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11 Jun - 12 Jun

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12 Jun - 13 Jun

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Featured Condo Rentals in Sheffield

Tranquil Lakeside Escape in the Berkshires

Lenox MA

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During your stay at this condo building, you'll be within walking distance of The Mount. Enjoy features like laundry facilities. Free WiFi and a kitchen are available in the condo.

Pool

Kitchen

Peaceful 1BR Condo with Pond View

Lenox MA

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During your stay at this condo building, you'll be within walking distance of The Mount. Enjoy features like laundry facilities. The condo offers free WiFi and a kitchen.

Pool

Kitchen

Thanksgiving Mountain Lodge, Mass.- 1 BR 1 Ba. Bousquet Mt Ski 11/26-11/29/2025

Pittsfield MA

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During your stay at this condo building, you're just a quick walk from Guido's Marketplace. Enjoy features like an indoor pool, a gym and 1 hot tub. The condo includes amenities such as free WiFi and a kitchen.

Pool

Hot tub

Cozy Condo with resort amenities

Lenox MA

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During your stay at this condo building, you'll be within walking distance of The Mount. An indoor pool, a gym and 1 hot tub are available. The condo includes amenities such as in-room jetted baths and a kitchen.

Pool

Hot tub

Lots of snow! Ski, snowshoe/ heated pool - fabulous in beautiful Stockbridge

West Stockbridge MA

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During your stay at this condo building, you're just a quick walk from Stockbridge Bowl. Enjoy features like a gym and laundry facilities. The condo offers free WiFi and a kitchen.

Pool

Kitchen

Condo with Resort Amenities in Lenox

Lenox MA

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During your stay at this condo building, you'll be within walking distance of The Bookstore. Enjoy features like an indoor pool, a gym and 1 hot tub. The condo includes amenities such as in-room jetted baths and a kitchen.

Pool

Hot tub

Cozy Condo, walk to town, private and bright

Lenox MA

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During your stay at this condo building, you're just a quick walk from Ventfort Hall Mansion and Gilded Age Museum. You'll find features such as laundry facilities. A TV and a washing machine are available in the condo.

Washing machine

Dryer

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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.

Sheffield Condo Rentals essential information

Accommodation	11 Condo Rentals
Lowest Price
Highest Price
Popular accommodation	Tranquil Lakeside Escape in the Berkshires, Peaceful 1BR Condo with Pond View, Thanksgiving Mountain Lodge, Mass.- 1 BR 1 Ba. Bousquet Mt Ski 11/26-11/29/2025, Cozy Condo with resort amenities, Lots of snow! Ski, snowshoe/ heated pool - fabulous in beautiful Stockbridge, Condo with Resort Amenities in Lenox, Cozy Condo, walk to town, private and bright