Holiday rentals in Winchester
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Top-rated holiday rentals in Winchester
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Holiday rentals for every style
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Popular amenities for Winchester holiday rentals
Other great holiday rentals in Winchester
Superhost
Cabin in Gerrardstown
4.88 out of 5 average rating, 185 reviewsModern Treetop Cabin with Views and Nearby Creek
Guest favourite
Cabin in Augusta ( Capon Bridge)
4.96 out of 5 average rating, 131 reviewsNirvana, Mountain View
Guest favourite
Cottage in Shepherdstown
4.96 out of 5 average rating, 186 reviewsThe GW Hollida Cottage of Shepherdstown
Guest favourite
Flat in Winchester
4.94 out of 5 average rating, 52 reviewsNewly repurposed Historic Home in Winchester VA!
Guest favourite
Flat in Winchester
4.97 out of 5 average rating, 77 reviewsHistoric Wisteria House on Old Town Walking Mall
Guest favourite
Flat in Winchester
5.0 out of 5 average rating, 12 reviewsCameron Corner: King Bed & Office Downtown
Guest favourite
Home in Winchester
4.92 out of 5 average rating, 26 reviewsMisty Meadow has quite setting in the country.
Guest favourite
Place to stay in Winchester
4.88 out of 5 average rating, 51 reviewsCrash Landing
Quick stats about holiday rentals in Winchester
Total rentals
90 properties
Wifi availability
90 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
6K reviews
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