Vacation rentals in Windsor County
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Top-rated vacation rentals in Windsor County
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Windsor County vacation rentals
Other great vacation rentals in Windsor County
Guest favourite
Apartment in Pittsford
4.99 out of 5 average rating, 118 reviewsWaterfront cottage walk-out suite.
Guest favourite
Apartment in Royalton
4.98 out of 5 average rating, 149 reviewsQuiet Vermont Get Away
Guest favourite
Apartment in Claremont
4.88 out of 5 average rating, 111 reviewsBeautiful 1 bedroom apartment with balcony
Guest favourite
Condo in Killington
4.94 out of 5 average rating, 152 reviewsBright Ski on/off Condo Full Kitchen-Free Shuttle!
Guest favourite
Guest suite in Hartford
4.91 out of 5 average rating, 319 reviewsSunny Side Airbnb (dog friendly)
Guest favourite
Guest suite in Brownsville/West Windsor
4.99 out of 5 average rating, 161 reviewsCozy Guest Suite in Charming Farmhouse
Guest favourite
Barn in Woodstock
5.0 out of 5 average rating, 201 reviewsTHE LOFT, stunning views from a timber framed barn
Guest favourite
Tiny homes in Hartland
4.94 out of 5 average rating, 253 reviewsPrivate Modern Cabin w/View of Fields, Hills
Destinations to explore
- Rentals with an accessible height bed Windsor County
- Cottage rentals Windsor County
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- Rentals with a hot tub Windsor County
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- Bed and breakfasts Windsor County
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- Cabin rentals Windsor County
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- Ski-in/ski-out rentals Windsor County
- Townhouse rentals Windsor County
- Rentals with breakfast Windsor County
- Rentals with an accessible height toilet Windsor County
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