
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 - 7 mins from ski mountain
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 :)

Mt. Wonder: Cozy Cabin w/ Hot Tub and Wow View
Welcome to the Wonder of the Catskills. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Just 10 min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub & an overall magical feel. Amenities galore incl the tub, BBQ, firepit, wood stove & stocked kitchen. Peruse our books, vibe in nature or enjoy hikes & cute towns nearby.

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!

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.

Windham Farmhouse Escape
Note: siding is just finishing & color is more gray/black trim. Set on 8+ acres, this former dairy farm is a breath of fresh air. The farmhouse, built in 1838, maintains its original charm with the benefits of an outdoor shower, outdoor barn movie screen, and hot tub. Amazing for cozy wintertime stays and summer getaways (2 ponds not for swimming & a seasonal creek, AC window units, pond-side fire pit, wraparound porch, 5 minutes to Windham center.

Lux Modern Cabin at Hunter Mountain
Modern private retreat in the heart of the Catskills with expansive views of Hunter Mountain that delivers an ultra-lux getaway experience. Casa Nevana is a brand-new construction. Enjoy each season of the Catskills in comfort and style. Immerse yourself in nature and slow living while experiencing luxurious accommodations and impeccable design. Follow us on IG @CasaNevana to see more of the home, local hot spots and more!

Big Red Retreat 3 min to Windham Mountain & Golf!
Welcome to Big Red – Your Ultimate Mountain Retreat! Nestled in the heart of the scenic Windham area, Big Red invites you to experience the perfect blend of comfort, convenience, and adventure. Whether you're here to hit the slopes at Windham Mountain, explore the tranquil Windham Path, or tee off at the nearby golf course, our spacious 6-bedroom, 2.5-bath home is your ideal basecamp for an unforgettable getaway.
Popular amenities for house rentals near Windham Mountain
House rentals with a pool

Private lakefront home, hot tub & resort amenities

Woodstock Family Home w/ Tree House + Heated Pool

Bluestone Escape - Where everyone is at home.

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

Highwoods Haven | saltwater pool and hot tub

Hudson River Sunset Getaway

Hawk View

MODERN FARMHOUSE in the WOODS
Weekly house rentals

True Ski-In/Ski-Out Cozy Family Trailside Chalet

The Mad Brook House | Walk to Main St, Windham

Cozy Mountain Cottage with Pond & Hot Tub

10 Min from Bellayre! Gingerbread House!

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

The Stone House

Mountain View Chalet: Ski, Hot Tub, Firepit, Games

Mountain and tree view cabin on 12 private acres
Private house rentals

Evergreen Manor, 6bdm, XLPool, Movie Room, Hot Tub

Excellent Comfort and Location

Europe in The Catskills

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

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

The Hensonville Honeypot- HotTub/Game Room/Bikes

Hot Tub, Sauna & Fire Pit. 10 min to ski

Ski Chalet • HotTub, Sauna, Gym, Game Room, Views
Pet-friendly house rentals

Upstate Waterfront Saugerties Retreat-Near HITS

Greenville Getaway|Paws & Pines: Hot Tub&Game Room

Scandinavian Cottage/Mountain Views/Fire pit

Pet Friendly, 10 mins to Hunter & Windham mountain

Tranquil Hideaway with Mountain Views and Hot Tub

Hot tub with stunning views, 5 min to Woodstock

Cheerful Catskill Village Cottage

Bluff House
Quick stats about house rentals near Windham Mountain

Total holiday rentals
Explore 30 holiday rentals in Windham Mountain

Nightly prices starting at
Windham Mountain holiday rentals start at £151 per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Windham Mountain holiday rentals include wifi 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
- Rentals with a firepit Windham Mountain
- Rentals with outdoor seating Windham Mountain
- Rentals with a washing machine and dryer Windham Mountain
- Rentals with a hot tub Windham Mountain
- Pet-friendly rentals Windham Mountain
- Rentals with pools Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with a patio Windham Mountain
- Ski-in/ski-out rentals 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
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Resorts World Catskills
- Howe Caverns
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Glimmerglass State Park
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Berkshire Botanical Garden
- June Farms
- Hancock Shaker Village
- Walkway Over the Hudson State Historic Park
- Poets' Walk Park
- Millbrook Vineyards & Winery
- New York State Museum




