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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Cabin Rentals in Sheffield

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
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Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (225)
"Great place to get away from it all. Very quiet. Short drive to trailheads and restaurants and all the other hustle and bustle of the Berkshires."
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Guesthouse Cabin vacation rentals in Berkshire County
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Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (9)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
The price is AED 1,355
AED 2,552 total
includes taxes & fees
5 Oct - 6 Oct
Guesthouse Cabin vacation rentals in Berkshire County
Ideal location for summer and winter activities with plenty of outdoor space.
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Ideal location for summer and winter activities with plenty of outdoor space.

9.8 out of 10, Exceptional, (74)
"Excellent host!"
Ideal location for summer and winter activities with plenty of outdoor space.
Artist's Camp on Lake Mahkeenac
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Artist's Camp on Lake Mahkeenac

9.6 out of 10, Exceptional, (19)
"The best feature was being on the far side of Tanglewood! Getting in and out was very easy! My husband enjoyed the town beach as well"
Artist's Camp on Lake Mahkeenac
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
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Peaceful Cabin with Sauna, Hot Tub & Cold Plunge

10.0 out of 10, Exceptional, (5)
"Overall, this was a wonderful retreat. We plan to come back! The Hot tub, Sauna and Cold plunge were so cool."
Peaceful Cabin with Sauna, Hot Tub & Cold Plunge
Luxurious & Modern 3 BR 1.5 Bath Log Cabin
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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
Romantic Log Cabin on Privately-Owned Lake with Fireplace
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Romantic Log Cabin on Privately-Owned Lake with Fireplace

9.8 out of 10, Exceptional, (85)
"Small but clean cabin had everything we needed. Karen (property owner) was lovely. "
Romantic Log Cabin on Privately-Owned Lake with Fireplace
Great Family Cabin in the woods on a lake.
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Great Family Cabin in the woods on a lake.

10.0 out of 10, Exceptional, (3)
"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.
Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard
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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
Luxe Log Cabin Minutes From Skiing, Hiking, & More
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Luxe Log Cabin Minutes From Skiing, Hiking, & More

Luxe Log Cabin Minutes From Skiing, Hiking, & More
Newly Renovated Cabin in the Country
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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
Beautiful cabin in the woods close to skiing, hiking and shopping with hot tub.
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Beautiful cabin in the woods close to skiing, hiking and shopping with hot tub.

Beautiful cabin in the woods close to skiing, hiking and shopping with hot tub.
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
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Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!

9.2 out of 10, Wonderful, (7)
"Best vacation home we have ever booked! 5 stsr hotel quality"
Chester by AvantStay | Amazing Views, Secluded Home, A True City Escape!
Rustic escape on a pond with 7 acres in Colebrook, CT!
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Rustic escape on a pond with 7 acres in Colebrook, CT!

Rustic escape on a pond with 7 acres in Colebrook, CT!
Lakeshore cabin with beach and dock
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Lakeshore cabin with beach and dock

10.0 out of 10, Exceptional, (4)
"Took advantage of the peaceful setting and location to nearby attractions!"
Lakeshore cabin with beach and dock
Berkshires Cabin steps from Lake
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Berkshires Cabin steps from Lake

9.6 out of 10, Exceptional, (4)
"For a winter visit, the A-frame and cedar panelling were welcoming and cozy. The 3-season room in the back would be great for a warm weather visit. Host was accessible and responsive by text. A really nice stay."
Berkshires Cabin steps from Lake
Serene Acreage - Pond - Hiking Trails Nearby
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Serene Acreage - Pond - Hiking Trails Nearby

10.0 out of 10, Exceptional, (6)
"Wonderful accommodation."
Serene Acreage - Pond - Hiking Trails Nearby
Cozy cabin in tranquil Canaan NY with WiFi, AC
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Cozy cabin in tranquil Canaan NY with WiFi, AC

Cozy cabin in tranquil Canaan NY with WiFi, AC
Cozy Modern 4 Bedroom Log Cabin on 45 Secluded Acres in the Berkshires
Property grounds

Cozy Modern 4 Bedroom Log Cabin on 45 Secluded Acres in the Berkshires

Cozy Modern 4 Bedroom Log Cabin on 45 Secluded Acres in the Berkshires
Cozy 2-bedroom cabin in charming Becket with WiFi, AC
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Cozy 2-bedroom cabin in charming Becket with WiFi, AC

Cozy 2-bedroom cabin in charming Becket with WiFi, AC
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

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Great place! Food excellent ss well!"
Crystal 1-night trip
Posted 2 days ago
The Red Lion Inn