Vacation rentals in Winchester
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Top-rated vacation rentals in Winchester
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Vacation rentals for every style
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Popular amenities for Winchester vacation rentals
Other great vacation rentals in Winchester
Guest favourite
Rental unit in Goshen
5 out of 5 average rating, 24 reviewsApartment in Norfolk, CT
Guest favourite
Rental unit in Winsted
4.9 out of 5 average rating, 63 reviewsGetaway for a weekend! Close to Ski Sundown.
Guest favourite
Home in New Hartford
4.94 out of 5 average rating, 51 reviewsPrivate Woodland Sanctuary—3 mins to a lake beach!
Guest favourite
Guesthouse in Sharon
4.99 out of 5 average rating, 95 reviewsCottage with a Waterfall View
Superhost
Rental unit in Winsted
4.88 out of 5 average rating, 41 reviewsPeaceful country getaway from the hectic city life
Guest favourite
Tiny homes in New Hartford
4.95 out of 5 average rating, 22 reviewsWest Hill Outpost
Guest favourite
Home in Winchester
4.88 out of 5 average rating, 25 reviewsWinchester House with wifi/high speed internet.
Guest favourite
Home in Winsted
4.95 out of 5 average rating, 22 reviewsNewly renovated lakefront home!
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