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

New Listing! Bright & Inviting 4 Br Chalet In Windham. 2 Miles To Slopes. - Windham, NY
Windham, NY
26/06 – 05/07
698 €/nighttotal: 6282 € (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.
5 Min To Windham, 15 Min To Hunter, 40 Min To Belleayre And Plattekill! - Windham, NY
10 7 reviews
Windham, NY
26/06 – 05/07
500 €/nighttotal: 4500 € (9 )

5 Min To Windham, 15 Min To Hunter, 40 Min To Belleayre And Plattekill!

4 2
apartment , Windham
This holiday home is located just 3 kilometres from Windham Mountain Resort and 2 kilometres from Windham Country Club, making it ideal for exploring the beautiful surrounding area. The property has received excellent ratings from previous guests.
This spacious 4-bedroom dwelling can comfortably accommodate up to 10 guests. The property offers a range of amenities, including a fully equipped kitchen, a garden, a patio, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Family-ready Retreat, Games And Bbq - Windham, NY
10 51 reviews
Windham, NY
26/06 – 05/07
477 €/nighttotal: 4293 € (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.
Windham Mountain Views!  Gorgeous Deck - Windham, NY
9.9 20 reviews
Windham, NY
26/06 – 05/07
336 €/nighttotal: 3024 € (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.

Best Windham, NY holiday rentals with a fireplace

Secluded And Scenic Large Townhouse - Windham, NY
9.9 50 reviews
Windham, NY
26/06 – 05/07
272 €/nighttotal: 2448 € (9 )

Secluded And Scenic Large Townhouse

1 2
house , Windham
This townhouse is situated in the Catskill Mountains, just 1.6 kilometres from the town of Windham, NY and 3.2 kilometres from Windham Mountain, offering easy access to both local amenities and outdoor activities. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The spacious townhouse can comfortably accommodate up to 12 guests across its three bedrooms and two bathrooms. Guests can enjoy a fully equipped kitchen, a fireplace, multiple decks, a kids' playroom, and a range of amenities, ensuring a comfortable and enjoyable stay for all.
Peaceful Woods At The Johnson Cottage - Windham, NY
10 18 reviews
Windham, NY
26/06 – 05/07
246 €/nighttotal: 2214 € (9 )

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.
Ski, Hike And More Year-round Gem In Windham - Windham, NY
Windham, NY
26/06 – 05/07
344 €/nighttotal: 3096 € (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.
2 Min Walk To Windham Town | Hot Tub | Fire Pit - Windham, NY
10 3 reviews
Windham, NY
26/06 – 05/07
355 €/nighttotal: 3195 € (9 )

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.

Frequently asked questions about holiday rentals in Windham, NY

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Best Windham, NY holiday rentals with jacuzzi

'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain - Windham, NY
10 11 reviews
Windham, NY
26/06 – 05/07
1223 €/nighttotal: 11007 € (9 )

'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.
297 M² Farmhouse ∙ 5 Bedrooms ∙ 14 Guests - Windham, NY
Windham, NY
26/06 – 05/07
598 €/nighttotal: 5382 € (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.
Ski In / Ski Out - Spacious 4-bedroom Townhome In  Windham - Windham, NY
Windham, NY
26/06 – 05/07
1286 €/nighttotal: 11574 € (9 )

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.
Windham Mountain Slope-side Escape W/ Private Hot Tub| Pets Welcome - Windham, NY
9.6 7 reviews
Windham, NY
26/06 – 05/07
397 €/nighttotal: 3573 € (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.

Best Windham, NY holiday rentals with parking

Luxury Windham Mtn Slope Side 3 Bdrm Condo - Windham, NY
9.4 8 reviews
Windham, NY
26/06 – 05/07
474 €/nighttotal: 4266 € (9 )

Luxury Windham Mtn Slope Side 3 Bdrm Condo

3 2
apartment , Windham
This apartment is situated just 1.4 kilometres from Windham Mountain Resort and 2.9 kilometres from Windham Country Club, making it an ideal base for exploring the area. The property has received excellent user ratings, indicating a high level of satisfaction from previous guests.
The apartment spans 141 square metres and comfortably accommodates up to eight guests. It features three bedrooms and three bathrooms, along with a range of amenities including a fully equipped kitchen, a swimming pool, a fitness centre, and a terrace.
Waterfront Secluded Log-house W/sauna, Games, More, Mins To Town & Activities - Windham, NY
9.6 40 reviews
Windham, NY
26/06 – 05/07
511 €/nighttotal: 4599 € (9 )

Waterfront Secluded Log-house W/sauna, Games, More, Mins To Town & Activities

4 2
cabin , Windham
This secluded lodge is located just a short drive from Windham town centre, offering a tranquil escape in a wooded area. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The spacious 195 square metre lodge accommodates up to 10 guests across 3 bedrooms, a loft bed, and a den. Enjoy modern conveniences like a fully equipped kitchen, Wi-Fi, cable TV, and a sauna, as well as outdoor activities like exploring the property, walking along the creek, and relaxing on the wrap-around deck overlooking the pond.
3-bedroom All-season Condo At Enclave In Amazing Windham On Mountain - Windham, NY
10 2 reviews
Windham, NY
26/06 – 05/07
478 €/nighttotal: 4302 € (9 )

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.
Ski, Hike & More: Year-round Gem In Windham - Windham, NY
Windham, NY
26/06 – 05/07
315 €/nighttotal: 2835 € (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.
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