![](https://a0.muscache.com/im/pictures/1fc28506-d659-4588-a787-4dd290a7c230.jpg)
Villa holiday 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.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Windsor County
Luxury villa rentals
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-704999949838596816/original/1b323c90-5ab8-4ff4-8176-e796b5d6f5f6.jpeg?im_w=720)
Villa in Killington
Whiffletree I1 has a shuttle & ski home trail
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-51555478/original/1cc804a1-4fe3-4a92-a15b-a9c0c2fab3de.jpeg?im_w=720)
Villa in Killington
Sunrise Timberline G2 ski down to the Sunrise chai
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-710719382547227460/original/cef4ccf4-c899-40b2-9af6-9076a89c3bf5.jpeg?im_w=720)
Villa in Killington
Sunrise Timberline I4
![](https://a0.muscache.com/im/pictures/miso/Hosting-657494156298264757/original/630f4f88-96fa-4d53-8b13-92fcc61735f9.jpeg?im_w=720)
Guest favourite
Villa in Ludlow
4.94 out of 5 average rating, 32 reviewsModern 4 Bedroom 4 Bath Villa w HotTub/ back trail
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-50774373/original/2e9fb64d-f18e-4cbb-832a-a306142c51f0.jpeg?im_w=720)
Villa in Killington
5 out of 5 average rating, 3 reviewsSunrise East Glade C8
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-27426375/original/d9e04025-2b47-4b79-a88e-107925690f14.jpeg?im_w=720)
Villa in Killington
4.67 out of 5 average rating, 3 reviewsWhiffletree B8 Great location with shuttle bus to
Villa rentals with a pool
Destinations to explore
- Villa rentals United States
- Villa rentals Vermont
- Villa rentals Vermont
- Villa rentals New York
- Villa rentals New Hampshire
- Waterfront rentals Windsor County
- Rentals with outdoor seating Windsor County
- Rentals with beach access Windsor County
- Rentals with pools Windsor County
- Cottage rentals Windsor County
- Apartment rentals Windsor County
- Rentals with an accessible-height bed Windsor County
- Farm stay rentals Windsor County
- Rentals with an EV charger Windsor County
- Pet-friendly rentals Windsor County
- Cabin rentals Windsor County
- Chalet rentals Windsor County
- Beachfront rentals Windsor County
- Rentals with an accessible-height toilet Windsor County
- Rentals with a fireplace Windsor County
- Bed and breakfasts Windsor County
- Rentals with a sauna Windsor County
- Family-friendly rentals Windsor County
- Rentals with a washing machine and dryer Windsor County
- Ski-in/ski-out rentals Windsor County
- Rentals with lake access Windsor County
- Flat rentals Windsor County
- Rentals with a hot tub Windsor County
- Rentals with a patio Windsor County
- Guest house rentals Windsor County
- House rentals Windsor County
- Private suite rentals Windsor County
- Rentals with breakfast Windsor County
- Rentals with a kayak Windsor County
- Monthly Rentals Windsor County
- Fitness-friendly rentals Windsor County
- Rentals with a firepit Windsor County
- Family-friendly rentals Windsor County
- Tiny house rentals Windsor County
- Townhouse rentals Windsor County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom