Villa vacation rentals in Windsor County
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Top-rated villa rentals in Windsor County
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Windsor County villa rentals
Private villa rentals
Villa in Killington
Trail Creek 11 is on a ski home trail
Oct 26 – Nov 2
Villa in Rutland
Pico D305 located slope side at Pico.
Dec 12 – 19
Villa in Killington
Sunrise Cambridge 101 located next to one of the b
Aug 22 – 29
Villa in Rutland
Pico F305 located slope side at Pico
Sep 17 – 24
Villa in Rutland
4.25 out of 5 average rating, 4 reviewsPico C103 located at the base of Pico Mountain
Mar 20 – 27
Villa in Killington
Sunrise Timberline I4
Sep 28 – Oct 5
Luxury villa rentals
Villa in Rutland
Pico E202 with ski on/off at Pico Mountain
Jan 12 – 19
Villa in Killington
Trail Creek 69
Feb 10 – 17
Villa in Ludlow
4.94 out of 5 average rating, 32 reviewsModern 4 Bedroom 4 Bath Villa w HotTub/ back trail
Oct 7 – 14
Villa in Woodstock
4.0 out of 5 average rating, 4 reviews❤Luxe Prime Woodstock❤Private Pond❤ 25 Acres❤Spa❤
Mar 2 – 9
Villa rentals with a pool
Villa in Killington
Sunrise Timberline K2 ski down to the Sunrise chai
Jul 20 – 27
Villa in Killington
Whiffletree I1 has a shuttle & ski home trail
Apr 1 – 8
Villa in Killington
2.67 out of 5 average rating, 3 reviewsWhiffletree G1 Close to mountain biking and winter
Feb 2 – 9
Villa in Killington
Whiffletree I2 Take the shuttle to the mountain an
Nov 27 – Dec 4
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