
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.

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!

Private Waterfall Retreat on 10 acres
Newly renovated 2 BR private home in the Catskill foothills perched next to a beautiful waterfall and stream. Furnished with quality and care, with an eye toward modern style and comfort. Gas Grill on covered porch, Campfire area, & outdoor table and benches for dining outside! Hiking trails and swimming holes nearby. Walking distance to Zoom Flume Waterpark, 12 mile drive to Windham Mountain, 30 minutes to Hudson. But really no need to go anywhere once you settle in to this quiet retreat!

Spring in style @ Killercat Mountain House
Natural splendor meets seductive style at #killercatmountainhouse, a design-focused retreat 5 minutes from Hunter Mountain—and 13 minutes to Windham Mountain—that delivers a fresh & colorful Catskills experience. Embrace spring from our expansive deck, hot-barrel sauna, fire pit & roomy hot tub, or unwind by the fireplace w/records & games. Our Parisian-chic décor provides Insta-worthy moments inside & out, while our epic views & amenities allow outdoor enthusiasts to indulge all season long.

Private cabin in the Catskills
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!

Rustic Swedish Barn/Featured in Airbnb Magazine
Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.

Valley View Chalet: AC, 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/ a wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Located 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mb internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

Chalet with HotTub 5 min to Windham, 15 min Hunter
Cozy Chalet style house nestled in a quiet spot and 5 minutes to Windham Mountain and close to hiking trails 15 minutes to Hunter Mountain 40 minutes to Belleayre Mountain. Relax by the fireplace after skiing TV with Netflix, Amazon and Hulu. Confortable couch with a equipped kitchen With 3 bedrooms. This property has a beautiful yard. Fairly private yet close to everything. Supermarket and restaurants near by (5 min by car) 15 min. to Colgate Lake 25 min. to Kaaterskill Falls

Creekside Couple's Retreat w/Hot tub, Sauna & More
Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

Stay on Windham Mt- Mins to Main St + Hot Tub
A unique blend of architectural and design features, this home is one of a kind and perfect for your mountain getaway. The expansive 3800+ sq ft mountain retreat features 5 bedrooms, 5.5 bathrooms, and two large living areas, providing plenty of space to accommodate family & friends. There is also a brand new speakeasy bar to enjoy. Steps to the ski trail (or mountain biking) and hiking, golf, restaurants, and wedding venues, the location is ideal for all seasons.

Cozy Mountain Cottage with Pond & Hot Tub
Welcome to our beautiful mountain retreat in Hunter, NY! Our 3 bedroom, 2 bathroom home is the perfect getaway for folks during any season. 5 minutes to Hunter (Epic) 10 minutes to Windham Mountain Club High-speed internet (1GB downloading speeds) Work from Home setup (desk with external monitor and wireless printer) Indoor Fireplace (gas) Hot Tub (seats 7) Grill with pizza oven attachment Pet-Friendly! 2.5 hours from NYC 3 hours from Boston 3.5 hours from Philly
Popular amenities for house rentals near Windham Mountain
House rentals with a pool

Woodstock Family Home w/ Tree House + Heated Pool

Shaggerties Cozy Catskills Getaway

Gorgeous Villa Mntn Views • POOL • hot tub •grill!

Highwoods Haven | saltwater pool and hot tub

Hudson River Sunset Getaway

Hawk View

Woodstock Getaway - Heated Pool/Hot Tub/FirePit

MODERN FARMHOUSE in the WOODS
Weekly house rentals

Scandinavian Cottage/Mountain Views/Fire pit

The Mad Brook House | Walk to Main St, Windham

Cozy forest luxury cabin

Cozy Modern: views, 3 min ski, fire pit, game room

The Stone House

Tranquil Hideaway with Mountain Views and Hot Tub

Modern Mountain Retreat with Views on 18 Acres

Wow! Panoramic Mountain View, Minutes to Windham!
Private house rentals

Europe in The Catskills

Walk to town | 2 Mins to Ski | Windham Mill House

Lux Hunter Mountain Retreat | Sauna + Game Room

Renovated Home in Prime Windham Location

Comfy-Cozy Quads Hideaway

Modern Forest Retreat with Hot Tub and Sauna

Private 5 acre Windham Mountain Ski Retreat

“Amazing Mtn & Ski Slope Views “
Pet-friendly house rentals

Idyllic Mountain view Catskills home near Windham

Half Mile to Hunter w/ Views - Kaaterskill Kabin

Windham Farmhouse Escape

Secluded 55 acre Windham Getaway w/ 6BRs + Hot Tub

Pet Friendly, 10 mins to Hunter & Windham mountain

Hot tub with stunning views, 5 min to Woodstock

Mountain and tree view cabin on 12 private acres

Bluff House
Quick stats about house rentals near Windham Mountain

Total vacation rentals
Explore 30 vacation rentals in Windham Mountain

Nightly prices starting at
Windham Mountain vacation rentals start at G$41,844 GYD per night before taxes and fees

Verified guest reviews
Over 980 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Windham Mountain vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windham Mountain rentals

4.9 Average rating
Windham Mountain stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Pet-friendly rentals Windham Mountain
- Rentals with a fire pit Windham Mountain
- Rentals with pools Windham Mountain
- Rentals with outdoor seating Windham Mountain
- Ski-in/ski-out rentals Windham Mountain
- Rentals with a washer and dryer Windham Mountain
- Rentals with a fireplace Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with a patio Windham Mountain
- Rentals with a hot tub 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
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Howe Caverns
- Glimmerglass State Park
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Plattekill Mountain
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- June Farms
- Naumkeag
- Opus 40
- Berkshire Botanical Garden
- Walkway Over the Hudson State Historic Park
- Millbrook Vineyards & Winery
- Hancock Shaker Village
- New York State Museum
- Poets' Walk Park




