Find short term rentals in Windham, NY at the best prices

This four-bedroom townhome offers a prime slope-side location at the base of Windham Mountain Resort, providing immediate access to ski-in/ski-out opportunities and a convenient 600-metre walk to the communal swimming pool and hot tubs.
This accommodation sleeps up to eleven guests and features a fully equipped kitchen with a microwave oven and dishwasher, air conditioning, Wi-Fi, and four bathrooms, ideal for families and groups exploring the nearby Catskill State Park for hiking and biking.

This Windham townhouse is situated a 5-minute drive from Windham Mountain and is 1.6 kilometres from the town centre.
This spacious property offers accommodation for eight guests across three bedrooms and a sleeping loft, featuring two bathrooms, a fireplace, a rear patio with mountain views, and a practical mudroom.

This renovated 1940s Catskills cottage is located by a brook, a short walk from Main Street in Windham, offering peaceful water sounds and convenient access to local shops and cafés.
This two-bedroom flat accommodates up to four guests and features a fully equipped kitchen, air conditioning, Wi-Fi, on-site parking with an EV charger, and a propane fireplace, with a brand-new washer and dryer available for guest use.

This three-bedroom apartment is located in Windham, New York, a short 160km drive from New York City, within walking distance of the local bus stop and bars and restaurants, and a two-minute drive from the Windham Ski Resort. The apartment has been highly rated by previous guests, with excellent scores for location, cleanliness, and overall experience.
The apartment has two bathrooms and comfortably sleeps six guests. It comes fully equipped with a kitchen, a Keurig coffee maker, and a smart TV, as well as a private backyard with a fire pit, BBQ grill, and outdoor dining table.

This Windham, New York holiday home is situated on a 14-acre property bordering a brook and pond, a few minutes' drive (approximately 1.6km) from Windham town centre, local ski slopes, and hiking trails.
Sleeping six guests, the three-bedroom property boasts a newly remodelled kitchen with dishwasher, a large mudroom, a bright great room with woodland views, king and queen-size beds with allergen-friendly bedding, a zero-entry shower, heated bathroom floor, and a washer and dryer in the basement; private parking is also available.

This two-bedroom apartment is located in Windham, New York, just 1.6 kilometres from Windham Mountain Resort and a short walk from the Wylder event venue, offering a convenient base for exploring the area. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment is spacious and can accommodate up to five guests. It comes equipped with a modern kitchen, air conditioning, a garden, and private parking, making it ideal for a comfortable and enjoyable stay. Guests can also enjoy access to high-speed internet, satellite TV, and a range of outdoor activities nearby.

This Windham Mountain Resort ski-in/ski-out condo, situated within the Enclave at Windham, offers convenient access to local attractions such as Hunter Mountain and Zoom Flume.
The three-bedroom, three-bathroom apartment sleeps eight guests and includes a washer/dryer, WiFi, and access to a shared pool and fitness centre; jetted bathtubs and family-friendly features add to the appeal.

This Windham townhome is located in the Catskills, 5 minutes by car from Windham Mountain Club and Windham town centre.
This family-friendly accommodation sleeps four guests across two bedrooms and two bathrooms, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning and Wi-Fi.

This 3-bedroom, 2-bathroom apartment in Windham offers excellent access to outdoor pursuits, being a mere 500 metres from Catskill State Park and a 6.4 kilometre drive from Windham Mountain Ski Resort.
This family-friendly property accommodates up to 10 guests and features a fully equipped kitchen, Wi-Fi, a hot tub, on-site parking, and laundry facilities, making it ideal for a self-catered stay.

This Catskills property is situated 4km from Windham Mountain Resort and a 2-minute drive from Windham village's restaurants.
Sleeping up to nine guests, this three-bedroom, two-bathroom house boasts a fitness centre, garden, ample parking, and indoor games including a combination pool and ping-pong table; Wi-Fi is included.

This two-bedroom apartment is situated 4 kilometres outside of Windham, offering a peaceful retreat with stunning views of the ski slopes and easy access to a petting and feeding farm. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment comfortably accommodates six guests with two spacious master suites, each featuring a full bathroom and walk-in closet. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, a garden, a fitness centre, and parking, as well as a host of outdoor activities such as golfing, biking, hiking, skiing, and sleigh riding.

This spacious holiday home is located just a short drive from the Windham Mountain Ski Resort, offering stunning views of the surrounding mountains, horse farm, and a grand pond. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers.
The property has a large open floor plan with vaulted ceilings, a grand stone fireplace, and a spacious TV loft area, comfortably accommodating up to 10 guests. The home features a fully equipped kitchen, a spacious deck with an outdoor fire pit and fire table, and a peaceful and serene setting, perfect for relaxing and enjoying the beautiful surroundings.