Winchester, CT, USA Vacation Rentals

Discover popular destinations in and around Winchester

Highland Lake
192 vacation rentals
The Berkshires
685 vacation rentals
New England
34,353 vacation rentals
Massachusetts
12,230 vacation rentals
Litchfield
194 vacation rentals
Berkshire County
604 vacation rentals
Ski Butternut
654 vacation rentals
Otis
506 vacation rentals
Becket
505 vacation rentals
West Hartford
48 vacation rentals
Washington
208 vacation rentals
Lake Waramaug
238 vacation rentals
Connecticut Valley Winery
156 vacation rentals
Salisbury
435 vacation rentals
Bantam Lake
201 vacation rentals
Sheffield
637 vacation rentals
Sharon
298 vacation rentals
Monterey
590 vacation rentals

Explore a selection of Winchester vacation rentals