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.
Windham, NY
26/06 – 05/07
NZ$708/nighttotal: NZ$6372 (9 )
Ski, Hike & More: Year-round Gem In Windham
1 2
apartment , Windham
This Windham apartment is located 1 kilometre from the town centre, offering a convenient base for exploring the surrounding region's skiing and hiking opportunities. This pet-friendly accommodation for two includes Wi-Fi, air conditioning, parking, a barbeque area, and a kitchen equipped with a fridge, microwave, and dishwasher.
10 7 reviews
Windham, NY
26/06 – 05/07
NZ$887/nighttotal: NZ$7983 (9 )
Grand Windham Retreat With Fire Pit And Game Room
2 2
house , Windham
This Windham holiday home, situated 21 kilometres from Catskill State Park and 24 kilometres from Hunter Mountain, offers easy access to outdoor pursuits in the Catskill region. The 232 square metre property boasts two bedrooms, two bathrooms, a fully equipped kitchen including oven and microwave, a fitness centre, a game room, a fire pit, and parking, comfortably accommodating up to four guests.
10 6 reviews
Windham, NY
26/06 – 05/07
NZ$457/nighttotal: NZ$4113 (9 )
Five Ponds Mountain Retreat | 38 Acres • Trails
1 2
house , Windham
This modern 2-bedroom cottage is located on 38 acres in the Catskills, offering a private retreat just 2 kilometres from Windham town and ski resorts. This detached house features five private ponds, scenic walking paths, panoramic mountain views, and a bright, open-concept living area with a fully equipped kitchen, providing an ideal base for outdoor activities like hiking and snowshoeing for up to four guests.
10 83 reviews
Windham, NY
26/06 – 05/07
NZ$551/nighttotal: NZ$4959 (9 )
Walk To Town | 2 Mins To Ski | Windham Mill House
1 2
apartment , Windham
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.
Windham, NY
26/06 – 05/07
NZ$683/nighttotal: NZ$6147 (9 )
Ski, Hike And More Year-round Gem In Windham
3 2
house , Windham
This Windham holiday home is conveniently located 17.7km from Hunter Mountain and 15.1km from Catskill State Park, offering easy access to outdoor pursuits. This 149 square metre property sleeps 15 guests, boasting three bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, on-site parking, and a washing machine; an outdoor dining area completes this self-catering dwelling.
9.6 7 reviews
Windham, NY
26/06 – 05/07
NZ$790/nighttotal: NZ$7110 (9 )
Windham Mountain Slope-side Escape W/ Private Hot Tub| Pets Welcome
3 2
apartment , Windham
This townhome is situated in Windham, a brief walk from Windham Mountain Club and within a few kilometres of various outdoor recreation areas. This 126 square metre dwelling accommodates up to six guests, featuring three bedrooms, two bathrooms, a fully equipped kitchen with a microwave oven and dishwasher, air conditioning, a private hot tub, access to a heated indoor community pool and tennis courts, a wood-burning fireplace, on-site laundry facilities, and two designated parking spots.
9.9 114 reviews
Windham, NY
26/06 – 05/07
NZ$252/nighttotal: NZ$2268 (9 )
Little Bear’s Cottage
Great Location, Cozy & Cute
2 2
house , Windham
This Windham holiday home is conveniently located near the town centre, a short walk from amenities and within 8km of Windham Mountain and 24km of Hunter Mountain. The two-bedroom, one-bathroom property sleeps four guests and boasts a fully equipped kitchen (fridge, microwave), air conditioning, parking, and excellent guest reviews; nearby attractions include restaurants, bars, shops, and a bus stop.
9.6 29 reviews
Windham, NY
26/06 – 05/07
NZ$386/nighttotal: NZ$3474 (9 )
Vacation Rental Home ~ 2 Mi To Windham Mountain!
3 2
apartment , Windham
This spacious Windham holiday home is situated near Windham Mountain and approximately 16km from Hunter Mountain, offering convenient access to both ski resorts. Sleeping up to nine guests, this three-bedroom, one-and-a-half-bathroom property boasts a fully equipped kitchen, sunroom with mountain views, fireplace, and pet-friendly accommodation (additional charge applies); July 4th fireworks are visible from the property.
