- USA
- Vermont
- Windsor County
- Holiday Homes
1982+ Windsor County Holiday Rentals & Private Villas
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- Pet Friendly
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- View
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- Private Pool
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- Pet Friendly
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- Pet Friendly
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- Security/Safety
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- Pet Friendly
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- Fireplace/Heating
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- Pet Friendly
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- Pet Friendly
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- Air Conditioner
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- Pool
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- Balcony/Terrace
- Air Conditioner
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- Wheelchair Accessible
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Find Family-Friendly Holiday Rentals in or near Windsor County
Discover more than 1982 holiday rentals in Windsor County. Casai holiday homes have everything you need to find a place to stay near Windsor County, VT.
Whether you are looking for luxury villas in Windsor County, furnished homes, unique style condos, flats, cozy cottages for a romantic getaway, spacious apartments for family holidays, or stylish accommodations for a business trip, we can help you find the perfect place. Our holiday rentals include top amenities such as indoor/outdoor swimming pools, kitchen facilities, gyms, hot tubs, Internet connectivity, and more.
If you are planning to travel to Windsor County with a whole family or group, Casai holiday accommodations will make your trip memorable. We have plenty of places to stay in Windsor County for families, large parties, or private owner accommodations for long or short trips. Windsor County Pet-friendly holiday rentals are available. Book your favorite vacation rentals in Windsor County with Casai. Casai makes it easy to compare and book holiday rentals today.
Frequently Asked Questions About Windsor County Holiday Rentals
There are a lot of options in Windsor County. If you plan on staying in the Windsor County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Holiday Home Rentals in Windsor County:
- Vermont Hillside Cottage w/Great View - Pet Friendly, Fee Required
- Luxurious, Secluded, Ski Chalet, w/Country Decor & Hot Tub Near Okemo
- GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!
- Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
- Perfect Design & Location for the VT Experience. "Hope Upon, Up Above"
- Quiet Vermont Winter Getaway
- Ski House on Lake Rescue, 3.5 Miles from Okemo
- Classic VT Ski Chalet - Walkable to Okemo Ski Lift w/Fit Pit & Pool Table
- "The Crooked House" with A/C and sauna on private wooded lot near Killington
- Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen