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

Modern Cozy Townhome In Windham - Windham, NY
10 1 review
Windham, NY
19/08 – 23/08
NZ$436/nightTotal: NZ$1744 (4 )

Modern Cozy Townhome In Windham

2 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.
Modern Mountain View Chalet In Windham - Windham, NY
10 4 reviews
Windham, NY
24/07 – 07/08
NZ$985/nightTotal: NZ$13790 (14 )

Modern Mountain View Chalet In Windham

4 2
chalet , Windham
This Windham lodge is situated 5 minutes from Windham Mountain Resort and 15 minutes from Hunter Mountain, offering ski access and proximity to Zoom Flume water park.
This spacious four-bedroom property accommodates up to 10 guests, featuring a modern open-plan layout, a gourmet kitchen, a furnished deck with a fire pit, and high-speed WiFi for a comfortable stay.
Ski Chalet In Windham - Windham, NY
Windham, NY
24/07 – 26/07
NZ$1060/nightTotal: NZ$2120 (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.
The Windham Cabin W/ Hot Tub - Windham, NY
9.7 165 reviews
Windham, NY
24/07 – 26/07
NZ$751/nightTotal: NZ$1502 (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.

Best Windham, NY holiday rentals with a fireplace

Slope Views Luxe Windham Retreat With Hot Tub! - Windham, NY
9.1 124 reviews
Windham, NY
19/08 – 23/08
NZ$1153/nightTotal: NZ$4612 (4 )

Slope Views Luxe Windham Retreat With Hot Tub!

5 2
house , Windham
This luxurious five-bedroom home is situated in Windham, just 16 kilometres from Hunter Mountain and 14 kilometres from the Catskill State Park, offering easy access to both skiing and hiking adventures. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house is spacious, with a floor area of 297 square metres, and includes a fully equipped kitchen, a hot tub, and a garden, perfect for relaxing after a day of exploring the surrounding area. Guests can enjoy modern amenities like air conditioning, free Wi-Fi, and parking, making their stay as comfortable as possible.
Windham Alpine Ski Lodge | Fireplace & Slope Views - Windham, NY
9.7 7 reviews
Windham, NY
24/07 – 07/08
NZ$530/nightTotal: NZ$7420 (14 )

Windham Alpine Ski Lodge | Fireplace & Slope Views

1 2
chalet , Windham
This alpine chalet is located in Windham, within a short walk of the town's shops and restaurants, and mere minutes from the Windham ski slopes.
Accommodating up to nine guests, this four-bedroom, three-bathroom property offers panoramic ski-slope views, a fully equipped kitchen including a dishwasher and microwave, and a garden, with Wi-Fi and parking provided.
Wake Up To Mountain Magic Year-round (Hot Tub) - Windham, NY
9.9 78 reviews
Windham, NY
19/08 – 23/08
NZ$754/nightTotal: NZ$3016 (4 )

Wake Up To Mountain Magic Year-round (Hot Tub)

1 2
apartment , Windham
This cosy Windham cottage, near Hunter and Windham, New York, is a 7-8 minute drive from both Windham and Hunter Mountain ski resorts.
Sleeping six guests, this fully updated two-bedroom, one-bathroom property boasts a wood-burning stove, hot tub with mountain views, and a private fire pit; nearby Colgate and Silver Lake offer hiking, swimming, kayaking, and fishing opportunities.
Luxury Ski In Ski Out Condo + Amenities - Windham, NY
10 9 reviews
Windham, NY
24/07 – 26/07
NZ$1227/nightTotal: NZ$2454 (2 )

Luxury Ski In Ski Out Condo + Amenities

3 4
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.