9.9 169 reviews
Windham, NY
26/06 – 05/07
NZ$518/nighttotal: NZ$4662 (9 )
Red Fox Townhouse Miniature Golf & Spa Hot Tub, Corn Hole, Fire Pit & Bbq Grill
3 2
apartment , Windham
This family-friendly holiday home is situated in the mountains of Windham, just 5 kilometres from Windham Mountain Resort and less than 10 kilometres from Ashland Park and Ashland Town Hall. It has received excellent ratings for its location, cleanliness, and overall experience. The property offers 2 bedrooms and 2 bathrooms, accommodating up to 4 guests within its 163 square metre floor area. Guests can enjoy a range of amenities, including a swimming pool, a jacuzzi, a terrace, a garden, a tennis court, and parking, as well as a fully equipped kitchen and free Wi-Fi.
9.6 72 reviews
Windham, NY
26/06 – 05/07
NZ$308/nighttotal: NZ$2772 (9 )
Windham, Near Town & Slopes, W/fire Pit
1 2
apartment , Windham
The Meadows vacation home is situated in Windham, New York, just a short distance from the town centre and offering views of the ski trails. This property has received excellent ratings for user experience, location, and cleanliness. This spacious home has four bedrooms and two bathrooms, accommodating up to eight guests. The property offers a range of modern amenities, including a fully equipped kitchen, air conditioning, a hot tub, a fire pit, and a large garden.
9.8 68 reviews
Windham, NY
26/06 – 05/07
NZ$483/nighttotal: NZ$4347 (9 )
Modern Windham Retreat W/ Hot Tub & Fire Pit
1 2
apartment , Windham
This modern apartment is located just a short walk from Windham town centre and a minute's drive from Windham Mountain, offering easy access to restaurants, shops and attractions. It boasts excellent user, location and cleanliness ratings. The apartment has two bedrooms, each with a king-size bed and an ensuite bathroom, comfortably accommodating up to seven guests. Amenities include a fully equipped kitchen, air conditioning, a jacuzzi, a garden, parking, and access to a stream for fishing and swimming.
Best family friendly Windham, NY holiday rentals
Among the 155 accommodations in Windham, NY, here are the 4 best family friendly rentals
9.8 50 reviews
Windham, NY
26/06 – 05/07
NZ$383/nighttotal: NZ$3447 (9 )
Windham Presidential Suite 0.1 Miles
1 2
apartment , Windham
This three-bedroom apartment is located just 5 kilometres from Windham Mountain, offering easy access to the slopes and a range of local amenities. Guests have consistently rated the apartment excellent for its location, cleanliness, and overall experience. The apartment is spacious and modern, comfortably accommodating up to six guests. It features a well-equipped kitchen, a luxurious master bedroom with a Jacuzzi tub, and high-speed internet, ensuring a comfortable and enjoyable stay.
9.9 175 reviews
Windham, NY
26/06 – 05/07
NZ$300/nighttotal: NZ$2700 (9 )
Cutest Cabin In Windham On Site Miniature Golfing With Fire Pit And Bbq
1 2
cabin , Windham
This family-friendly lodge is located in the mountains near Windham, within a short drive of Windham Mountain Resort and Windham Country Club. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers. The property has one bedroom and one bathroom, spanning 65 square metres and accommodating up to two guests. It comes equipped with modern amenities like free Wi-Fi, a Smart TV, and a kitchenette, as well as outdoor features such as a garden, barbecue grills, and a patio.
9.6 8 reviews
Windham, NY
26/06 – 05/07
NZ$1067/nighttotal: NZ$9603 (9 )
Great For Families & Groups!
4 2
apartment , Windham
This family-friendly house is located in the mountains of Windham, just 3.2 kilometres from Windham Mountain Resort and Windham Country Club, and within a 19.3 kilometre radius of Zoom Flume and Mountain Top Arboretum. The property has received excellent user ratings, reflecting its comfortable and enjoyable atmosphere. This spacious house can accommodate up to 12 guests and features four bedrooms and two bathrooms. It offers a fully equipped kitchen, a relaxing garden with a terrace, and free WiFi, ensuring a comfortable and enjoyable stay for all.
Windham, NY
26/06 – 05/07
NZ$1388/nighttotal: NZ$12492 (9 )
New Listing! Bright & Inviting 4 Br Chalet In Windham. 2 Miles To Slopes.
