Vacation rentals in Windham, NY

This Catskills house rental is located 2.5 miles from Windham Mountain Resort and 2 minutes from Windham town's restaurants, offering easy access to hiking, biking, skiing, and other outdoor activities.
The three-bedroom, two-bathroom home sleeps nine guests and features a fully equipped kitchen, a fitness center, a game room with various indoor games, and a private garden, perfect for families or groups seeking a relaxing getaway in the Catskills.

This vacation rental is located just 2.6 miles from Ski Windham, offering easy access to both the mountain and the scenic Catskills. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The home features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy modern amenities such as a fully equipped kitchen, a cozy living room with a pellet stove, a large deck with a hot tub, and a beautiful stream running through the property, perfect for relaxing and enjoying the natural beauty of the Catskills.

This apartment in Windham offers direct access to Main Street's restaurants, shops, and bars, and is located just 0.6 miles from Windham Mountain Ski Resort.
This family-friendly condo spans 1240 square feet, accommodating up to 4 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen, in-unit laundry, air conditioning, and complimentary WiFi.

This Windham, New York cottage is conveniently located within a 15-minute walk of both the Catskill State Park and Windham Country Club, and a 2-mile drive from Windham Mountain Resort.
The pet-friendly cabin offers a fully equipped kitchen with a microwave and dishwasher, 1.5 bathrooms, a cozy fireplace, free Wi-Fi, and parking; nearby activities include hiking, golfing, and skiing.

This Windham mountain home is located less than a mile from Catskill State Park and 1.8 miles from the Windham Country Club, offering easy access to hiking, skiing at Windham Mountain Resort (also within 1 mile), and golfing.
This four-bedroom vacation rental sleeps eight guests and features a fully equipped kitchen with a refrigerator, microwave, and dishwasher, a patio, free WiFi, and a fireplace.

This five-bedroom Windham house, seconds from Windham Mountain Resort, is also conveniently located 11 miles from Hunter Mountain and 8.8 miles from Catskill State Park.
This 3000-square-foot home boasts a fully equipped kitchen, Jacuzzi, a garden, and sleeps up to 11 guests, perfect for families or groups enjoying skiing, hiking, or other mountain activities.

This vacation rental is located near Windham, offering stunning views of the surrounding mountains and a nearby horse farm. It's close to a pond and within easy reach of the Idyllic mountain range, making it a perfect spot for nature lovers. The property has consistently received excellent ratings for location, cleanliness, and overall experience.
This spacious home features a large, open floor plan with vaulted ceilings, comfortably accommodating up to 10 guests. The home has a well-equipped kitchen, a grand stone fireplace, multiple bedrooms and bathrooms, a TV loft, and a large deck with a fire pit and fire table.

This family-friendly apartment in Windham is set on 7 acres surrounded by trees with mountain views, located 5 miles from Windham Mountain and 10 miles from Hunter Mountain.
This 4-bedroom, 2-bathroom rental accommodates up to 8 guests and features a full kitchen, fast WiFi, dedicated workspaces, a gas fireplace, a smokeless fire pit, and amenities for children, including a crib and play structure.

This Windham townhome is situated steps from Windham Mountain Club, offering convenient access to outdoor recreation and located 3 miles from The Windham Path and 17 miles from Kaaterskill Wild Forest.
This 1360 sq ft residence accommodates up to 6 guests with 3 bedrooms, featuring king beds, a twin bunk, a portable crib, a private hot tub, a wood-burning fireplace, and full access to a heated indoor community pool.

This nine-bedroom Windham vacation home is located less than a mile from both Catskill State Park and Windham Mountain Resort, and 1.6 miles from the Windham Country Club, offering easy access to outdoor recreation.
This 4,080-square-foot property boasts a private balcony, swimming pool, spa, and BBQ grills, accommodating up to 25 guests with amenities including a fully equipped kitchen and free Wi-Fi.

This vacation home is located in Windham, just a short drive from the Windham Country Club and Windham Mountain Resort, making it a great option for those who want to be close to the action. This property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The home features 6 bedrooms and 4 bathrooms, with a spacious 3800 square feet of living space. The home includes a fully equipped kitchen, a fireplace, a jacuzzi, a terrace, and a garden, providing ample opportunities for relaxation and entertainment.

This Windham apartment is located just a minute's drive from Windham Mountain and within walking distance of local restaurants and shops, making it a convenient base for exploring the area. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The rental has two bedrooms, each with a king-size bed and an ensuite bathroom, comfortably accommodating up to seven guests. Enjoy modern amenities like a fully equipped kitchen, a fireplace, a hot tub, and a private patio with a fire pit, offering both indoor and outdoor relaxation and entertainment.

This brand-new, four-bedroom, four-bathroom farmhouse rental is located in Windham, NY, near Ski Windham, offering easy access to golf courses, restaurants, and attractions like Hunter Mountain and Zoom Flume.
The 8-guest house features a fully equipped kitchen with high-end appliances, radiant floor heating, WiFi, on-site hiking trails and a pond, plus an April promotion including a discounted gourmet dinner in a private barn; multiple houses on the property are available for larger groups.

This vacation home is located in Windham, just under 2 kilometers from Windham Mountain Resort and Windham Country Club, making it ideal for skiers, golfers, and outdoor enthusiasts. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom house features a comfortable sofa bed and free Wi-Fi, perfect for families or groups of friends. The fully equipped kitchen includes a refrigerator, oven, stovetop, and microwave, allowing guests to prepare their own meals. Enjoy the convenience of a terrace or balcony, a garden, and parking on-site.

This castle is located just 2 miles from Windham Mountain and 11 miles from Hunter Mountain, making it a great choice for families or groups looking to enjoy the area's winter sports. The castle is located in a peaceful, wooded setting, offering privacy and tranquility.
The castle has 3 bedrooms and 3 bathrooms, comfortably accommodating up to 11 guests. This unique dwelling features a fully equipped kitchen, a spacious living area, a garden, a tennis court, and parking, providing everything you need for a relaxing and enjoyable stay.

This Windham apartment is located just 0.8 miles from Windham Mountain Club and within walking distance of downtown, making it easy to explore the area's attractions and amenities. The apartment has received excellent ratings for cleanliness, location, and user experience.
This spacious rental is perfect for families and groups, accommodating up to 8 guests. The apartment features a fully equipped kitchen, a wood-burning stove, a large wraparound deck, and a dedicated playroom, offering plenty of space for relaxation and entertainment.