Find the best place to stay — Windsor County

Where to stay around Windsor County, US?

Our 2018 property listings offer a large selection of 675 vacation rentals near Windsor County. From 341 houses to 155 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 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: 776 vacation rentals
  • Okemo Mountain Resort: 609 vacation rentals
  • Ludlow: 630 vacation rentals
  • Hartland: 249 vacation rentals
  • Chester: 528 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: 776 rentals
  • Ludlow: 630 rentals
  • Hartland: 249 rentals
  • Chester: 528 rentals
  • Plymouth: 1,011 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): 633 vacation rentals
  • Lebanon Municipal Airport (LEB): 278 vacation rentals
  • Rutland State Airport (RUT): 1,065 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: 603 rentals
  • Suicide Six Ski Area: 898 rentals
  • Weston Priory: 1,055 rentals
  • Jackson Gore Ski Resort at Okemo: 1,162 rentals
  • Green Mountain Rock Climbing Center: 828 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.