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Compare 400 Vacation Homes in Sheffield with updated reviews, rates, and availability.

Peace and quiet on the lake
Peace and quiet on the lake
9.6 out of 10, Exceptional, (210)

Remodeled Lakefront retreat!! Come join us for Ski Season!!
Remodeled Lakefront retreat!! Come join us for Ski Season!!
9.6 out of 10, Exceptional, (5)

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
10.0 out of 10, Exceptional, (119)

Heart of Lenox Walk to Town Cozy Cottage!
Heart of Lenox Walk to Town Cozy Cottage!
10.0 out of 10, Exceptional, (67)

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

Enjoy comfortable elegance in this secluded grand home located in town
Enjoy comfortable elegance in this secluded grand home located in town
10.0 out of 10, Exceptional, (65)

The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
10.0 out of 10, Exceptional, (45)

Home in Great Barrington
Home in Great Barrington
9.6 out of 10, Exceptional, (19)
The price is SAR 807
SAR 1,253 total
includes taxes & fees
19 Mar - 20 Mar
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
11 Mar - 12 Mar

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
5/5 Excellent
"The Marriot was very restful. We liked the pool and breakfast."
A verified traveler stayed at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Posted 3 days ago
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