Sheffield, MA, USA Vacation Rentals

Discover popular destinations in and around Sheffield

Ashley Falls
1 vacation rentals
Ashley House
576 vacation rentals
Connecticut
1,127 vacation rentals
New York
15,398 vacation rentals
The Berkshires
695 vacation rentals
Hudson Valley
2,608 vacation rentals
Hudson
546 vacation rentals
Great Barrington
698 vacation rentals
Lenox
688 vacation rentals
Stockbridge
727 vacation rentals
Pittsfield
607 vacation rentals
Litchfield County
191 vacation rentals
Red Hook
759 vacation rentals
Kent
261 vacation rentals
Hancock
446 vacation rentals
Lee
688 vacation rentals
Dutchess County
195 vacation rentals
Litchfield
185 vacation rentals

Explore a selection of Sheffield vacation rentals