Frequently asked questions about holiday rentals in Windham, NY

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Best Windham, NY holiday rentals with jacuzzi

Discounted Winter Rates Ski Retreat Hot Tub Fire Pit Windham Mountain House - Windham, NY
Windham, NY
19/08 – 23/08
NZ$1596/nightTotal: NZ$6384 (4 )

Discounted Winter Rates Ski Retreat Hot Tub Fire Pit Windham Mountain House

4 2
chalet , Windham
This secluded mountain lodge in Windham offers a private escape, situated 17.7 kilometres from Catskill State Park and 20.9 kilometres from Hunter Mountain.
Boasting 222 square metres of living space, this pet-friendly cabin accommodates up to 12 guests with one bedroom, two bathrooms, a fully equipped kitchen, air conditioning, a private hot tub, an outdoor swimming pool, and a fire pit, plus a baby safety gate for added convenience.
Ski Mountain Chalet W/ Hot Tub, Fireplace, Game Room -Windham Mountain - Windham, NY
9.7 136 reviews
Windham, NY
24/07 – 07/08
NZ$1848/nightTotal: NZ$25872 (14 )

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.
3 Bdrm/2 Bath In Windham Mountain Village Walking Distance To Mountain With View - Windham, NY
9.0 12 reviews
Windham, NY
24/07 – 26/07
NZ$1485/nightTotal: NZ$2970 (2 )

3 Bdrm/2 Bath In Windham Mountain Village Walking Distance To Mountain With View

3 4
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.
Charming 2-bedroom Townhome In Lovely Windham Mountain Village. Walk To Skiing. - Windham, NY
10 1 review
Windham, NY
24/07 – 26/07
NZ$1448/nightTotal: NZ$2896 (2 )

Charming 2-bedroom Townhome In Lovely Windham Mountain Village. Walk To Skiing.

2 4
apartment , Windham
This two-bedroom flat in Windham is conveniently located near Windham Mountain Resort and Hunter Mountain, with Zoom Flume water park and Mountain Top Arboretum also within easy reach.
This property sleeps up to six guests and features air conditioning, Wi-Fi, a swimming pool, jacuzzi, garden, and parking, offering a comfortable base for exploring the surrounding outdoor activities.

Best Windham, NY holiday rentals with parking

Fully Updated Townhome 200 Feet From Slopes Of Windham Mountain - Windham, NY
Windham, NY
26/06 – 05/07
NZ$2059/nightTotal: NZ$18531 (9 )

Fully Updated Townhome 200 Feet From Slopes Of Windham Mountain

3 2
apartment , Windham
This three-bedroom, three-bathroom townhome is situated in Windham, a mere 200 metres from the Windham ski lift, offering ski-in/ski-out access and walkable proximity to the resort.
This 149 square metre property accommodates up to eight guests with a king bed, two bunk beds, and a first-floor queen bedroom, and features a microwave, dishwasher, and boot-drying facilities, with easy access to Hunter Mountain, Catskill State Park, and Zoom Flume water park.
New Listing! Bright & Inviting 4 Br Chalet In Windham. 2 Miles To Slopes. - Windham, NY
Windham, NY
24/07 – 07/08
NZ$1473/nightTotal: NZ$20622 (14 )

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.
Modern Cozy Townhome In Windham - Windham, NY
Windham, NY
19/08 – 23/08
NZ$658/nightTotal: NZ$2632 (4 )

Modern Cozy Townhome In Windham

2 2
apartment , Windham
This 2-bedroom townhome in Windham is situated 5 minutes from Windham Mountain Club and local shops, placing you 5 kilometres from Catskill State Park and Bearpen Mountain State Forest.
This family-friendly property accommodates up to 5 guests with 2 bathrooms, a kitchen featuring a fridge, microwave oven, and dishwasher, and offers air conditioning, a terrace, garden, and parking.
2br/2ba Suite + Loft · Full Kitchen · Fireplace · Private Deck · Sleeps 6+ - Windham, NY
Windham, NY
24/07 – 26/07
NZ$1402/nightTotal: NZ$2804 (2 )

2br/2ba Suite + Loft · Full Kitchen · Fireplace · Private Deck · Sleeps 6+

2 4
apartment , Windham
This Windham mountain apartment is situated 2.4km from Windham Mountain Resort, a 15-minute walk from Catskill State Park and Windham Country Club.
The 116 square metre property features three bedrooms, two bathrooms, sleeps six, includes free Wi-Fi, in-unit laundry, and parking, offering convenient access to local attractions and outdoor activities.
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