Discover a selection of 493 vacation rentals in Windham 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 swimming pools and WiFi. Prices start at $140 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.
Top rated rentals — Windham
Destination guide

Windham—a gem of a ski resort

Windham vacation rentals are the perfect way to absorb the breathtaking natural beauty of this secluded corner of New York state. The “Gem of the Catskills” lives up to its name, with its famous ski resort providing a sparkling backdrop to daily life. The first lodges were built in the early 1960s, swiftly followed by snow-making equipment to extend the season. Windham is continuously adding new trails and upgrading amenities to stay on the cutting edge, while it has broadened its sporting fame in recent years as host of the World Cup Mountain Bike Race.

Things to do

Windham—water, history, and the luck of the Irish

Take a break from the pistes and enjoy a scenic 10-mile ride through Mount Hayden State Forest to the Zoom Flume Water Park. This popular family attraction features a range of exciting slides and water features, from the daredevil Black Vortex to the relaxing Lazy River. The little ones can play safely in Pelican Pond, while teenage adrenaline junkies can race their buddies down the Grand Prix Splashway. On the return journey, take a short detour into East Durham to see the historic Woodward Road Stone Arch Bridge and visit the quirky Irish gift shop.


Fun on your doorstep in Windham

Windham Mountain drew its early customer base from New York City, whose winter-sports enthusiasts could reach the slopes in around 3 hours. The ambitious resort launched itself onto the global stage in 1997, by installing lights on several lower trails to become the first mountain in the Catskills to offer night-skiing. The trail network extends over 2 peaks and provides conditions suitable for all skill levels. Thoughtful extra touches like live music and yoga sessions complement the lively après-ski scene, often within easy walking distance of Windham vacation rentals.


Windham—not just for Christmas

Windham’s relatively high elevation in the Catskill Mountains ensures a good supply of snow typically from late November through March—peak months for Windham vacation rentals near the ski resort. The town has cleverly expanded its appeal beyond the winter-sports season with a variety of summer sporting activities such as mountain biking, which benefit from warm, sunny days and cool evenings. Consistent, moderate rainfall throughout the year keeps the parks and gardens freshly irrigated and the watercourses of Schoharie Creek and Batavia Kill flowing freely.

Natural features

Windham’s commitment to protecting wildlife

Close to many Windham vacation rentals, Catskill Park is home to bobcats, minks, and black bears. This beautiful state park is part of the New York Forest Preserve, protected as a pristine wilderness. Campgrounds and trails allow access to the park without damaging its environment or disturbing its wildlife, while low-impact activities such as hiking and biking are encouraged. The summits of the High Peaks are designated as bird-conservation areas, where native species and migrating visitors can nest or rest undisturbed by human presence. The Catskill Interpretive Center provides a useful online source of information on this unique habitat.

How to get there

Transportation to and around Windham

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 28.9 mi (46.6 km) from the city center. 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 vacation rentals are available around Windham?

Our 2021 property listings offer a large selection of 493 vacation rentals around Windham. From 363 house rentals to 51 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.