Discover a selection of 1,500 vacation rentals in Windsor County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $127 per night, and condos and cabins are popular options for a stay in Windsor County. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Windsor County
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How many vacation rentals are available around Windsor County, US?

Our 2021 property listings offer a large selection of 1,552 vacation rentals around Windsor County. From 540 condo and apartment rentals to 134 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Windsor County?

There are many lovely places to stay for a holiday trip or just for a weekend in Windsor County. From Vrbo travelers, the top most popular destinations to visit are:

  • Hartford: 135 vacation rentals
  • Ludlow: 719 vacation rentals
  • Okemo Mountain Resort: 512 vacation rentals
  • Quechee: 85 vacation rentals
  • Bethel: 679 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Windsor County! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Windsor County?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Windsor County:

  • Ludlow: 719 rentals
  • Quechee: 85 rentals
  • Bethel: 679 rentals
  • Windsor: 266 rentals
  • Springfield: 171 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Windsor County?

Vrbo offers a large selection of rentals near lovely places in Windsor County. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Quechee Gorge: 368 rentals
  • Mount Ascutney: 811 rentals
  • Quechee Gorge Village: 430 rentals
  • Eureka Schoolhouse: 598 rentals
  • Marsh-Billings-Rockefeller National Historical Park: 709 rentals

But there are many other points of interest around Windsor County listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Windsor County

Ludlow
719 vacation rentals
Quechee
85 vacation rentals
Bethel
679 vacation rentals
Windsor
266 vacation rentals
Springfield
171 vacation rentals
Norwich
118 vacation rentals
Hartland
172 vacation rentals
Chester
1,000 vacation rentals
Weston
952 vacation rentals
Barnard
145 vacation rentals
Cavendish
478 vacation rentals
Plymouth
1,064 vacation rentals
Rochester
156 vacation rentals
South Woodstock
539 vacation rentals
White River Junction
109 vacation rentals
Woodstock
810 vacation rentals
Bridgewater
875 vacation rentals
Bridgewater Corners
1,045 vacation rentals
Stockbridge
940 vacation rentals
Brownsville
238 vacation rentals