Where to stay around Windsor County, US?

Our 2018 property listings offer a large selection of 712 vacation rentals near Windsor County. From 352 Houses to 214 Condos/Apartments, 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:

  • Woodstock: 786 vacation rentals
  • South Woodstock: 527 vacation rentals
  • Ludlow: 667 vacation rentals
  • Okemo Mountain Resort: 179 vacation rentals
  • Quechee: 87 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:

  • Woodstock: 786 rentals
  • South Woodstock: 527 rentals
  • Ludlow: 667 rentals
  • Plymouth: 1,016 rentals
  • Chester: 946 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): 681 vacation rentals
  • Lebanon Municipal Airport (LEB): 286 vacation rentals
  • Rutland State Airport (RUT): 1,178 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: 739 rentals
  • Silver Lake State Park: 822 rentals
  • Quechee Gorge: 611 rentals
  • Marsh-Billings-Rockefeller National Historical Park: 1,191 rentals
  • Quechee Gorge Village: 439 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.