Vacation rentals in Windsor County
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Top-rated vacation rentals in Windsor County
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Vacation rentals for every style
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Popular amenities for Windsor County vacation rentals
Other great vacation rentals in Windsor County
Guest favorite
Apartment in Andover
4.98 out of 5 average rating, 386 reviewsPrivate Hilltop farm apartment
Guest favorite
Apartment in Pittsford
4.99 out of 5 average rating, 119 reviewsWaterfront cottage walk-out suite.
Guest favorite
Apartment in Hancock
4.95 out of 5 average rating, 146 reviewsSuite in the Green Mountains
Guest favorite
Cabin in Pittsfield
4.98 out of 5 average rating, 121 reviewsTiny Vermont Cabin!
Guest favorite
Home in Woodstock
5.0 out of 5 average rating, 110 reviewsBeautiful Woodstock Home-Perfect for entertaining
Guest favorite
Farm stay in Plainfield
4.97 out of 5 average rating, 180 reviewsRenovated 1817 Hobby Farm Close to Dartmouth
Guest favorite
Guest suite in Royalton
4.96 out of 5 average rating, 182 reviewsPrivate Guest Suite on 155 Acre Royalton Town Farm
Guest favorite
Barn in Woodstock
5.0 out of 5 average rating, 120 reviewsStunning Converted Barn Home 3-bed 2 bath
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