
House rentals near Windham Mountain
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Top-rated house rentals near Windham Mountain
Guests agree: these stays are highly rated for location, cleanliness, and more.
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Beautiful farmhouse with Mountain View- HITS- AC
Beautifully renovated 3 bedroom, 1.5 bath farmhouse on 3 acres. Close to Saugerties, Woodstock and Hunter Mountain yet with a large property and Mountain View! 4 minutes to HITS horse show! Close to Skiing! *NEW in 2025- Air Conditioning with mini splits throughout the home! The Hudson Valley has a lot to offer and we hope our home can be your cozy retreat to connect and unwind, cook delicious meals and sleep well as you explore and enjoy the area! Kid Friendly, Playground on the property!

Mountain View Chalet: Ski, Hot Tub, Firepit, Games
Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views, make smores, & soak in the hot tub. Catch up in the vaulted room by the fireplace w/ our wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Centrally located, 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mbps internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

Private Mt view escape- 3BR w/firepit near skiing!
Click: "Show more" to read description before booking. NO PETS Perched high on a private road, The Ridge is a 3 BR / 2 bath newly constructed modern farmhouse w/ sweeping mountain views! Relax & dine outdoors on the wrap around deck & discover all of the comforts of home inside the open concept living space. Set on 5 mountainside acres, 3 min to Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours

Catskills Retreat: Hot Tub | Fireplace | Firepit
Year-Round Catskills Retreat Escape to Five Star Cottage in Windham, NY, just 2 hours from NYC. This spacious 4-bedroom, 2.5-bath home features stunning mountain views, a cozy wood-burning fireplace, a hot tub, and a large deck for year-round enjoyment. Ski in the winter, and explore nearby hiking trails, lakes, and waterfalls in the warmer months. Ideal for families and groups seeking adventure, wellness, or a peaceful retreat. Book your stay today and experience the beauty of the Catskills!

Yanity House
You will have access to the entire house fully furnished. Pet's are welcome just keep paws clean its a beige rug. We want everyone to be comfortable, so please let us know how and what you would like to see improved if you rent the unit. We will improve the unit as per guest suggestions. Currently we do not have cable but we do have a dvd and game system in the living room - All the bedrooms have TV's, dvd players or bring your streaming device There currently is no phone but cell service works

Cheerful Catskill Village Cottage
Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

Wow! Panoramic Mountain View, Minutes to Windham!
This pristinely-kept vacation home has endless mountain views on rolling country acres. Come and stay just to get away, enjoy both the sunrise and sunset views from the expansive deck. Curl up by the wood burning fireplace or the outdoor fire-pit, or take a sunset plunge in our backyard hottub and enjoy the picturesque views of Windham, NY from across the valley. A serene 8 mile drive will take you into the historic Town of Windham, NY to enjoy a day of skiing, site-seeing, hiking or dining

Custom Catskills private retreat
This is a 2 bedroom 1 bath house located just 7 minutes from the Windham ski mountain. The house is surrounded by scenic land with few neighbors to be seen. Skiing, fall foliage, swimming holes, hiking, golf, antiquing, horseback riding, local farms are just a few things to name that this area has to offer. The house itself is a true retreat, you will leave totally re-charged - sweet air, bird chirping, star gazing, grilling, bong fire or simply enjoy a few days of not seeing another soul :)

Modern House with Mountain View @Getawind
Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Gingerbread House- a 1950s Catskills Chalet
Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

Modern Ski-Home With Views Near Hunter & Windham
Our home is a modern, relaxing space to decompress, explore, and take time to breathe in the fresh mountain air. Tailor-made for relaxation, family-time, and endless outdoor activities. Stoke a roaring fire indoors or outdoors in a beautiful fire pit for those cooler summer and fall nights. Close proximity to hiking and sunbathing at the lake in the summer and skiing in the winter.
Popular amenities for house rentals near Windham Mountain
House rentals with a pool

Catskills SKI HAUS Winter Wonderland

Gorgeous Villa MntnViews, nr SKI, firepl, hot tub!

Spacious 5BR Catskill winter retreat in Saugerties

Hawk View

MODERN FARMHOUSE in the WOODS

Woodstock Getaway - Heated Pool/Hot Tub/FirePit

Upstate Modern Scandinavian Barn in the Catskills

Warm & Comfortable Family Stay nr Woodstock
Weekly house rentals

Big Red Retreat 3 min to Windham Mountain & Golf!

Chalet with HotTub 5 min to Windham, 15 min Hunter

Dutch Touch Woodstock Cottage

Rustic Swedish Barn/Featured in Airbnb Magazine

Eagle Rock House

Lux Modern Cabin at Hunter Mountain

Athens, NY House - 1 Bedroom "Want to Get Away"?

Catskill Cottage | Walk to Downtown & River Views
Private house rentals

Excellent Comfort and Location

The Stone House

Private Chalet with Mountain Views

Mountain and tree view cabin on 12 private acres

Private Waterfall Retreat on 10 acres

Modern Prefabricated Architectural Retreat

Charming Cottage on 12 Secluded Acres + Hot Tub

Luxury Modern Windham 5BR/4.5BA, Sleeps 12.
Pet-friendly house rentals

Mountainside Farmhouse: 2 BR w/ Loft on 4.3 Acres

Idyllic Mountain view Catskills home near Windham

Pawfect Family Retreat w/fenced-in yard & Dog Park

Peaceful Woods at The Johnson Cottage

10acres Catskill Mntn vws, hot tub, fire pit, pond

Hot tub with stunning views, 5 min to Woodstock

Bluff House

Luxury Retreat Modern Mountain Hideaway
Destinations to explore
- Ski-in/ski-out rentals Windham Mountain
- Rentals with a washer and dryer Windham Mountain
- Rentals with a hot tub Windham Mountain
- Condo rentals Windham Mountain
- Rentals with outdoor seating Windham Mountain
- Pet-friendly rentals Windham Mountain
- Rentals with a fire pit Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with a patio Windham Mountain
- Rentals with pools Windham Mountain
- Rentals with a fireplace Windham Mountain
- House rentals Windham
- House rentals Greene County
- House rentals New York
- House rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- John Boyd Thacher State Park
- Howe Caverns
- Glimmerglass State Park
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Zoom Flume
- Norman Rockwell Museum
- Hunter Mountain Resort
- Plattekill Mountain
- Taconic State Park
- Butternut Ski Area and Tubing Center
- Albany Center Gallery
- Opus 40
- Peebles Island State Park
- Berkshire Botanical Garden
- Pineridge Cross Country Ski Area
- Hancock Shaker Village
- Huck Finn’s Playland, Albany
- Naumkeag
- Millbrook Vineyards & Winery




