Find short term rentals in Windham, NY at the best prices
116 available short term rental offers
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Best Short term and Weekly rentals in Windham, NY
10 2 reviews
Windham, NY
20/06 – 27/06
$683/nighttotal: $4781 (7 )
3-bedroom All-season Condo At Enclave In Amazing Windham On Mountain
3 2
apartment , Windham
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.
9.9 169 reviews
Windham, NY
20/06 – 27/06
$396/nighttotal: $2772 (7 )
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.
9.5 415 reviews
Windham, NY
19/06 – 24/06
$169/nighttotal: $845 (5 )
Townhouse-slp 8 Mt View/6 Beds. Downtown Windham. Walk To Restaurants And Stores
1 2
apartment , Windham
This property is located in Windham, within a mile of Windham Mountain Resort and Windham Country Club and within six miles of Ashland Park and Ashland Town Hall. It is situated in a peaceful setting, close to attractions but offering a relaxing escape from the hustle and bustle. The house has received excellent user ratings for location, cleanliness, and overall experience. This holiday home offers two bedrooms and a sofa bed, comfortably accommodating families or groups of friends. It comes equipped with free Wi-Fi, a fully equipped kitchen, parking, and a terrace or balcony, allowing guests to enjoy the beautiful surroundings.
10 8 reviews
Windham, NY
20/06 – 27/06
$244/nighttotal: $1708 (7 )
The Mad Brook House | Walk To Main St, Windham
1 2
apartment , Windham
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.
10 181 reviews
Windham, NY
20/06 – 27/06
$660/nighttotal: $4620 (7 )
5 Min To Skiing | Hot Tub | Fire Pit | Pool Table
1 2
cabin , Windham
This Windham Mountain lodge is situated a short 3.2km drive from Windham Mountain ski resort and 1.6km from Windham town centre, offering easy access to both slopes and amenities. Sleeping up to 10 guests, this recently refurbished property boasts two bathrooms, a private fishing pond, a hot tub, indoor games including a pool table and Pac-Man arcade, and panoramic Windham Mountain views from its deck.
10 2 reviews
Windham, NY
20/06 – 27/06
$392/nighttotal: $2744 (7 )
Luxurious Spacious 2 Br Condo Downtown Windham
1 2
apartment , Windham
This newly renovated, centrally located 2nd-floor flat in downtown Windham offers immediate access to local dining and markets, and is a mere 3-kilometre drive from Windham Ski Resort and scenic walking trails, with the golf course and Windham Manor less than 10 kilometres away. This apartment accommodates up to six guests, featuring two bedrooms (one with a king-size bed and en-suite bathroom, the other with two twin beds), a full kitchen, high-speed Wi-Fi, and a queen pull-out sofa in the spacious living room, with private electric key-code entry ensuring secure access.
10 1 review
Windham, NY
19/06 – 24/06
$457/nighttotal: $2285 (5 )
Vacation Rental Home ~ 2 Mi To Windham Mountain!
1 2
cottage , Windham
This Windham cottage enjoys a convenient location, being a 2.4km walk from Catskill State Park and Windham Country Club, and 3.2km from Windham Mountain Resort. The pet-friendly property offers a fully equipped kitchen with microwave and dishwasher, 1.5 bathrooms, free Wi-Fi, and a cosy fireplace, perfect for a relaxing break in the Catskill Mountains.
9.8 7 reviews
Windham, NY
19/06 – 24/06
$328/nighttotal: $1640 (5 )
Windham Home Near Mountain Biking & Hiking Trails!
2 2
apartment , Windham
This Windham vacation home, offered as 'Windham Vacation Rental: 1 Mi To Ski Resort!', is situated near Windham, New York, approximately 3.2 kilometres from both the Catskill State Park and Windham Mountain Resort, and 9.7 kilometres from Ashland Park. The 130 square metre property boasts three bedrooms, two bathrooms, sleeps four guests, and includes a fully equipped kitchen, washing machine, patio, fireplace, and parking.
