. Deck’s rails were rough and it was easy to get splintered. The rest was perfect: clean sheets, towels, plenty of dishes We liked it very much"
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Country Cabin- Nature preserve,Hiking, Skiing, fishing, swimming & pet friendly
10.0 out of 10, Exceptional, (34)
"My friends and I stayed here, and we very much enjoyed a quiet place to stay at the end of the day. We were racing nearby at the Dragway for a few days, the location was great. The deer that visited in the yard was a nice touch. It's also a nice place to take in the sunrise from the deck with a coffee or two. We would definitely stay here again."
Country Cabin- Nature preserve,Hiking, Skiing, fishing, swimming & pet friendly
Private swimming-pool, rap-around porch, and breathtaking views!
9.6 out of 10, Exceptional, (48)
"We really enjoyed staying here and lounging by the pool! The house had all of our basic needs and we enjoyed visiting the farmers market, Bish Bash falls, and the surrounding beauty of the area. All of the folks in town were really nice, too! Viviana was very communicative and helpful, and we were so happy to enjoy peace and quiet at her beautiful home."
Private swimming-pool, rap-around porch, and breathtaking views!
Charming, Quiet, River Front
9.8 out of 10, Exceptional, (70)
"The house was very nice and incredibly well stocked. Located down a pretty road where we saw wild turkeys and deer. "
Charming, Quiet, River Front
Newly Renovated Cabin in the Country
10.0 out of 10, Exceptional, (28)
"We booked a couple nights to attend a show at Tanglewood and Chris and Ellen's Heartwood cabin did not disappoint. Great proximity to countless things of interest (amazing digital guidebook provided by hosts) we were only able to scratch the surface. So grateful dogs are able to enjoy the cabin and the gorgeous grounds. We will try to return down the road for sure!"
Newly Renovated Cabin in the Country
A-Frame Cabin in Becket: Deck + Private Acreage!
8.4 out of 10, Very good, (6)
"This A-frame cabin was the perfect location for some Berkshire R&R. Close to so many of western MA's greatest attractions, we had a great time visiting Tanglewood and museums, and touring local towns and restaurants. The property was clean, as described, and very comfortable. Communicating with our hosts was very simple. We will be happy to return!"
A-Frame Cabin in Becket: Deck + Private Acreage!
Romantic Retreat Overlooking Sleepy Hollow Lake!
9.6 out of 10, Exceptional, (77)
"It is a cozy cabin in a quiet neighborhood with beautiful lake views and great amenities like the community pool. Donna was helpful and responsive."
Romantic Retreat Overlooking Sleepy Hollow Lake!
Ideal location for summer and winter activities with plenty of outdoor space.
9.6 out of 10, Exceptional, (68)
"My husband and I were searching for a rustic cabin in the Berkshires to bring our traveling JEEP-kitten for our anniversary weekend. This place was perfect! The screened in porch was wonderful (the cat couldnt get out and for the most-part, the bugs couldnt get in!) Just make sure you keep the screen door shut! ;) We had an indoor fire in the fireplace due to a rain storm and enjoyed every minute of our visit!! We will definitely visit again as we love the Berkshires and all the beautiful views,...
Ideal location for summer and winter activities with plenty of outdoor space.
Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (5)
"Two very comfortable nights. Cabin is well appointed. Great kitchen and outdoor space. Tremendous views, amazing star gazing. Very private. "
The price is NZ$1,427
includes taxes & fees
29 Sept - 30 Sept
Guesthouse Cabin vacation rentals in Berkshire County
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Other property types in Great Barrington

The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (30)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
7.2 out of 10, Good, (40)
"I don’t want to publish review, but I really think the owners should let people know that two of thee bedrooms are in the basement and one has no windows. Also a big issue is the firing range next door. Gunshots every day and a poor dead bird on deck. Afraid to go outside!!!"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Private Estate, Heated YEARROUND Outdoor Pool
10.0 out of 10, Exceptional, (13)
"The country setting provided a quiet retreat. The home is well equipped: plenty of beds, multiple gathering places, pool with towels (although it was pretty cold until the pool guy came and provided help). The outdoor grill provides additional cooking space. The home is within easy driving to many places of interest. We had a nice week at this home."
Private Estate, Heated YEARROUND Outdoor Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What are the best cabins near Great Barrington?
Escape to one of our 342 cabins in Great Barrington and you’ll be rewarded with stunning scenery, outdoor adventure and memories you’ll never forget. Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc is the place to go for an unplugged getaway. Log Cabin Living On The Esopus Creek is another popular choice if you’re eager to relax in nature.
