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Compare 473 Vacation Homes in Sheffield with updated reviews, rates, and availability.

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
10.0 out of 10, Exceptional, (149)

Mountain View Getaway
Mountain View Getaway
10.0 out of 10, Exceptional, (49)

Spectacular views and close to Great Barrington.
Spectacular views and close to Great Barrington.
10.0 out of 10, Exceptional, (1)

Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (211)

Lakeside Retreat Just You, The Lake & The View!
Lakeside Retreat Just You, The Lake & The View!
9.8 out of 10, Exceptional, (69)

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
9.6 out of 10, Exceptional, (25)
The price is SAR 596
SAR 1,248 total
includes taxes & fees
27 Apr - 28 Apr

Heart of Lenox Walk to Town Cozy Cottage!
Heart of Lenox Walk to Town Cozy Cottage!
10.0 out of 10, Exceptional, (69)

Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
Country Estate Outside Hudson - Heated Extra Large Pool w/ Outdoor Barrel Sauna
10.0 out of 10, Exceptional, (24)
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

Antique Farmhouse Totally Restored
Antique Farmhouse Totally Restored
9.8 out of 10, Exceptional, (86)

Guesthouse Cabin vacation rentals in Berkshire County
Guesthouse Cabin vacation rentals in Berkshire County
10.0 out of 10, Exceptional, (5)
The price is SAR 1,895
SAR 3,252 total
includes taxes & fees
31 Mar - 1 Apr

The Ponds at Foxhollow
The Ponds at Foxhollow
8.6 out of 10, Excellent, (120)
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.
Recent reviews of Sheffield hotels
Recent reviews of Sheffield hotels

Life House Berkshires
5/5 Excellent
"Excellent stay at this beautiful property!"
A verified traveler stayed at Life House Berkshires
Posted 1 day ago
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