Winchester, CT, USA Vacation Rentals

Discover popular destinations in and around Winchester

Highland Lake
194 vacation rentals
Massachusetts
12,229 vacation rentals
Great Barrington
562 vacation rentals
The Berkshires
779 vacation rentals
Litchfield
157 vacation rentals
New England
34,460 vacation rentals
Otis
345 vacation rentals
Berkshire County
604 vacation rentals
Becket
414 vacation rentals
Ski Butternut
659 vacation rentals
Kent
232 vacation rentals
Washington
190 vacation rentals
Lake Waramaug
146 vacation rentals
Salisbury
301 vacation rentals
Sharon
259 vacation rentals
Monterey
501 vacation rentals
Sheffield
572 vacation rentals
West Hartford
29 vacation rentals
Bantam Lake
128 vacation rentals
Torrington
183 vacation rentals

Explore a selection of Winchester vacation rentals