Are there cheap cabins in Great Barrington?
Priced between NZ$1,427 and NZ$1,427 per night, escaping the ordinary has never been more affordable. Rent one of our cheap cabins in Great Barrington and enjoy the great outdoors without blowing your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Great Barrington?
Book a mountain cabin near Great Barrington and experience wondrous views, outdoor activities and memories to treasure. Moose Lodge by AvantStay | Luxe Berkshires Escape is hard to go past. Situated high in the hills, guests have use of a barbecue grill and coffee and tea making facilities here. A Spacious Log Home On 11+ Acres Of Private Forest 5 Minutes From Ski Butternut is another popular retreat. It offers nearby wildlife walks, an electric kettle and stunning natural surroundings.
What are the best river cabins near Great Barrington?
If you’re looking for a cosy hideaway surrounded by water and adventure, a Great Barrington river cabin will be just the thing. Head for ‘The Mill River Cabin’ w/ Fireplace & River View! and let any bothers vanish downstream. Useful amenities here include pet-friendly facilities and a firepit. Another leading riverside property is Artist’s Camp on Lake Mahkeenac. Guests have use of nearby wildlife walks, nearby birdwatching activities and more.
What are the best romantic cabins near Great Barrington?
Whisk your darling away for some “us time” at one of our romantic cabin homes near Great Barrington. A Spacious Log Home On 11+ Acres Of Private Forest 5 Minutes From Ski Butternut was made for travelling lovebirds. Nice touches here include mountain views and a king bed. Or, pop open some Champagne and snuggle up together at Recently Renovated, steps to Lake Buel, close to Great Barrington & Stockbridge. A fireplace and a balcony will help fan the flames of romance.
What are some great Great Barrington cabins?
When you want to spend your holiday surrounded by nature but aren’t into camping, a cabin is an excellent choice. Book a stay at Catskill Luxury Log Cabin On 12 Secluded Acres With Creek. This visitor favourite comes with nearby museums, a deck and more. You can also experience outdoor fun and comfort at the same time at Relax, reconnect and enjoy!. A water view and a king bed are among the amenities here.
What are the best weekend cabin homes in Great Barrington?
Whether you’re planning a whirlwind trip with your sweetheart or the entire crew, we’ll help you find the best weekend cabin getaway. One great example? Catskill Luxury Log Cabin On 12 Secluded Acres With Creek. Featuring a porch and a firepit, you’ll love waking up in nature here. Relax, reconnect and enjoy! is another fantastic place where you can slow down for a while. Book a few nights at this escape which offers on-site watersports and a barbecue grill.
What are the best cabin prices in Great Barrington?
With prices starting from just NZ$1,427 a night for a cabin home in Great Barrington, there’s no need to rough it in a tent.
Can I find log cabins in Great Barrington?
If you’re longing for a more relaxed pace of life, you’ll discover it at one of our log cabins in Great Barrington. For instance, Catskill Luxury Log Cabin On 12 Secluded Acres With Creek. Spend your days here going skiing and ice skating and then come home to its many comforts. Time also appears to go slow at Elegant Log Cabin. Hi - Speed Wifi. . 100% Private. Great Skiing And Hiking. When you’re in the mood to venture beyond your cosy digs, rafting and horse riding opportunities are nearby.
What are the highest-rated cabins in Great Barrington?
With an impressive rating, it’s not surprising why Catskill Luxury Log Cabin On 12 Secluded Acres With Creek is a favourite with Expedia travellers. It features amenities like a porch and a firepit. Relax, reconnect and enjoy! is another fabulous choice. Conveniences including on-site watersports and a barbecue grill will help make your stay a comfortable one.
What are the top things to see and do in Great Barrington?
Any great cabin holiday should come with a bit of sightseeing. Ski Butternut, Housatonic River Walk and Mahaiwe Performing Arts Centre are among the most famous attractions around Great Barrington. Pick up a rental car if you want to explore farther out. Set your GPS for Lake Buel, Jug End State Reservatio and Art et Industrie.
Why should I book a cabin in Great Barrington?
For a retreat that’s big on charm, affordability and home comforts, you can’t beat a cabin. Leave your city blues behind and explore the greenery of nature. From days of rugged adventure to restful nights cuddled up by the fire, cabins promise both excitement and relaxation. You’ll find all the best Great Barrington options here on Expedia.