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Vacation rentals in Windsor County
Find and book unique accommodations on Airbnb
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
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Guest favorite
Home in Killington
4.91 out of 5 average rating, 169 reviewsCozy Condo Tucked in the Heart of Killington
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Guest favorite
Tiny home in Hartland
4.96 out of 5 average rating, 156 reviewsCabin on the Hill
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Guest favorite
Condo in Killington
4.92 out of 5 average rating, 394 reviewsBike Golf Hike Pico 1 bedroom 1 night Ok shuttle
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Guest favorite
Rental unit in Rutland
4.95 out of 5 average rating, 530 reviewsYour home away from home
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Guest favorite
Condo in Killington
4.95 out of 5 average rating, 135 reviews🎿Cozy Fireplace Condo-Mins. to Everything 🚵
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Guest favorite
Rental unit in Claremont
4.89 out of 5 average rating, 115 reviewsBeautiful 1 bedroom apartment with balcony
![](https://a0.muscache.com/im/pictures/5532eb08-56a2-46f2-9eef-b05cd8b507f0.jpg?im_w=720)
Guest favorite
Home in Woodstock
5 out of 5 average rating, 111 reviewsBeautiful Woodstock Home-Perfect for entertaining
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Guest favorite
Barn in Woodstock
5 out of 5 average rating, 122 reviewsStunning Converted Barn Home 3-bed 2 bath
Destinations to explore
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