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Cabin Rentals in Sheffield

Newly Renovated Cabin in the Country
Surrounded by lush greenery, this cabin-style building features a charming front porch and a stone chimney.

Newly Renovated Cabin in the Country

10.0 out of 10, Exceptional, (30)
"Very comfortable place with everything we needed for great week!"
Newly Renovated Cabin in the Country
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Surrounded by lush trees, this cabin features a spacious porch and a covered area with multiple windows.

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (217)
"Cabin was exactly what we were looking for in a weekend away. Great location, quiet, and had everything we needed. Hope to go back again soon! "
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Artist's Camp on Lake Mahkeenac
Enjoy serene lakeside views and peaceful surroundings, perfect for picnics and outdoor activities.

Artist's Camp on Lake Mahkeenac

9.6 out of 10, Exceptional, (19)
"Great location, comfortable, beautiful setting and nice porch! "
Artist's Camp on Lake Mahkeenac
'The Mill River Cabin’ w/ Fireplace & River View!
Cozy space with a high ceiling, large windows, and a central wooden table.

'The Mill River Cabin’ w/ Fireplace & River View!

9.8 out of 10, Exceptional, (41)
"We had a great time during our stay at the Mill Creek cabin! The views of the river couldn't be beat & we enjoyed spending time reading on the porch & watching the wildlife from the huge living room windows. We will definitely be back!"
'The Mill River Cabin’ w/ Fireplace & River View!
Ideal location for summer and winter activities with plenty of outdoor space.
Relax on the porch with a grill and planter, surrounded by a serene natural landscape.

Ideal location for summer and winter activities with plenty of outdoor space.

9.8 out of 10, Exceptional, (72)
"Excellent host!"
Ideal location for summer and winter activities with plenty of outdoor space.
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
Enjoy cooking in this well-equipped kitchen with a central island, sink, and dining area.

Luxurious & Modern 3 BR 1.5 Bath Log Cabin

9.6 out of 10, Exceptional, (4)
"Spotlessly clean cabin beautifully decorated with a modern cabin vibe. 20 minutes from Great Barrington & Butternut ski area. 10 minutes to Catamount ski area. Would definitely rent again."
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Relax in this serene room with a large bed, stone fireplace, and forest views.

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (43)
"We had a wonderful stay. The cabin was clean and comfortable! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Guesthouse Cabin vacation rentals in Berkshire County
Cozy cabin interior with a high ceiling and wooden beams, featuring a central dining table and fireplace.

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (7)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
$720 nightly
The price is $804
Aug 6 - Aug 7
Total includes taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County
Romantic and Secluded Berkshire's Gem
Cozy cabin-style interior with a central island kitchen, open fireplace, and comfortable seating area.

Romantic and Secluded Berkshire's Gem

9.8 out of 10, Exceptional, (14)
"My friends and I had an amazing time staying in the cozy cabin. 9 of us slept comfortably, the place was spotless, and so cute. We hope to visit again."
Romantic and Secluded Berkshire's Gem
Berkshires Cabin 2 Mi to Appalachian Trail!
Enjoy meals around a large round table in a room with a window offering a view of the surrounding forest.

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (12)
"The cabin was pretty much all we could wish for to spend a few cozy days in the beautiful Berkshires! "
Berkshires Cabin 2 Mi to Appalachian Trail!
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Cozy cabin with a covered porch and stone chimney, surrounded by lush vegetation.

Romantic Log Cabin on Privately-Owned Lake with Fireplace

9.8 out of 10, Exceptional, (85)
"Karen and Serge's cabin for 2 nights provided the perfect reset from the city. The property is so peaceful and beautiful providing the right balance of tranquil relaxation with the sound of local or migrating birds on a mirrored lake.Grilling on property was a pleasure but I would also highly recommend the local market and restaurants too. We had delightful bites and coffee each day from Big Rock Market.10 out of 10 would stay again."
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Cozy space with a fireplace, perfect for relaxation and reading, featuring a comfortable seating area and storage shelves.

Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

9.8 out of 10, Exceptional, (13)
"Very enjoyable stay, highly recommended."
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
Private Hot Tub: Hudson Valley Cabin Retreat!
Enjoy a rustic retreat with a large dining table, vintage stove, and cozy fireplace.

Private Hot Tub: Hudson Valley Cabin Retreat!

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had an excellent stay, went skiing at Butternut, tubing at Bousquet, and celebrated New Years at the house. Tons for the kids to do, well stocked kitchen (no condiments tho so bring your own ketchup, etc). Home owner was very responsive. Would definitely book again. "
Private Hot Tub: Hudson Valley Cabin Retreat!
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Exterior

Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

10.0 out of 10, Exceptional, (4)
"This cabin is so cute we had a relaxing time , will return"
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
A-Frame Cabin w/ Furnished Deck in Becket!
Situated in a forested area, this cabin features a balcony for outdoor relaxation and a gravel pathway leading to the entrance.

A-Frame Cabin w/ Furnished Deck in Becket!

8.6 out of 10, Excellent, (8)
"We had a wonderful stay in this adorable a frame!! Super cozy :)"
A-Frame Cabin w/ Furnished Deck in Becket!
Luxe Log Cabin Minutes From Skiing, Hiking, & More
Cozy cabin with a large dining table and wicker chairs, offering a serene forest view.

Luxe Log Cabin Minutes From Skiing, Hiking, & More

Luxe Log Cabin Minutes From Skiing, Hiking, & More
Cozy Stockbridge Cabin - Walk to Beach & Lake!
Relax in this inviting living area with a sofa, armchair, and coffee table, featuring a gas stove and ample natural light.

Cozy Stockbridge Cabin - Walk to Beach & Lake!

9.4 out of 10, Exceptional, (11)
"Location of this property is near all things Stockbridge has to offer. Easy ride to Tanglewood Short ride to Lenox and Lee The cottage is an older gem Well stocked and lots of quirky charm"
Cozy Stockbridge Cabin - Walk to Beach & Lake!
Beautiful cabin in the woods close to skiing, hiking and shopping
Cozy cabin-style retreat with a high ceiling, fireplace, and wicker seating area.

Beautiful cabin in the woods close to skiing, hiking and shopping

Beautiful cabin in the woods close to skiing, hiking and shopping
East Otis Reservoir Cabin w/ Porch - Walk to Lake!
Cozy cabin with a rustic interior, large windows, and a comfortable seating area.

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!
Great Family Cabin in the woods on a lake.
Cozy cabin interior with a dining area, living room, and kitchen, featuring a large chimney and comfortable seating.

Great Family Cabin in the woods on a lake.

10.0 out of 10, Exceptional, (2)
"The cabin and lake were even better than we expected. The cabin is fully equipped with almost everything you can think of for a comfortable stay. The lake water is very clean and the surrounding forest is sustainably maintained. Doolittle Lake is a hidden gem."
Great Family Cabin in the woods on a lake.
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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Top Sheffield Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Great price for area with clean and spacious suites. Would be perfect if offered on site breakfast."
Barbara 1-night trip
Posted 1 day ago
Berkshire Mountain Lodge