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Compare 314 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, (10)

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, (151)

Lakefront Retreat w Hot Tub, Game Room & Peaceful Views - Fall Mountain Lake
Lakefront Retreat w Hot Tub, Game Room & Peaceful Views - Fall Mountain Lake
10.0 out of 10, Exceptional, (3)

Mountain View Getaway
Mountain View Getaway
10.0 out of 10, Exceptional, (51)

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, (214)

Tranquil Litchfield Connecticut Retreat".
Tranquil Litchfield Connecticut Retreat".
9.0 out of 10, Wonderful, (12)
The price is AED 808
AED 1,152 total
includes taxes & fees
10 May - 11 May

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

Family House On Highland Lake with Dock
Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (24)

The Cottage at Highland Lake, year-round, waterfront with a boat dock
The Cottage at Highland Lake, year-round, waterfront with a boat dock
10.0 out of 10, Exceptional, (5)

Lakefront Spring Stunner in New England Just 2 Hours From NYC
Lakefront Spring Stunner in New England Just 2 Hours From NYC
9.8 out of 10, Exceptional, (68)
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

Holiday Inn Express & Suites Bradley Airport by IHG
5/5 Excellent
"New, clean, friendly"
A verified traveler stayed at Holiday Inn Express & Suites Bradley Airport by IHG
Posted 13 hours ago