0 Bedrooms for 1 Guest
Price $10 - $1000+

Winchester Vacation Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Winchester vacation rentals from 8 rental sites including Booking, HomeAway, TripAdvisor, and more, ranging from $35 to $700 a night. 
Showing 92 personalized results
    $285 / night
    Luxurious Comfort  Home Close to T and Boston
    Luxurious Comfort Home Close to T and Boston
    2 bed / 1 bath
    somerville, MA
    $150 / night
    Gorgeous 1 Bed 1 Bath
    Gorgeous 1 Bed 1 Bath
    1 bed / 1 bath
    Wilmington, MA
    $150 / night
    Gorgeous 1 Bed 1 Bath
    Gorgeous 1 Bed 1 Bath
    1 bed / 1 bath
    Wilmington, MA
    $80 / night
    Room with private entrance
    Room with private entrance
    1 bed / 1 bath
    Arlington , MA
    $265 / night
    Luxurious Comfort Home Close to T and Boston
    Luxurious Comfort Home Close to T and Boston
    2 bed / 1 bath
    Somerville, MA
    $350 / night
    4 BEDROOM LUXURIOUS, SPACIOUS  HOME IN BOSTON
    4 BEDROOM LUXURIOUS, SPACIOUS HOME IN BOSTON
    4 bed / 3 bath
    winchester, MA
    $85 / night
    Close to colleges! Comfortable Room;
    Close to colleges! Comfortable Room;
    1 bed / 2 bath
    Lexington, MA
    $285 / night
    Luxurious Comfort  Home Close to T and Boston
    Luxurious Comfort Home Close to T and Boston
    2 bed / 1 bath
    somerville, MA
    $80 / night
    Room with private entrance
    Room with private entrance
    1 bed / 1 bath
    Arlington , MA
    $285 / night
    Brand New comfort Home Close to T and Boston
    Brand New comfort Home Close to T and Boston
    2 bed / 1 bath
    Somerville, MA