Compare Vacation Rentals & Airbnb in Windham, NY

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Windham, NY vacation rentals
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155 Rentals and Airbnb in Windham, NY

Best family friendly Windham, NY vacation rentals

Among the 155 accommodations in Windham, NY, here are the 4 best family friendly rentals

Modern Cozy Townhome In Windham - Windham, NY
10 1 review
Windham, NY
20/06 – 27/06
$291/nighttotal: $2037 (7 )

Modern Cozy Townhome In Windham

1 2
apartment , Windham
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.
Cozy Modern: Views, 3 Min Ski, Fire Pit, Game Room - Windham, NY
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.
Lux Windham Getaway - Views & Indoor Heated Pool - Windham, NY
9.0 1 review
Windham, NY
19/06 – 24/06
$1629/nighttotal: $8145 (5 )

Lux Windham Getaway - Views & Indoor Heated Pool

5 2
house , Windham
This Windham holiday home is situated 16km from Catskill State Park and 48km from Albany International Airport, offering easy access to both outdoor pursuits and travel connections.
This five-bedroom property boasts 307 square metres of living space, including an indoor and outdoor heated pool, a fully equipped kitchen, and accommodates up to 31 guests, perfect for large families or groups.
Red Fox Townhouse Miniature Golf & Spa Hot Tub, Corn Hole, Fire Pit & Bbq Grill - Windham, NY
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.

Best Windham, NY vacation rentals with a fireplace

Windham Home Near Mountain Biking & Hiking Trails! - Windham, NY
9.4 23 reviews
Windham, NY
19/06 – 24/06
$279/nighttotal: $1395 (5 )

Windham Home Near Mountain Biking & Hiking Trails!

2 2
apartment , Windham
This two-bedroom Windham holiday home is a short walk from Windham's Main Street, offering stunning mountain views.
The property features a fully renovated interior with a gas fireplace, ping pong table, and a covered patio with grill, accommodating up to four guests and including free WiFi, a washer/dryer, and parking for two cars.
Peaceful Woods At The Johnson Cottage - Windham, NY
10 18 reviews
Windham, NY
19/06 – 24/06
$487/nighttotal: $2435 (5 )

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.
Snowmaker’s Cottage Windham Ny - Windham, NY
10 3 reviews
Windham, NY
26/06 – 05/07
$346/nighttotal: $3114 (9 )

Snowmaker’s Cottage Windham Ny

1 2
apartment , Windham
This newly renovated apartment in the Catskill Mountains offers peaceful seclusion just 3.2 kilometres from Windham Mountain and less than 15 minutes' drive from Hunter Mountain, located two hours north of NYC.
This accommodation comfortably sleeps six guests and features two bedrooms, one bathroom, a well-equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, air conditioning, Wi-Fi, and a cozy electric fireplace.
Windham Home Near Mountain Biking & Hiking Trails! - Windham, NY
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.

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Best Windham, NY vacation rentals with jacuzzi

'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain - Windham, NY
10 11 reviews
Windham, NY
19/06 – 24/06
$2469/nighttotal: $12345 (5 )

'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.
Contemporary Renovated Retreat With Mountain Views, Ski-in/ski-out,... - Windham, NY
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.
2 Min Walk To Windham Town | Hot Tub | Fire Pit - Windham, NY
10 3 reviews
Windham, NY
20/06 – 27/06
$429/nighttotal: $3003 (7 )

2 Min Walk To Windham Town | Hot Tub | Fire Pit

4 2
apartment , Windham
This four-bedroom, two-bathroom Windham holiday home is situated a short 0.8km walk from Catskill Park, a 3.2km drive from Windham Mountain Ski Resort, and a 4.8km drive from Windham Country Club.
Sleeping up to eleven guests, the property offers Wi-Fi, air conditioning, a dryer, and an iron, plus essential toiletries; nearby attractions include Zoom Flume Water Park and Mountain Top Arboretum.
Ski In / Ski Out - Spacious 4-bedroom Townhome In  Windham - Windham, NY
Windham, NY
20/06 – 27/06
$2116/nighttotal: $14812 (7 )

Ski In / Ski Out - Spacious 4-bedroom Townhome In Windham

4 2
apartment , Windham
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.

Best Windham, NY vacation rentals with parking

1/2 Mi To Windham Mtn: Main Street Condo - Windham, NY
Windham, NY
19/06 – 24/06
$277/nighttotal: $1385 (5 )

1/2 Mi To Windham Mtn: Main Street Condo

1 2
apartment , Windham
This Windham apartment is centrally located, less than 0.8km from Windham Mountain Resort and close to Windham Country Club, offering easy walking access to local attractions.
The self-catering flat sleeps two guests, includes a kitchen with fridge, microwave, and dishwasher, plus air conditioning, free Wi-Fi, and on-site parking, ensuring a comfortable stay.
Eat, Drink, Play & Relax In Windham - Windham, NY
9.9 62 reviews
Windham, NY
20/06 – 27/06
$1467/nighttotal: $10269 (7 )

Eat, Drink, Play & Relax In Windham

5 2
apartment , Windham
This five-bedroom family-friendly house is located in the mountains of Windham, just 5km from Catskill State Park, Windham Mountain Resort, and Windham Country Club.
The 316 square metre property offers a range of amenities including a swimming pool, a tennis court and a spa, as well as a fully equipped kitchen and a fireplace.
New - Cozy Modern: Stunning Views,3 Mins Ski,bbq,fire Pit,game Room,walk To Town - Windham, NY
10 12 reviews
Windham, NY
19/06 – 24/06
$636/nighttotal: $3180 (5 )

New - Cozy Modern: Stunning Views,3 Mins Ski,bbq,fire Pit,game Room,walk To Town

3 2
apartment , Windham
This spacious Windham, New York holiday home is located 1.3 kilometres from Windham Mountain and within walking distance of Windham's town centre, offering easy access to restaurants, shops, and the Windham Spa.
The 179-square-metre, three-bedroom, two-bathroom property sleeps eight guests and features a newly renovated two-level layout, a fully equipped kitchen with a large island, a dedicated games room, and a wraparound deck.
Townhouse-slp 8 Mt View/6 Beds. Downtown Windham. Walk To Restaurants And Stores - Windham, NY
9.5 415 reviews
Windham, NY
19/06 – 24/06
$180/nighttotal: $900 (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.
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