Discover a selection of 1,000 vacation rentals in Windham County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and air conditioning. Prices start at $130 per night, and houses and condos are popular options for a stay in Windham County. Either way, you'll find a rental for everyone's needs.
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How many vacation rentals are available around Windham County, US?

Our 2020 property listings offer a large selection of 956 vacation rentals around Windham County. From 688 house rentals to 184 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Windham County?

There are many lovely places to stay for a holiday trip or just for a weekend in Windham County. From Vrbo travelers, the top most popular destinations to visit are:

  • Wardsboro: 648 vacation rentals
  • Brattleboro: 632 vacation rentals
  • Stratton Mountain Resort: 535 vacation rentals
  • Mount Snow: 535 vacation rentals
  • Wilmington: 375 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Windham 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 Windham 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 Windham County:

  • Wardsboro: 648 rentals
  • Brattleboro: 632 rentals
  • Wilmington: 375 rentals
  • Putney: 119 rentals
  • West Dover: 263 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 Windham 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 Windham County are:

  • Rutland, VT (RUT-Rutland Southern Vermont Regional): 1,215 vacation rentals
  • Keene, NH (EEN-Dillant-Hopkins): 95 vacation rentals
  • Springfield, VT (VSF-Hartness State): 684 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 Windham County?

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

  • Lowell Lake State Park: 1,121 rentals
  • Mount Snow Golf Course: 795 rentals
  • Brattleboro Common: 449 rentals
  • Stratton Mountain Summit Gondola Ski Lift: 928 rentals
  • The Hermitage Golf Club: 711 rentals

But there are many other points of interest around Windham 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.

Explore destinations around Windham County

Wardsboro
648 vacation rentals
Brattleboro
632 vacation rentals
Wilmington
375 vacation rentals
Putney
119 vacation rentals
West Dover
263 vacation rentals
Londonderry
935 vacation rentals
Stratton
807 vacation rentals
Grafton
177 vacation rentals
Jamaica
619 vacation rentals
South Londonderry
437 vacation rentals
Newfane
53 vacation rentals
Whitingham
320 vacation rentals
Windham
352 vacation rentals
Marlboro
442 vacation rentals
Townshend
443 vacation rentals
Westminster
39 vacation rentals
West Townshend
409 vacation rentals
Guilford
73 vacation rentals
Athens
102 vacation rentals
Vernon
34 vacation rentals