63+ Rental Villas and Private Getaways in Windsor |
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  3. Central Vermont- Killington
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Windsor Villa Rentals

About Windsor Vacation Rentals

There are more than 63 incredible getaway rentals that are available in Windsor. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Windsor.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Windsor, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Windsor. Places to stay near Windsor are 985.14 ftยฒ on average, with prices averaging GB ยฃ336 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Windsor. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Windsor

Type Count
Vacation Homes 23
Villas 9
Cabin Rentals 6
Cottages 2
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Windsor

โ˜… Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Windsor with BedroomVillas.

Weather in Windsor, VT

View the weather forecast for Windsor before booking your Windsor Vacation Rentals to confirm your best time to go.

December - February
High 60ยฐF       Low 26ยฐF
March - May
High 77ยฐF       Low 40ยฐF
June - August
High 91ยฐF       Low 64ยฐF
September - November
High 84ยฐF       Low 38ยฐF

Stay Near Windsor's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Windsor's Research Top Attractions For Your Vacation


Mt Ascutney State Park
Mount Ascutney
Harpoon Brewery
Paradise Park
South Congregational Church
American Precision Museum
The Sustainable Farmer
Brownsville Trail
Path of Life Garden
Old Constitution House
Mt Ascutney Hospital and Health Center: Primary Care - Windsor
Killington Resort
Okemo Mountain Resort
Dartmouth College
Killington Peak
Pico Mountain at Killington Ski Resort
Dartmouth-Hitchcock Medical Center
Quechee Gorge
Lake Sunapee
Mount Sunapee

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Harpoon Brewery 90 Properties
Path of Life Garden 89 Properties
Brownsville Trail 87 Properties
Ascutney 87 Properties
Paradise Park 80 Properties
Mt Ascutney Hospital and Health Center: Primary Care - Windsor 79 Properties
The Sustainable Farmer 79 Properties
Old Constitution House 79 Properties
South Congregational Church 79 Properties
American Precision Museum 79 Properties
Mount Ascutney 55 Properties
Mt Ascutney State Park 53 Properties

Frequently Asked Questions About Windsor?

What are the top hotels or resorts in Windsor?

We provide an array of great vacation destinations in Windsor. If you are looking to stay in or around the Windsor area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Windsor:

Which hotel or resort in Windsor is best for families?

Searching for a family-friendly getaway in Windsor? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Windsor?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 63 in the Windsor area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Windsor.โ€ฏ


People Also Ask

There are 1 hotels in Windsor 10 resorts, and 39 rentals

Recently Booked Hotels, Resorts, or Rentals in Windsor