Search Cabin Rentals in Stockbridge

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Compare 32 Cabin Rentals in Stockbridge with updated reviews, rates, and availability.

Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Spacious interior with tall ceilings and lots of light.
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
9.6 out of 10, Exceptional, (8)
"We had such a wonderful long weekend away that this home. Everything was exactly as pictured. Home was clean and so welcoming. Location was perfect for all that Great Barrington has to offer. The wraparound deck and fireplace made it all the more special. Communication was excellent and we got quick replies to any questions that came up. I would definitely recommend staying here and would happily return."
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
The Lake-we provide kayaks and a canoe!
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (209)
"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
'The Mill River Cabin’ w/ Fireplace & River View!
Mill River Vacation Rental | 2BR | 1BA | Stairs Required | 1,100 Sq Ft
'The Mill River Cabin’ w/ Fireplace & River View!
9.8 out of 10, Exceptional, (37)
"The Mill River Cabin is the perfect location for a vacation focused on relaxation and communing with nature! We recently enjoyed a beautiful fall week at this property. Highlights included time spent on the deck overlooking the Konkapot River, evening campfires, hiking the large number/variety of trails very nearby, Hancock Shaker Village and the Norman Rockwell Museum. This rustic cabin has everything you need to make for an enjoyable stay. It's a good idea to bring your food and other...
'The Mill River Cabin’ w/ Fireplace & River View!
A-Frame Cabin w/ Furnished Deck in Becket!
Becket Vacation Rental | 2BR | 1BA | 1,100 Sq Ft | Stairs Required to Enter
A-Frame Cabin w/ Furnished Deck in Becket!
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 w/ Furnished Deck in Becket!
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield Vacation Rental | 4BR | 3BA | 1,978 Sq Ft | Stairs Required
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
9.8 out of 10, Exceptional, (37)
"Beautiful property located in the woods with plenty of privacy. 3 floors with a lot of elbow room and a tennis court also! Very good communication with the owners with easy check in/check out instructions. "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Serene Acreage - Pond - Hiking Trails Nearby
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!
Otis Vacation Rental | 3BR | 2BA | 1,200 Sq Ft | Stairs to Access
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (9)
"Enjoyed the foliage and some nice hikes. House was comfortable and clean. Owner was responsive and helpful. We arrived at night and had trouble locating the property when our gps failed. Owner was helpful guiding us to the house. I suggest arriving in the light of day. "
Berkshires Cabin 2 Mi to Appalachian Trail!
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
10.0 out of 10, Exceptional, (23)
"My partner and I really enjoyed our relaxing stay at this quaint cottage. It was clean, comfortable, and tucked away in a very quiet area. It was easy to get to restaurants and theaters in Pittsfield / Lenox / Stockbridge. The hot tub was also a great way to spend a cozy fall afternoon!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Romantic and Secluded Berkshire's Gem
Living area
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
Country Cabin- Nature preserve,Hiking, Skiing, fishing, swimming & pet friendly
Exterior
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
Charming, Quiet, River Front
View of Cabin from Driveway
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
Exterior
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
Ideal location for summer and winter activities with plenty of outdoor space.
Living-room
Ideal location for summer and winter activities with plenty of outdoor space.
9.6 out of 10, Exceptional, (69)
"We had an amazing time. Cottage is perfect and the host is super communicative. We will definitely be back as the cabin and the town were just perfect. "
Ideal location for summer and winter activities with plenty of outdoor space.
Guesthouse Cabin vacation rentals in Berkshire County
Property grounds
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 SAR 1,971
SAR 3,355 total
includes taxes & fees
24 Nov - 25 Nov
Guesthouse Cabin vacation rentals in Berkshire County
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
East Otis Vacation Rental | 2BR | 1BA | 720 Sq Ft | 2 Steps for Entry
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
8.4 out of 10, Very Good, (8)
"Lovely cottage. Very clean. Everything we needed. We had a great time!"
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
Berkshires Log Cabin by Evergreen Home
Charming Log Cabin with wrap around porch!
Berkshires Log Cabin by Evergreen Home
10.0 out of 10, Exceptional, (7)
"We pulled in to a lighted log cabin that was lit by lights around the porch. You feel as if you are alone in the middle of the woods. It seemed all the restaurants were 20 minutes away. No shortage of good restaurants. We went to Tanglewood twice and what a treat. We saw Kool and the Gang and John Baptiste. Great performers playing in the Berkshires."
Berkshires Log Cabin by Evergreen Home
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
Living area
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
10.0 out of 10, Exceptional, (3)
"This home was perfect for our family. Very well equipped kitchen, ample clean towels, linens, detergent, soap, etc. Comfortable beds. Nice air conditioning. Excellent laundry. And the home was decorated tastefully and simply. Not cluttered at all, and with everything we needed for our vacation. The host is very kind and responsive."
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
Great Family Cabin in the woods on a lake.
Pontoon dock with ladder and a float
Great Family Cabin in the woods on a lake.
10.0 out of 10, Exceptional, (2)
"We love this place as the lake is extremely quiet and clean. The house has a great living room with lots of charm and plenty of bathroom and bedroom space. I wish I had something bad to say because we could keep it to ourselves, but I do not."
Great Family Cabin in the woods on a lake.
Artist's Camp on Lake Mahkeenac
Interior
Artist's Camp on Lake Mahkeenac
9.6 out of 10, Exceptional, (18)
"Great location, comfortable, beautiful setting and nice porch! "
Artist's Camp on Lake Mahkeenac
Modern Cabin Near Tanglewood
Living area
Modern Cabin Near Tanglewood
10.0 out of 10, Exceptional, (8)
"A wonderful cabin with all the amenities you will need. Clean, beautifully decorated, and so much room. Highly recommend! Will be back for sure. "
Modern Cabin Near Tanglewood
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.
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Other property types in Stockbridge

Find your Sanctuary at The Rectory at Stockbridge
Exterior
Find your Sanctuary at The Rectory at Stockbridge
10.0 out of 10, Exceptional, (6)
"The host, Samantha, was ideal! She was communicative, accomodating, and attentive. The place was perfect, right in the heart of town"
The price is SAR 2,440
SAR 4,026 total
includes taxes & fees
26 Nov - 27 Nov
Find your Sanctuary at The Rectory at Stockbridge
Vacation Village in the Berkshires
Lobby
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1746)
"The pool/clubhouse was a bit chaotic but the overall experience of this location was fantastic. It was lovely."
The price is SAR 634
SAR 733 total
includes taxes & fees
1 Dec - 2 Dec
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is SAR 559
SAR 614 total
includes taxes & fees
23 Nov - 24 Nov
Jiminy Peak Mountain Resort
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.