Windsor, MA, USA Vacation Rentals

Discover popular destinations in and around Windsor

Vermont
4,365 vacation rentals
The Berkshires
695 vacation rentals
Hudson Valley
2,608 vacation rentals
New York
15,398 vacation rentals
Great Barrington
698 vacation rentals
Lenox
688 vacation rentals
Green Mountain National Forest
2,113 vacation rentals
Northampton
73 vacation rentals
Pittsfield
607 vacation rentals
Williamstown
192 vacation rentals
New England
36,702 vacation rentals
Hancock
446 vacation rentals
Lee
688 vacation rentals
North Adams
256 vacation rentals
Jiminy Peak Mountain Resort
410 vacation rentals
Otis
530 vacation rentals
Becket
566 vacation rentals
Shelburne Falls
97 vacation rentals

Explore a selection of Windsor vacation rentals