9.8 68 reviews
Windham, NY
26/06 – 05/07
$393/nighttotal: $3537 (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.
10 13 reviews
Windham, NY
20/06 – 27/06
$713/nighttotal: $4991 (7 )
New 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 Sq Ft Of Mountan View Decks!
1 2
apartment , Windham
This five-bedroom house in Windham is ideally located just 2 kilometres from Windham Mountain Resort and Windham Country Club, making it a great choice for skiers, snowboarders, and golfers. The property has received excellent ratings for location, cleanliness, and overall user experience. The house is spacious and can accommodate up to 12 guests, with 6 bathrooms for added comfort and privacy. It comes equipped with a fully equipped kitchen, a fireplace, internet access, a terrace, and a garden, ensuring a comfortable and enjoyable stay.
10 51 reviews
Windham, NY
26/06 – 05/07
$772/nighttotal: $6948 (9 )
Family-ready Retreat, Games And Bbq
1 2
apartment , Windham
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.
9.8 50 reviews
Windham, NY
26/06 – 05/07
$311/nighttotal: $2799 (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.
Best family friendly Windham, NY Short term rentals
Among the 116 accommodations in Windham, NY, here are the 4 best family friendly rentals
9.6 8 reviews
Windham, NY
26/06 – 05/07
$867/nighttotal: $7803 (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.
9.7 136 reviews
Windham, NY
19/06 – 24/06
$1751/nighttotal: $8755 (5 )
Ski Mountain Chalet W/ Hot Tub, Fireplace, Game Room -Windham Mountain
6 2
apartment , Windham
This six-bedroom property is situated just 2.1 kilometres from Windham Country Club and 4.3 kilometres from Windham Mountain Resort, offering easy access to both attractions. The property has received excellent ratings for location, cleanliness, and user experience. The home spans 353 square metres and features a fully equipped kitchen, four bathrooms, a spa tub, a patio, barbecue grills, and a games room. Guests can enjoy a range of amenities including internet access, air conditioning, and parking.
9.8 61 reviews
Windham, NY
19/06 – 24/06
$907/nighttotal: $4535 (5 )
Condo In Windham Mountain Village
4 2
apartment , Windham
This apartment is located just 0.6 miles from Windham Mountain Resort and 1.5 miles from Windham Country Club, offering a peaceful mountain setting close to all the action. It has consistently received excellent reviews for its location, cleanliness, and overall experience. The property has three bedrooms and three bathrooms, comfortably accommodating up to twelve guests. Amenities include a swimming pool, jacuzzi, terrace, garden, parking, and a fully equipped kitchen, ensuring a relaxing and enjoyable stay.
10 18 reviews
Windham, NY
20/06 – 27/06
$399/nighttotal: $2793 (7 )
Peaceful Woods At The Johnson Cottage
1 2
apartment , Windham
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.
Best Windham, NY lodging with a fireplace
9.6 71 reviews
Windham, NY
20/06 – 27/06
$258/nighttotal: $1806 (7 )
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.
10 1 review
Windham, NY
26/06 – 05/07
$1155/nighttotal: $10395 (9 )
Ask About Spring Specials!
4 2
apartment , Windham
This brand-new, four-bedroom farmhouse is situated in Windham, New York, close to Ski Windham and within easy driving distance (approximately 30-60 km depending on the destination) of Hunter Mountain, Zoom Flume, and the Mountain Top Arboretum. The 4-bathroom property sleeps eight guests, boasting a fully equipped kitchen with high-end appliances, a private patio, and access to on-site hiking trails and a pond; the April culinary promotion offers a discounted gourmet dinner in the on-property barn.
Windham, NY
26/06 – 05/07
$1967/nighttotal: $17703 (9 )
Contemporary Renovated Retreat With Mountain Views, Ski-in/ski-out,...
