Holiday rentals in Windsor County
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Top-rated holiday rentals in Windsor County
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 Windsor County holiday rentals
Other great holiday rentals in Windsor County
Guest favourite
Flat in Andover
4.98 out of 5 average rating, 386 reviewsPrivate Hilltop farm apartment
Guest favourite
Flat in Pittsford
4.99 out of 5 average rating, 119 reviewsWaterfront cottage walk-out suite.
Guest favourite
Home in Woodstock
5.0 out of 5 average rating, 110 reviewsBeautiful Woodstock Home-Perfect for entertaining
Guest favourite
Barn in Woodstock
5.0 out of 5 average rating, 120 reviewsStunning Converted Barn Home 3-bed 2 bath
Guest favourite
Flat in Hancock
4.95 out of 5 average rating, 146 reviewsSuite in the Green Mountains
Guest favourite
Guest suite in Royalton
4.96 out of 5 average rating, 182 reviewsPrivate Guest Suite on 155 Acre Royalton Town Farm
Guest favourite
Farm stay in Plainfield
4.97 out of 5 average rating, 180 reviewsRenovated 1817 Hobby Farm Close to Dartmouth
Guest favourite
Tiny home in Hartland
4.94 out of 5 average rating, 255 reviewsPrivate Modern Cabin w/View of Fields, Hills
Destinations to explore
- Beachfront rentals Windsor County
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