Windsor County, VT, USA

Windsor County, VT, USA

We found 648 vacation rentals — enter your dates for availability

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Find the best place to stay — Windsor County

Where to stay around Windsor County?

Our 2018 property listings offer a large selection of 648 vacation rentals near Windsor County. From 319 houses to 140 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Windsor County for a holiday or a weekend 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:

  • Okemo Mountain Resort: 1,182 vacation rentals
  • Woodstock: 753 vacation rentals
  • Ludlow: 605 vacation rentals
  • Okemo Mountain Ski Resort: 1,181 vacation rentals
  • Quechee: 85 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:

  • Woodstock: 753 rentals
  • Ludlow: 605 rentals
  • Chester: 506 rentals
  • Plymouth: 991 rentals
  • Barnard: 719 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): 601 vacation rentals
  • Lebanon Municipal Airport (LEB): 280 vacation rentals
  • Rutland State Airport (RUT): 1,075 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:

  • Okemo Mountain Resort: 1,182 rentals
  • Okemo Mountain Ski Resort: 1,181 rentals
  • Jackson Gore Ski Resort at Okemo: 1,205 rentals
  • Quechee Gorge: 602 rentals
  • Silver Lake State Park: 811 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.