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Compare 311 Vacation Homes in Winsted with updated reviews, rates, and availability.

Stylish & Luxurious 3 BDR Home with Play Station
Stylish & Luxurious 3 BDR Home with Play Station
9.4 out of 10, Exceptional, (9)

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)

Cozy Lakefront Cottage - Hot Tub, Game Room & Lake Views
Cozy Lakefront Cottage - Hot Tub, Game Room & Lake Views
10.0 out of 10, Exceptional, (1)
The price is AED 661
AED 1,197 total
includes taxes & fees
10 Apr - 11 Apr

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)

Tranquil Litchfield Connecticut Retreat".
Tranquil Litchfield Connecticut Retreat".
9.4 out of 10, Exceptional, (9)
The price is AED 808
AED 1,141 total
includes taxes & fees
2 Apr - 3 Apr

The Race Mountain House
The Race Mountain House
10.0 out of 10, Exceptional, (1)
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 Winsted

Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
10.0 out of 10, Exceptional, (92)

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
9.4 out of 10, Exceptional, (15)

The Goshen Glass Chalet
The Goshen Glass Chalet
9.6 out of 10, Exceptional, (33)
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 Winsted hotels
Recent reviews of Winsted hotels

Quality Inn
5/5 Excellent
"All was good "
A verified traveler stayed at Quality Inn
Posted 2 days ago