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
Guesthouse in Hartland
4.96 out of 5 average rating, 162 reviewsCottage for Two/Solo Getaway/Musician's Retreat
Guest favourite
Condo in Ludlow
4.92 out of 5 average rating, 123 reviewsOkemo Ski-in/Ski-out, Steps to lift Condo
Guest favourite
Condo in Ludlow
4.92 out of 5 average rating, 124 reviewsAll Season Lovely and Zen Okemo Mt Lodge Condo
Guest favourite
Cabin in Royalton
4.99 out of 5 average rating, 176 reviewsGenuine Vermont Sugar House on 70 peaceful acres.
Guest favourite
Apartment in Hartland
4.96 out of 5 average rating, 103 reviewsHearth House Farm
Guest favourite
Apartment in Pittsford
4.99 out of 5 average rating, 121 reviewsWaterfront cottage walk-out suite.
Guest favourite
Apartment in Claremont
4.89 out of 5 average rating, 115 reviewsBeautiful 1 bedroom apartment with balcony
Guest favourite
Condo in Bridgewater
4.89 out of 5 average rating, 114 reviewsSouthgate Healing
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