Villa vacation rentals in Windsor County
Find and book unique villas on Airbnb
Top-rated villa rentals in Windsor County
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Windsor County villa rentals
Private villa rentals
Villa in Rutland
4.25 out of 5 average rating, 4 reviewsPico C103 located at the base of Pico Mountain
Villa in Rutland
Pico D305 located slope side at Pico.
Villa in Rutland
Pico F305 located slope side at Pico
Villa in Killington
Trail Creek 69
Villa in Killington
Sunrise Timberline I4
Villa in Rutland
Pico E202 with ski on/off at Pico Mountain
Luxury villa rentals
Villa in Killington
Whiffletree I1 has a shuttle & ski home trail
Villa in Killington
Trail Creek 57 with ski back trail
Villa in Ludlow
4.94 out of 5 average rating, 32 reviewsModern 4 Bedroom 4 Bath Villa w HotTub/ back trail
Villa in Rutland
4.67 out of 5 average rating, 3 reviewsPico E205 located slope side at Pico
Villa in Killington
4.67 out of 5 average rating, 3 reviewsWhiffletree B8 Great location with shuttle bus to
Villa rentals with a pool
Villa in Killington
2.67 out of 5 average rating, 3 reviewsWhiffletree G1 Close to mountain biking and winter
Villa in Killington
Sunrise Timberline K2 ski down to the Sunrise chai
Villa in Brownsville
4.79 out of 5 average rating, 67 reviewsVilla with a Fireplace Near the Trails
Villa in Brownsville
4.79 out of 5 average rating, 19 reviewsVilla with Pool + Fitness Center Access
Villa in Brownsville
4.8 out of 5 average rating, 10 reviewsVilla Near Biking and Hiking Trails
Villa in Brownsville
Vermont Villa Near the Trails
Villa in Killington
4.82 out of 5 average rating, 17 reviewsWhiffletree H1 newly renovated and on the shuttle
Villa in Killington
4.64 out of 5 average rating, 11 reviewsTrail Creek 70, Fantastic 3 bed close to Mountain
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