Holiday houses in Winchester
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Top-rated holiday rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness and more.
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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
Guest favourite
Guesthouse in Brattleboro
4.93 out of 5 average rating, 438 reviewsMahalo Temple Retreat
Guest favourite
Apartment in Greenfield
4.95 out of 5 average rating, 285 reviewsMohawk Trail View/ private apt. no cleaning Fee
Guest favourite
Condo in Brattleboro
4.92 out of 5 average rating, 288 reviewsPrivate & Quiet Studio Apt. in Vermont
Guest favourite
Apartment in Shelburne Falls
4.98 out of 5 average rating, 495 reviewsIn town, newly renovated studio with private deck
Guest favourite
Cottage in Winchester
4.93 out of 5 average rating, 29 reviewsStorybook Lake Front Villa with Private Beach!
Guest favourite
Guesthouse in Chesterfield
4.98 out of 5 average rating, 50 reviewsHouse on a hill
Guest favourite
Apartment in Gill
5.0 out of 5 average rating, 26 reviewsUptown central studio
Guest favourite
Guesthouse in Wendell
5.0 out of 5 average rating, 20 reviewsQuiet Country Home in Wendell
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