Winchester, MA, USA Vacation Rentals

Discover popular destinations in and around Winchester

New England
34,460 vacation rentals
Salem
415 vacation rentals
New Hampshire
3,811 vacation rentals
Cambridge
1,486 vacation rentals
Boston
1,508 vacation rentals
Back Bay
104 vacation rentals
Hull
943 vacation rentals
Marblehead
461 vacation rentals
Boston Common
1,616 vacation rentals
Downtown
349 vacation rentals
Ipswich
698 vacation rentals
Beacon Hill
73 vacation rentals
North End
84 vacation rentals
Fenway Park
1,618 vacation rentals
Beverly
506 vacation rentals
Brookline
1,447 vacation rentals
Newton
1,417 vacation rentals
Somerville
1,473 vacation rentals
Quincy
1,467 vacation rentals
Hingham
408 vacation rentals

Explore a selection of Winchester vacation rentals