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 964 vacation rentals around Windham County. From 685 house rentals to 179 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: 635 vacation rentals
  • Brattleboro: 625 vacation rentals
  • Stratton Mountain Resort: 550 vacation rentals
  • Mount Snow: 531 vacation rentals
  • Wilmington: 372 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: 635 rentals
  • Brattleboro: 625 rentals
  • Wilmington: 372 rentals
  • Putney: 116 rentals
  • West Dover: 258 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): 1,168 vacation rentals
  • Keene, NH (EEN-Dillant-Hopkins): 90 vacation rentals
  • Springfield, VT (VSF-Hartness State): 668 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: 1,117 rentals
  • Mount Snow Golf Course: 808 rentals
  • Brattleboro Common: 450 rentals
  • Stratton Mountain Summit Gondola Ski Lift: 936 rentals
  • The Hermitage Golf Club: 701 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
635 vacation rentals
Brattleboro
625 vacation rentals
Wilmington
372 vacation rentals
Putney
116 vacation rentals
West Dover
258 vacation rentals
Londonderry
941 vacation rentals
Stratton
816 vacation rentals
Grafton
174 vacation rentals
Jamaica
615 vacation rentals
South Londonderry
435 vacation rentals
Newfane
53 vacation rentals
Whitingham
319 vacation rentals
Windham
339 vacation rentals
Marlboro
441 vacation rentals
Townshend
434 vacation rentals
Westminster
37 vacation rentals
West Townshend
395 vacation rentals
Guilford
70 vacation rentals
Saxtons River
26 vacation rentals
West Halifax
275 vacation rentals