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 $119 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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How many vacation rentals are available around Windsor County, US?

Our 2020 property listings offer a large selection of 1,494 vacation rentals around Windsor County. From 533 condo and apartment rentals to 81 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: 149 vacation rentals
  • Ludlow: 688 vacation rentals
  • Okemo Mountain Resort: 502 vacation rentals
  • Quechee: 86 vacation rentals
  • Bethel: 659 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: 688 rentals
  • Quechee: 86 rentals
  • Bethel: 659 rentals
  • Windsor: 271 rentals
  • Springfield: 158 rentals

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

Can I find easy-access vacation rentals when traveling by plane to Windsor County?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Windsor County are:

  • Springfield, VT (VSF-Hartness State): 668 vacation rentals
  • Rutland, VT (RUT-Rutland Southern Vermont Regional): 1,153 vacation rentals
  • Lebanon, NH (LEB-Lebanon Municipal): 250 vacation rentals

For other airports, 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: 585 rentals
  • Jackson Gore Ski Resort at Okemo: 777 rentals
  • Silver Lake State Park: 832 rentals
  • Mount Ascutney: 797 rentals
  • Quechee Gorge Village: 420 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
688 vacation rentals
Quechee
86 vacation rentals
Bethel
659 vacation rentals
Windsor
271 vacation rentals
Springfield
158 vacation rentals
Norwich
121 vacation rentals
Hartland
182 vacation rentals
Chester
957 vacation rentals
Weston
902 vacation rentals
Barnard
163 vacation rentals
Cavendish
465 vacation rentals
Plymouth
1,037 vacation rentals
Rochester
142 vacation rentals
South Woodstock
522 vacation rentals
White River Junction
114 vacation rentals
Woodstock
800 vacation rentals
Bridgewater
858 vacation rentals
Bridgewater Corners
741 vacation rentals
Stockbridge
918 vacation rentals
Brownsville
152 vacation rentals