Holiday Rentals in Windham, NY

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Windham, NY holiday rentals
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155 Holiday rentals and Airbnb in Windham, NY

Best family friendly Windham, NY holiday rentals

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

Windhamway Mainstreet Retreat*5 Min To The Slopes - Windham, NY
Windham, NY
24/07 – 26/07
261 €/nighttotal: 522 € (2 )

Windhamway Mainstreet Retreat*5 Min To The Slopes

2 4
apartment , Windham
This apartment in Windham Village is located on Main Street, a short distance from Windham Mountains and a 32-kilometre drive to Hunter Mountain.
This family-friendly property offers accommodation for up to six guests across two king bedrooms and a sleeping annex, featuring a fully equipped kitchen, air conditioning, a garden, and an infrared sauna.
Brand New 2 Bdr. Townhome Minutes From Windham Mtn - Windham, NY
10 10 reviews
Windham, NY
25/10 – 01/11
259 €/nighttotal: 1813 € (7 )

Brand New 2 Bdr. Townhome Minutes From Windham Mtn

2 2
apartment , Windham
This Windham mountain dwelling is situated near Catskill State Park, under 5km from Windham Country Club and Windham Mountain Resort, and within 14km of Hunter Mountain.
This 121 square metre property boasts two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, private patio, Wi-Fi, and access to a spa.
Cozy, Peaceful-3br (5 Beds)2.5 Bath Townhouse - Windham, NY
10 102 reviews
Windham, NY
25/10 – 01/11
209 €/nighttotal: 1463 € (7 )

Cozy, Peaceful-3br (5 Beds)2.5 Bath Townhouse

3 2
house , Windham
This townhouse is located in Windham Mountain Village, just a short distance from the base of Ski Windham in the Catskills, offering easy access to the slopes and scenic views. It has received excellent ratings for location, cleanliness and overall user experience.
The three-bedroom townhouse comfortably accommodates up to eight guests and features a fully equipped kitchen, perfect for families or groups. Enjoy amenities such as a swimming pool, hot tub, tennis courts, fitness centre and a well-stocked kitchen with everything you need for a comfortable stay.
Ski Chalet In Windham - Windham, NY
Windham, NY
24/07 – 26/07
533 €/nighttotal: 1066 € (2 )

Ski Chalet In Windham

3 4
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.

Best Windham, NY holiday rentals with a fireplace

Blue Spruce Chalet — Hot Tub, Pet Friendly - Windham, NY
10 65 reviews
Windham, NY
24/07 – 07/08
434 €/nighttotal: 6076 € (14 )

Blue Spruce Chalet — Hot Tub, Pet Friendly

3 2
chalet , Windham
This charming chalet is situated just 5 kilometres from Windham Mountain in the Catskills, offering easy access to the slopes and the surrounding natural beauty. It has received excellent ratings for its location, cleanliness, and overall user experience.
The spacious chalet comfortably accommodates up to 8 guests and features 3 bedrooms and 2 bathrooms. Guests can enjoy a wood-burning fireplace, a hot tub with stunning mountain views, a well-equipped kitchen, high-speed internet, and a large covered deck.
Cozycatskillchalet W/ Hot Tub (Catskill Mountains) - Windham, NY
9.9 497 reviews
Windham, NY
24/07 – 26/07
395 €/nighttotal: 790 € (2 )

Cozycatskillchalet W/ Hot Tub (Catskill Mountains)

1 4
cabin , Windham
This two-bedroom cabin is located in a rural area near Windham, New York, approximately 400 kilometres from New York City and close to the Hunter and Windham Mountains.
The property features a six-person hot tub, a Preway chiminea, an outdoor dining table with a fire pit, a five-burner stainless steel BBQ grill, and a full-size foosball table, a dartboard, and a record player for vinyl, CD, cassette, and Bluetooth music playback.
Ski, Hike And Golf Pet-friendly Windham Retreat - Windham, NY
Windham, NY
24/07 – 26/07
347 €/nighttotal: 694 € (2 )

Ski, Hike And Golf Pet-friendly Windham Retreat

3 4
house , Windham
This Windham holiday home, near local winter sports areas and 80 kilometres from Albany International Airport, offers convenient access to outdoor activities.
The 203-square-metre property sleeps up to 11 guests in three bedrooms, two bathrooms, and boasts a fully equipped kitchen with dishwasher, Wi-Fi, and a fireplace.
Peaceful Woods At The Johnson Cottage - Windham, NY
10 18 reviews
Windham, NY
24/07 – 26/07
333 €/nighttotal: 666 € (2 )

Peaceful Woods At The Johnson Cottage

1 4
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.

