Discover a selection of 499 holiday rentals in Windham, NY, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo holiday homes have the best amenities for hanging out with the people that matter most, including pool and internet/WiFi. Prices start at £ 119 per night, and houses and cabins are popular options for a stay in Windham. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Windham
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Destination guide

Travel to relaxing Windham

Enjoy the wineries and other features of Windham. Travellers to this relaxing city praise the skiing, hiking and mountain views. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities

Activities and attractions in and around Windham

Are you searching for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Windham a fun spot to go on holiday. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Windham Vineyards and Winery (1.6 mi / 2.6 km)
  • Windham Mountain Resort (2 mi / 3.2 km)
  • Windham Country Club (2.7 mi / 4.4 km)
  • Zoom Flume (7.7 mi / 12.4 km)
  • Hunter Mountain (9.1 mi / 14.6 km)
  • Thunderhart Golf Course (14 mi / 22.5 km)
Weather

Seasonal weather in Windham

Travellers enjoy Windham for its skiing. If you're interested in winter sports, you might consider visiting in February, March, December or January, when snowfall averages 37.02 inches and temperatures average -9°F.

Natural features

Exploring the natural features in Windham

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Windham. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Mountain Top Arboretum (10.3 mi / 16.5 km)
  • Belleayre Beach at Pine Hill Lake (17 mi / 27.4 km)
  • Overlook Mountain Trailhead (19.3 mi / 31.1 km)
  • Catskill Mountains (23.1 mi / 37.2 km)
How to get there

Transport to and around Windham

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 28.9 mi (46.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Albany, NY (ALB-Albany Intl.), which is 37.5 mi (60.3 km) away.

How many holiday rentals are available around Windham?

Our 2021 accommodation listings offer a large selection of 499 holiday lettings around Windham. From 371 houses to 52 cabins, find unique self catering accommodation for you to enjoy a memorable stay with your family and friends for a long holiday or a weekend break.

Can I rent Houses in Windham?

Yes, of course. Vrbo UK offers 371 Houses in Windham. Our other popular types of Windham holiday rentals include:

  • Cabins: 52 self catering accommodations
  • Flats: 85 self catering accommodations
  • Chalets: 18 self catering accommodations

But you can also enjoy a great stay in one of our other holiday rentals including Resorts and more.

Can I find a holiday accommodation with pool in Windham?

Yes, you can select your preferred holiday accommodation with pool among our 73 holiday homes with pool available in Windham. Please use our search bar to access the selection of holiday rentals available.