Holiday Rentals in Windham

155 available vacation rental offers

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Windham holiday rentals
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Windham holiday rentals: compare the best deals

Best family friendly Windham holiday rentals

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

The Windham Cabin W/ Hot Tub - Windham
9.7 167 reviews
Windham
07/24 – 07/26
HK$3421/nighttotal: HK$6842 (2 )

The Windham Cabin W/ Hot Tub

1 4
cabin , Windham
This charming three-bedroom cabin is located just two kilometres from Ski Windham and 40 kilometres from Hunter Mountain, offering easy access to the area's best skiing and snowboarding. The cabin has received excellent ratings for its location, cleanliness, and user experience.
The property sleeps six guests comfortably and has a spacious living area, a fully equipped kitchen, and two bathrooms. It also features a private jacuzzi, a working fireplace, a game room with a foosball table and dartboard, and a large deck with stunning views of the surrounding mountains.
Luxury Ski In Ski Out Condo + Amenities - Windham
10 9 reviews
Windham
07/24 – 08/07
HK$4632/nighttotal: HK$64848 (14 )

Luxury Ski In Ski Out Condo + Amenities

3 2
apartment , Windham
This three-bedroom apartment is located at the base of Windham Mountain, just a short walk from the ski slopes. The property has consistently received excellent reviews for its location, cleanliness, and overall experience.
The apartment comfortably sleeps eight guests and offers a modern design with high-end finishes. Guests can enjoy a range of amenities, including a heated outdoor swimming pool, two hot tubs, a fitness centre, and a ski locker room with boot warmers.
Dancing Horse Farm In Windham: Spectacular 9 Bedroom Home, 30 Acres,  Ski Lodge - Windham
10 170 reviews
Windham
08/19 – 08/23
HK$18370/nighttotal: HK$73480 (4 )

Dancing Horse Farm In Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

9 2
chalet , Windham
The Lodge at Dancing Horse Farm is located in Windham, a rural area near a river, just a few kilometres from Windham Mountain Club and Hunter Mountain Ski and Snowboard Resort. This property has received excellent user ratings, making it a popular choice for travellers.
The lodge offers a spacious 427 square metre dwelling with 9 bedrooms, 5 bathrooms, and a capacity for 30 guests. The farm provides a range of amenities for relaxation and entertainment, including a large kitchen, dining room, great room, a 75” 4K HDTV, a pool table, a dart board, a stone patio, a wooden deck with seating, a gas BBQ grill, three fire pit areas, and private walking trails.
Timber Frame Home Only 5 Minutes From Windham Mountain - Perfect For 2 Families! - Windham
10 78 reviews
Windham
10/25 – 11/01
HK$3457/nighttotal: HK$24199 (7 )

Timber Frame Home Only 5 Minutes From Windham Mountain - Perfect For 2 Families!

4 2
apartment , Windham
This charming chalet is located just five minutes from Windham Mountain and a short drive from the town centre, offering a peaceful retreat in a secluded wooded setting. It has consistently received excellent ratings for user experience, location, and cleanliness.
The chalet spans 259 square metres and comfortably accommodates eight guests across four bedrooms and three bathrooms. It includes a fully equipped kitchen, a spacious living area with a fireplace, a private garden, a spa, and a terrace, making it ideal for families or groups looking for a relaxing getaway.

Best Windham holiday rentals with a fireplace

Condo In Windham Mountain Village - Windham
9.8 61 reviews
Windham
08/19 – 08/23
HK$6707/nighttotal: HK$26828 (4 )

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.
Scenic Catskills Oasis|2 Acres|creek|sunset Views - Windham
10 4 reviews
Windham
07/24 – 07/26
HK$4016/nighttotal: HK$8032 (2 )

Scenic Catskills Oasis|2 Acres|creek|sunset Views

1 4
apartment , Windham
This renovated 1800s farmhouse, offering 3 bedrooms and 2 bathrooms for up to 7 guests, is situated on 2 private acres just 3 minutes from Windham Mountain and 15 minutes from Hunter Mountain, boasting panoramic Catskill and Batavia Kill creek views.
The dog-friendly holiday cottage features a wraparound deck with a barbecue, an indoor fireplace, a sunroom with a 50-inch Smart TV, and a luxurious spa soaking tub, with original 1800s log framing adding historical character.
Cozy Cabin Condo By The Mountain, 5mins To Skiing! - Windham
10 18 reviews
Windham
07/24 – 08/07
HK$1672/nighttotal: HK$23408 (14 )

Cozy Cabin Condo By The Mountain, 5mins To Skiing!