Frequently asked questions about holiday rentals in Windham, NY

Destinations nearby

Best Windham, NY holiday rentals with jacuzzi

5-star Lux Condo, Heated Pool, Hot Tub, Ski In/out @ Windham - Windham, NY
9.6 13 reviews
Windham, NY
25/10 – 01/11
615 €/nighttotal: 4305 € (7 )

5-star Lux Condo, Heated Pool, Hot Tub, Ski In/out @ Windham

4 2
apartment , Windham
This four-bedroom apartment is ideally located at the base of Windham Mountain, offering direct access to the slopes. It has received excellent user ratings, making it a popular choice for travellers.
The spacious apartment spans 173 square metres and comfortably accommodates up to 10 guests. You'll have access to a range of amenities including a swimming pool, jacuzzi, terrace, garden, and parking, as well as modern kitchen appliances and a brand new interior.
3 Bdrm/2 Bath In Windham Mountain Village Walking Distance To Mountain With View - Windham, NY
9.0 12 reviews
Windham, NY
19/08 – 23/08
571 €/nighttotal: 2284 € (4 )

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.
3-bedroom All-season Condo At Enclave In Amazing Windham On Mountain - Windham, NY
10 2 reviews
Windham, NY
24/07 – 26/07
638 €/nighttotal: 1276 € (2 )

3-bedroom All-season Condo At Enclave In Amazing Windham On Mountain

3 4
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.
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes! - Windham, NY
10 4 reviews
Windham, NY
25/10 – 01/11
556 €/nighttotal: 3892 € (7 )

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

5 2
apartment , Windham
This Hensonville property, near Catskill State Park (under 3.2km) and Windham Mountain Resort (7.2km), offers a convenient base for exploring the Windham area.
This five-bedroom, five-bathroom holiday home sleeps twelve guests and boasts a jacuzzi, tennis court, and a fully equipped kitchen including a dishwasher, alongside an arcade/game room and laundry facilities.

Best Windham, NY holiday rentals with parking

2 Værelses Rækkehus Overfor Windham Mountain Ski Resort - Windham, NY
9.8 185 reviews
Windham, NY
19/08 – 23/08
195 €/nighttotal: 780 € (4 )

2 Værelses Rækkehus Overfor Windham Mountain Ski Resort

2 2
resort , Windham
This townhouse is located at the top of Windham Mountain Village, just a short walk from the ski lodge and beginner lifts. The property has received excellent ratings for location, cleanliness, and overall experience.
The spacious townhouse, with a floor area of 91 square metres, can accommodate up to 8 people. It offers a fully equipped kitchen, a terrace with a gas grill, a fireplace, a community pool, a hot tub, tennis courts, a washer and dryer, and two parking spaces.
5-star. Luxury Condo, Heated Pool, Hot Tub, Ski In/out @ Windham - Windham, NY
10 88 reviews
Windham, NY
24/07 – 26/07
773 €/nighttotal: 1546 € (2 )

5-star. Luxury Condo, Heated Pool, Hot Tub, Ski In/out @ Windham

4 4
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.
Cozy Mtn-view Chalet Less Than 2 Mi To Windham Slopes - Windham, NY
8.0 1 review
Windham, NY
24/07 – 26/07
415 €/nighttotal: 830 € (2 )

Cozy Mtn-view Chalet Less Than 2 Mi To Windham Slopes

2 4
house , Windham
This Windham chalet is located less than 3.2km from Windham Mountain ski slopes, 16km from Hunter Mountain, and approximately 14km from Catskill State Park.
This 89 square metre property sleeps 11 guests, boasting two bedrooms, one bathroom, a fully equipped kitchen with dishwasher, a Jacuzzi, free Wi-Fi, and a fireplace.
Cozy Mtn-view Chalet < 2 Mi To Windham Slopes - Windham, NY
Windham, NY
24/07 – 07/08
324 €/nighttotal: 4536 € (14 )

Cozy Mtn-view Chalet < 2 Mi To Windham Slopes

1 2
chalet , Windham
This Windham lodge is situated 3.2km from Windham town centre and 3.2km from Windham Mountain Resort, offering easy access to shops, restaurants, and skiing.
The self-catering property sleeps two guests and features a kitchen with fridge, microwave, and dishwasher, plus free Wi-Fi, on-site parking, and a barbecue area; contactless check-in/out is available.
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