4 2
chalet , Windham
This non-smoking mountain lodge in Windham is located in a rural area, offering convenient access to outdoor pursuits, with Windham Ski Resort just a 5-minute drive away and Catskill Park a 10-minute walk from the property. This family-friendly chalet accommodates up to 12 guests across four bedrooms and two and a half bathrooms, featuring amenities such as free Wi-Fi, a fully equipped kitchen with a lobster pot, a hot tub, and on-site covered parking for a comfortable stay.
Best Windham, NY holiday rentals with a fireplace
9.8 12 reviews
Windham, NY
26/06 – 05/07
NZ$483/nighttotal: NZ$4347 (9 )
On The Mountain In Windham, New York In The Catskills
4 2
apartment , Windham
This Windham mountain property is situated less than 1.6km from both the Catskill State Park and Windham Mountain Resort, and 2.9km from the Windham Country Club, offering easy access to hiking, skiing, snowboarding, and mountain biking. Sleeping eight guests in four bedrooms, this holiday home boasts a fully equipped kitchen with fridge, microwave, and dishwasher, a patio, garden, parking, free Wi-Fi, and a fireplace, perfect for family getaways or group trips.
Windham, NY
26/06 – 05/07
NZ$627/nighttotal: NZ$5643 (9 )
Ski, Hike & More: Year-round Gem In Windham
3 2
apartment , Windham
This Windham holiday home is conveniently located near Windham Mountain Ski Resort and Hunter Mountain, offering easy access to outdoor recreation. The 149-square-metre (approximately 1600 square feet) property sleeps eight guests in three bedrooms and two bathrooms, and is close to Zoom Flume water park and the Mountain Top Arboretum.
9.9 20 reviews
Windham, NY
26/06 – 05/07
NZ$669/nighttotal: NZ$6021 (9 )
Windham Mountain Views! Gorgeous Deck
1 2
apartment , Windham
This Windham holiday home, a unique timber-framed property, is situated 2 minutes (approx. 3.2km) from Windham town centre, offering easy access to local shops and restaurants, and boasting panoramic views of the Black Dome Mountains and Windham ski area. The spacious 3-bedroom, 2-bathroom dwelling sleeps 8 guests, features a well-equipped kitchen with dishwasher, a large deck with BBQ, 5 acres of grounds with outdoor games, and a fitness centre, perfect for families seeking a relaxing yet active escape.
Windham, NY
26/06 – 05/07
NZ$522/nighttotal: NZ$4698 (9 )
Mountain Cabin With Scenic Views And Hot Tub
2 2
cabin , Windham
This two-bedroom lodge in Windham is situated 15 km from Catskill State Park, 47 km from the Hudson Athens Lighthouse, and 18 km from Hunter Mountain. The 167 square metre property offers a fully equipped kitchen, a hot tub, and a garden, and can comfortably accommodate up to 9 guests.
Frequently asked questions about holiday rentals in Windham, NY
What sports or outdoor activites can visitors enjoy in and around Windham, NY?
Windham is a great place for outdoor enthusiasts. In the winter, you can go skiing, snowboarding, snowshoeing, and ice skating. In the summer, you can hike, bike, swim, fish, play golf, and go whitewater rafting. There are also plenty of opportunities for rock climbing and zip-lining. And don't forget to check out the local farmers' markets for fresh produce and local crafts.
What are the best Airbnb and holiday rentals in Windham, NY?
What other towns or cities can be easily accessed from Windham, NY?
You can easily reach Catskill, a larger town with more amenities, in about 20 minutes. If you're looking for something a bit further afield, Albany, the state capital, is about an hour and a half drive away. It's a great place to visit for a day trip, with plenty of museums, historical sites, and restaurants to explore.
What amenities are commonly available in vacation rentals in Windham, NY?
Most vacation rentals in Windham come with basic amenities like a kitchen, bathroom, and bedrooms. Many also have fireplaces, decks, and hot tubs. Some rentals even have access to private pools or tennis courts.
What are the best holiday rentals with a pool in Windham, NY?
What time of year is best to rent a vacation rental Windham, NY?
The best time to rent a vacation rental in Windham depends on your interests. If you're looking to ski or snowboard, the winter months are ideal. If you prefer warmer weather, the summer months are perfect for hiking, biking, and swimming. Fall is a beautiful time to visit for the changing leaves, and spring offers a chance to see the area come alive with wildflowers.