2 2
apartment , Windham
This charming chalet is situated just 3 kilometres from Windham Mountain Resort and 3.2 kilometres from Windham Country Club, offering a tranquil escape in a rural setting. It boasts excellent user ratings, making it a popular choice for travellers.
The two-bedroom, two-bathroom property comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, air conditioning, a garden, parking, and Wi-Fi, ensuring a comfortable and enjoyable stay.
3-bedroom All-season Condo At Enclave In Amazing Windham On Mountain - Windham
10 2 reviews
Windham
07/24 – 07/26
HK$5776/nighttotal: HK$11552 (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.

Frequently asked questions about holiday rentals in Windham

Destinations nearby

Best Windham holiday rentals with jacuzzi

Cozy Rustic Bliss Seconds From Windham Mt Resort - Windham
Windham
08/19 – 08/23
HK$5388/nighttotal: HK$21552 (4 )

Cozy Rustic Bliss Seconds From Windham Mt Resort

5 2
house , Windham
This five-bedroom Windham house, a short distance from Windham Mountain Resort, is conveniently located 17.7km from Hunter Mountain and 14.2km from Catskill State Park.
The 279 square metre property boasts a fully equipped kitchen, Jacuzzi, garden, and accommodates up to 11 guests, offering free Wi-Fi, and is ideal for families or groups seeking winter sports access nearby.
2 Værelses Rækkehus Overfor Windham Mountain Ski Resort - Windham
9.8 185 reviews
Windham
08/19 – 08/23
HK$1710/nighttotal: HK$6840 (4 )

2 Værelses Rækkehus Overfor Windham Mountain Ski Resort

1 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.
The Mountain House Windham Retreat With Hot Tub! - Windham
9.8 150 reviews
Windham
10/25 – 11/01
HK$3660/nighttotal: HK$25620 (7 )

The Mountain House Windham Retreat With Hot Tub!

4 2
house , Windham
The Mountain House Windham Retreat is located in Windham, just 17 kilometres from Hunter Mountain and 16 kilometres from the Catskill State Park, offering easy access to both winter sports and outdoor activities. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This four-bedroom house spans 201 square metres and comfortably accommodates up to eight guests. The property offers a range of amenities including a fully equipped kitchen, a jacuzzi, a terrace, a garden, a spa, a bar, and parking.
Modern 3br/4ba Windham Chalet W/ Hot Tub, Views & Mins To Ski, Bars, Dining! - Windham
10 2 reviews
Windham
07/24 – 07/26
HK$6889/nighttotal: HK$13778 (2 )

Modern 3br/4ba Windham Chalet W/ Hot Tub, Views & Mins To Ski, Bars, Dining!

3 4
chalet , Windham
This Windham mountain lodge offers a private location with spectacular views, situated 5 minutes from Windham Mountain Resort and a short drive from Hunter Mountain.
This 3-bedroom mountain lodge accommodates up to 11 guests, featuring a 6-person outdoor hot tub, air conditioning, internet, and flexible sleeping arrangements, with nearby attractions including Zoom Flume and Mountain Top Arboretum.

Best Windham holiday rentals with parking

Grand Windham Retreat W/ Fire Pit & Game Room - Windham
8.6 4 reviews
Windham
07/24 – 08/07
HK$3709/nighttotal: HK$51926 (14 )

Grand Windham Retreat W/ Fire Pit & Game Room

2 2
cabin , Windham
This Windham lodge is conveniently located within 5km of Windham Vineyards and Winery, Catskill State Park, and less than 10km from Windham Mountain Resort and Ashland Park.
This 232 square metre property boasts four bedrooms, two bathrooms, sleeps six guests, and includes a fully equipped kitchen, terrace, garden, fitness centre, and parking, plus an on-site games room.
Unwind Windham, Chalet - Windham
10 3 reviews
Windham
07/24 – 07/26
HK$5568/nighttotal: HK$11136 (2 )

Unwind Windham, Chalet

4 4
apartment , Windham
This four-bedroom, three-bathroom flat in Windham is located within the Catskills, offering convenient access to Windham Mountain Resort, Hunter Mountain, Zoom Flume water park, and the Mountain Top Arboretum.
Accommodating up to six guests, this property provides internet access and a 11:00 AM check-out, ideal for exploring the area's outdoor activities and natural beauty.
2 Min Walk To Windham Town | Hot Tub | Fire Pit - Windham
10 3 reviews
Windham
07/24 – 07/26
HK$5438/nighttotal: HK$10876 (2 )

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

4 4
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.
New - Cozy Modern: Stunning Views,3 Mins Ski,bbq,fire Pit,game Room,walk To Town - Windham
10 12 reviews
Windham
08/19 – 08/23
HK$3737/nighttotal: HK$14948 (4 )

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.
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