5 2
apartment , Windham
This five-bedroom, four-bathroom ski-in/ski-out apartment is situated in the Catskills, a short distance from Windham Mountain Resort, Windham Path trails, and Windham Mountain Bike Park. The 370 square metre property boasts a game room with pool and foosball tables, a hot tub, and multiple fireplaces, comfortably sleeping up to twelve guests, and offering unparalleled access to Windham's outdoor activities.
9.9 49 reviews
Windham, NY
20/06 – 27/06
$539/nighttotal: $3773 (7 )
Serene Retreat In The Mountains!
1 2
apartment , Windham
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.
Frequently Asked Questions about short term rentals in Windham, NY
What are the best short term rentals in Windham, NY?
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.
10 88 reviews
Windham, NY
20/06 – 27/06
$984/nighttotal: $6888 (7 )
5-star. Luxury Condo, Heated Pool, Hot Tub, Ski In/out @ Windham
4 2
apartment , Windham
This spacious four-bedroom apartment is situated in the Whisper Creek condo complex, a short distance from the ski slopes and a few minutes' drive from the village centre. The property has received excellent ratings for location, cleanliness, and overall user experience. This self-catering property spans 168 square metres and comfortably accommodates up to 10 guests. Amenities include a fully equipped kitchen, a private terrace, a swimming pool, a jacuzzi, a fitness centre, a spa, and a dedicated ski equipment room with boot warmers.
Windham, NY
19/06 – 24/06
$608/nighttotal: $3040 (5 )
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.
Windham, NY
19/06 – 24/06
$609/nighttotal: $3045 (5 )
Ski, Hike & More: Year-round Gem In Windham
1 2
apartment , Windham
This Windham flat is situated within 2 kilometres of Catskill State Park and Windham Mountain Resort, and 2.8 kilometres from Windham Country Club, offering convenient access to outdoor pursuits and recreation. The apartment provides a well-equipped kitchen with a microwave and stovetop, two bathrooms, a dryer, and a fireplace, with public barbecue grills available for guest use.
Best Windham, NY lodging with laundry available
Windham, NY
20/06 – 27/06
$623/nighttotal: $4361 (7 )
Duplex King Suite · Marble Jacuzzi · Gas Fireplace · Steam Shower · Sleeps 4
1 2
apartment , Windham
This Windham mountain apartment is situated 3.4km from Windham Mountain Resort, a 15-minute walk from Catskill State Park and Windham Country Club. The 98-square-metre property features two bedrooms, two bathrooms, sleeps four, includes Wi-Fi, parking and in-unit laundry facilities, offering comfortable amenities such as a sofa bed and TV.
9.8 28 reviews
Windham, NY
19/06 – 24/06
$791/nighttotal: $3955 (5 )
Great For Families! 3 Minute Walk To Main Street & 1 Mile From Windham Ski Mt.
9 2
apartment , Windham
This nine-bedroom Windham holiday home is situated less than 1.6km from Catskill State Park and Windham Mountain Resort, and 2.6km from Windham Country Club, offering easy access to outdoor activities and golfing. The 379 square metre property boasts a swimming pool, jacuzzi, and spa, alongside a fully equipped kitchen, in-house laundry, and can comfortably accommodate up to 25 guests.
9.9 35 reviews
Windham, NY
20/06 – 27/06
$511/nighttotal: $3577 (7 )
Cozy Modern: Views, 3 Min Ski, Fire Pit, Game Room
1 2
apartment , Windham
Windy Hollow is a spacious holiday home located just 1.3 kilometres from Windham Mountain Club, a short walk from the centre of Windham, and within easy driving distance of other popular Catskill destinations. The property has excellent user, location and cleanliness ratings. The home is designed to accommodate up to 8 guests and features multiple gathering spaces, a dedicated playroom for children, a fully equipped kitchen and a wood-burning stove. Amenities include a jacuzzi, a garden, parking, internet access and a wraparound deck, perfect for enjoying the views and stargazing.
9.8 12 reviews
Windham, NY
20/06 – 27/06
$386/nighttotal: $2702 (7 )
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.