Can I find a vacation rental around Windsor County?

Yes, our 2019 property listings offer a large selection of 1,583 vacation rentals near Windsor County. From 695 Houses to 579 Condos/Apartments, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends. The best places to stay near Windsor County are on HomeAway.

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 HomeAway travelers, the most popular destinations to visit are:

  • Ludlow: 729 vacation rentals
  • Okemo Mountain Resort: 217 vacation rentals
  • Quechee: 93 vacation rentals
  • Chester: 1,015 vacation rentals
  • Weston: 952 vacation rentals

And HomeAway 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: 729 rentals
  • Chester: 1,015 rentals
  • Weston: 952 rentals
  • Barnard: 176 rentals
  • Cavendish: 487 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:

  • Hartness State Airport (VSF): 705 vacation rentals
  • Rutland State Airport (RUT): 1,204 vacation rentals
  • Edward F Knapp State Airport (MPV): 474 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?

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

  • Quechee Gorge: 656 rentals
  • Jackson Gore Ski Resort at Okemo: 814 rentals
  • Silver Lake State Park: 884 rentals
  • Mount Ascutney: 817 rentals
  • White River Junction Station: 255 rentals

But there are many other points of interest around Windsor County listed on HomeAway 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
729 vacation rentals
Chester
1,015 vacation rentals
Weston
952 vacation rentals
Barnard
176 vacation rentals
Cavendish
487 vacation rentals
Plymouth
1,082 vacation rentals
Norwich
140 vacation rentals
Rochester
147 vacation rentals
Hartford
165 vacation rentals
Woodstock
859 vacation rentals
Springfield
170 vacation rentals
West Windsor
834 vacation rentals
Bridgewater
914 vacation rentals
Stockbridge
967 vacation rentals
Andover
624 vacation rentals
Windsor
295 vacation rentals
Hartland
193 vacation rentals
Sharon
176 vacation rentals
South Royalton
188 vacation rentals
Royalton
166 vacation rentals

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