Holiday houses 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
Loft in Ludlow
4.95 out of 5 average rating, 736 reviewsSpacious Renovated Barn Apt on 100 acres!
Guest favourite
Apartment in Hancock
4.95 out of 5 average rating, 146 reviewsSuite in the Green Mountains
Guest favourite
Apartment in Pittsford
4.99 out of 5 average rating, 118 reviewsWaterfront cottage walk-out suite.
Guest favourite
Guesthouse in Springfield
4.86 out of 5 average rating, 325 reviewsConnecticut River-Cozy Cottage
Guest favourite
Cabin in Randolph
4.95 out of 5 average rating, 198 reviewsSecluded Log Home on 109 Acre Natural Wonderland!
Guest favourite
Apartment in Chittenden
5.0 out of 5 average rating, 223 reviewsVermont Country Suite
Guest favourite
Farm stay in Plainfield
4.97 out of 5 average rating, 180 reviewsRenovated 1817 Hobby Farm Close to Dartmouth
Guest favourite
Guest suite in Royalton
4.96 out of 5 average rating, 182 reviewsPrivate Guest Suite on 155 Acre Royalton Town Farm
Destinations to explore
- Beachfront rentals Windsor County
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- Rentals with a hot tub Windsor County
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