This Windham holiday home is conveniently located a short walk from Catskill State Park and Windham Country Club, and 3.2km from Windham Mountain Resort. This five-bedroom property boasts 194 square metres of floor space, sleeps nine guests, includes a fully equipped kitchen, washing machine, fireplace, and two bathrooms, making it ideal for families or groups visiting the Catskill region.
10 54 reviews
Windham, NY
26/06 – 05/07
NZ$720/nightTotal: NZ$6480 (9 )
"New Home" Idyllic Mt Views ,Pond & Horse Farm Views 2 Min To Town
3 2
apartment , Windham
This spacious holiday home is located just a short drive from the Windham Mountain Ski Resort, offering stunning views of the surrounding mountains, horse farm, and a grand pond. The property has received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The property has a large open floor plan with vaulted ceilings, a grand stone fireplace, and a spacious TV loft area, comfortably accommodating up to 10 guests. The home features a fully equipped kitchen, a spacious deck with an outdoor fire pit and fire table, and a peaceful and serene setting, perfect for relaxing and enjoying the beautiful surroundings.
9.6 40 reviews
Windham, NY
24/07 – 07/08
NZ$938/nightTotal: NZ$13132 (14 )
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.
9.6 72 reviews
Windham, NY
24/07 – 07/08
NZ$296/nightTotal: NZ$4144 (14 )
Windham, Near Town & Slopes, W/fire Pit
4 2
apartment , Windham
The Meadows vacation home is situated in Windham, New York, just a short distance from the town centre and offering views of the ski trails. This property has received excellent ratings for user experience, location, and cleanliness. This spacious home has four bedrooms and two bathrooms, accommodating up to eight guests. The property offers a range of modern amenities, including a fully equipped kitchen, air conditioning, a hot tub, a fire pit, and a large garden.
9.5 415 reviews
Windham, NY
19/08 – 23/08
NZ$361/nightTotal: NZ$1444 (4 )
Studio 3 Beds-slp 3. Downtown Windham. Next To The Ski Resort. Close To Hunter
2 2
studio , 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.
10 3 reviews
Windham, NY
26/06 – 05/07
NZ$705/nightTotal: NZ$6345 (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.
10 8 reviews
Windham, NY
24/07 – 26/07
NZ$605/nightTotal: NZ$1210 (2 )
The Mad Brook House | Walk To Main St, Windham
1 4
apartment , Windham
This renovated 1940s Catskills cottage is located by a brook, a short walk from Main Street in Windham, offering peaceful water sounds and convenient access to local shops and cafés. This two-bedroom flat accommodates up to four guests and features a fully equipped kitchen, air conditioning, Wi-Fi, on-site parking with an EV charger, and a propane fireplace, with a brand-new washer and dryer available for guest use.
10 26 reviews
Windham, NY
19/08 – 23/08
NZ$623/nightTotal: NZ$2492 (4 )
Your Windham Mtn. Getaway•hot Spa•bbq•2 Mi To Main
1 2
house , Windham
This Windham, New York townhouse, located in the Windham Ridge complex, is approximately 1.6 km from Windham's Main Street, 3.2 km from the Windham Mountain Club, and a 24-32 km drive from Hunter Mountain. The newly renovated property boasts two bedrooms, two-and-a-half bathrooms, sleeps six, and includes a fully equipped kitchen, spa hot tub, wood-burning fireplace, and family-friendly amenities such as a high chair and children's toys.
9.8 8 reviews
Windham, NY
24/07 – 26/07
NZ$895/nightTotal: NZ$1790 (2 )
Beautiful Windham Chalet 2 Minutes To The Mountain
4 4
chalet , Windham
This chalet is located in Windham, just 3 kilometres from the Windham Mountain ski resort, 16 kilometres from Catskill State Park, and 48 kilometres from the Hudson Athens Lighthouse. This 28-square-metre chalet offers 4 bedrooms, 2 bathrooms, and sleeps up to 21 guests, making it ideal for families or groups of friends, and features a fully equipped kitchen, an outdoor fireplace, and ski storage.
8.6 4 reviews
Windham, NY
24/07 – 07/08
NZ$814/nightTotal: NZ$11396 (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.
Windham, NY
19/08 – 23/08
NZ$466/nightTotal: NZ$1864 (4 )
Windhamway Mainstreet Retreat*5 Min To The Slopes
2 2
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.
9.9 495 reviews
Windham, NY
24/07 – 26/07
NZ$785/nightTotal: NZ$1570 (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.
Best family friendly Windham, NY holiday rentals
Among the 155 accommodations in Windham, NY, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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.
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.
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
What sports or outdoor activites can visitors enjoy in and around Windham, NY?
Windham is a great place for outdoor enthusiasts. In the winter, you can go skiing, snowboarding, snowshoeing, and ice skating. In the summer, you can hike, bike, swim, fish, play golf, and go whitewater rafting. There are also plenty of opportunities for rock climbing and zip-lining. And don't forget to check out the local farmers' markets for fresh produce and local crafts.
What are the best Airbnb and holiday rentals in Windham, NY?
What other towns or cities can be easily accessed from Windham, NY?
You can easily reach Catskill, a larger town with more amenities, in about 20 minutes. If you're looking for something a bit further afield, Albany, the state capital, is about an hour and a half drive away. It's a great place to visit for a day trip, with plenty of museums, historical sites, and restaurants to explore.
What amenities are commonly available in vacation rentals in Windham, NY?
Most vacation rentals in Windham come with basic amenities like a kitchen, bathroom, and bedrooms. Many also have fireplaces, decks, and hot tubs. Some rentals even have access to private pools or tennis courts.
What are the best holiday rentals with a pool in Windham, NY?
What time of year is best to rent a vacation rental Windham, NY?
The best time to rent a vacation rental in Windham depends on your interests. If you're looking to ski or snowboard, the winter months are ideal. If you prefer warmer weather, the summer months are perfect for hiking, biking, and swimming. Fall is a beautiful time to visit for the changing leaves, and spring offers a chance to see the area come alive with wildflowers.
What are the best rentals for families and kids in Windham, NY?
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.
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.
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.
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
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.
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.
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.
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.