What are the best rentals for families and kids in Windham, NY?
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
4 2
apartment , Windham
This spacious log home is located just 3.2 kilometres from Windham Mountain Ski Resort, offering a peaceful retreat in the countryside. It has received excellent ratings for location, cleanliness, and user experience. The property features four bedrooms and three bathrooms across 372 square metres of living space. Amenities include a private hot tub, a terrace, a garden, parking, and a fully equipped kitchen.
Windham, NY
26/06 – 05/07
NZ$1190/nighttotal: NZ$10710 (9 )
297 M² Farmhouse ∙ 5 Bedrooms ∙ 14 Guests
5 2
farm , Windham
This Windham resort area holiday home is located within walking distance of Windham Mountain Resort, offering direct ski access and slope views, with local wineries, eateries, and Catskill Mountain beauty readily accessible. This spacious 276 square meter property accommodates up to 14 guests, featuring five bedrooms, three bathrooms, a private hot tub on the deck, bicycles for guest use, and a fire pit, with multiple living areas and three fireplaces providing a cosy atmosphere.
9.9 40 reviews
Windham, NY
26/06 – 05/07
NZ$479/nighttotal: NZ$4311 (9 )
Panoramic Mountain View Townhome With Hot Tub
4 2
apartment , Windham
This apartment is located just outside of downtown Windham, offering stunning views of Windham Mountain and easy access to the town centre, shops, restaurants and attractions. It has received excellent ratings for its location, cleanliness and overall experience. The four-bedroom property can comfortably accommodate up to eight guests and features a spacious living area. Amenities include a fully equipped kitchen with a fridge, freezer, microwave oven and dishwasher, as well as air conditioning, a Jacuzzi, a private deck and a hot tub.
9.0 12 reviews
Windham, NY
26/06 – 05/07
NZ$1152/nighttotal: NZ$10368 (9 )
3 Bdrm/2 Bath In Windham Mountain Village Walking Distance To Mountain With View
3 2
apartment , Windham
This Windham mountain property is situated 2.4km from Windham Country Club, a 15-minute walk from both the Catskill State Park and Windham Mountain Resort. This four-bedroom, two-bathroom holiday home sleeps nine guests and boasts an indoor pool, hot tub, tennis court, BBQ grills, fully equipped kitchen, and fireplace; enjoy nearby hiking, skiing, and other outdoor activities.
Best Windham, NY holiday rentals with parking
10 54 reviews
Windham, NY
26/06 – 05/07
NZ$932/nighttotal: NZ$8388 (9 )
"New Home" Idyllic Mt Views ,Pond & Horse Farm Views 2 Min To Town
4 2
apartment , Windham
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.
9.0 2 reviews
Windham, NY
26/06 – 05/07
NZ$943/nighttotal: NZ$8487 (9 )
Windham Castle With A View & Minutes To Skiing!
5 2
apartment , Windham
This castle is located in Windham, just 3.2 kilometres from Windham Mountain and 17.7 kilometres from Hunter Mountain, offering a peaceful retreat in the heart of the Catskill Mountains. It is a short drive from the village centre, where you can find shops and restaurants. The castle has three bedrooms and three bathrooms, comfortably accommodating up to eleven guests. The property features a garden, a tennis court, and a kitchen equipped with a fridge, microwave oven, and dishwasher.
Windham, NY
26/06 – 05/07
NZ$995/nighttotal: NZ$8955 (9 )
Ski Chalet In Windham
3 2
chalet , Windham
This Windham lodge is located 3.2 kilometres from Windham Mountain Resort and less than two hours from New York City, offering a convenient escape. This family-friendly property accommodates seven guests across three bedrooms and two bathrooms, featuring a well-equipped kitchen, a sunken great room with a fireplace, and a finished basement game room with Foosball and karaoke.
Windham, NY
26/06 – 05/07
NZ$548/nighttotal: NZ$4932 (9 )
Vacation Rental Home ~ 2 Mi To Windham Mountain!
1 2
, Windham
This Windham cottage is situated 2 kilometres from Windham town centre, near Windham Country Club and Windham Mountain Resort. Sleeping two guests, the self-catering property boasts a kitchen with fridge, microwave, and dishwasher, free Wi-Fi (on request), one bathroom, free on-site parking, and allows pets.