Search Condo Rentals in Sheffield

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Compare 5 Condo Rentals in Sheffield with updated reviews, rates, and availability.

Perfect for Winter Skiing!!
Exterior

Perfect for Winter Skiing!!

Perfect for Winter Skiing!!
Cozy Condo with resort amenities
Exterior with private lake

Cozy Condo with resort amenities

Cozy Condo with resort amenities
Cozy Condo, walk to town, private and bright
Interior

Cozy Condo, walk to town, private and bright

Cozy Condo, walk to town, private and bright
Condo with Resort Amenities in Lenox
Room

Condo with Resort Amenities in Lenox

Condo with Resort Amenities in Lenox
Spacious 4-bedroom condo with AC and WiFi in Litchfield County
Miscellaneous

Spacious 4-bedroom condo with AC and WiFi in Litchfield County

Spacious 4-bedroom condo with AC and WiFi in Litchfield County
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 Sheffield

Cheerful 3-bedroom cottage with woodstove
great kitchen for cooking in

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (35)
"We stayed at this home about the same time last year and we were so happy with everything about it, we jumped at the opportunity to stay there again. The house has absolutely everything you'd need and is close to Canaan, CT and Great Barrington, MA and everything the Bershires have to offer. Sabrina is a great host and responded within minutes to any questions I had. We HIGHLY recommend this home."
Cheerful 3-bedroom cottage with woodstove
Peace and quiet on the lake
Exterior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (201)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake
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

9.6 out of 10, Exceptional, (39)
"We had a wonderful stay. The cabin was clean and comfortable! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
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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