Where to stay around Windsor County, US?

Our 2018 property listings offer a large selection of 680 vacation rentals near Windsor County. From 344 Houses to 31 Cabins, 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 VRBO.

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:

  • Ludlow: 625 vacation rentals
  • Okemo Mountain Resort: 165 vacation rentals
  • Woodstock: 760 vacation rentals
  • Quechee: 85 vacation rentals
  • Village of Woodstock: 20 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: 625 rentals
  • Woodstock: 760 rentals
  • Chester: 536 rentals
  • Springfield: 174 rentals
  • Hartford: 209 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): 643 vacation rentals
  • Lebanon Municipal Airport (LEB): 275 vacation rentals
  • Rutland State Airport (RUT): 1,072 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:

  • Jackson Gore Ski Resort at Okemo: 1,157 rentals
  • Buttermilk Falls: 1,155 rentals
  • Long Trail Brewing Company: 1,182 rentals
  • Silver Lake State Park: 797 rentals
  • Mount Ascutney: 712 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.