
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.

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

Scandi A-Frame w/Hot Tub & Sauna
Escape to Wilderkaat {WILL-der-cat} ⮕ NEW GUT RENO 3-bed 2-bath Scandinavian modern A-frame chalet ⮕ 2 private wooded acres ~10 miles to Hunter & Windham ⮕ 8-person hot tub, cold plunge tub, 6-person barrel sauna ⮕ Backyard firepit w/Adirondack chairs & string lights ⮕ Outdoor games: bocce cornhole horseshoes disc golf ⮕ Fully stocked open kitchen, Weber grill, in & outdoor dining for 8 ⮕ Smart TVs & Sonos throughout, high-speed fiber WiFi ⮕ A Catskills perfect blend of relaxation & adventure

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 :)

Valley View Chalet: AC, Hot Tub, Firepit, Games
Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views and soak in the hot tub. Catch up in the vaulted room by the stone fireplace w/ a wide game selection, with a 2nd living room downstairs. Host a dinner party with our fully equipped kitchen. 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Great for groups, families, kids & pets. Fast 600mb internet, AC, EV charger, generator. WFH, newborn, pet friendly. 3+ nights get discounted rate

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!
Popular amenities for house rentals near Windham Mountain
House rentals with a pool

Heated Pool • Private • 4 Min to Woodstock

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

Upstate Modern Scandinavian Barn in the Catskills

Summer Paradise - Pool, Fire-pit, Nursery!
Weekly house rentals

The Mad Brook House | Walk to Main St, Windham

Cozy Mountain Cottage with Pond & Hot Tub

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

Modern Ski-Home With Views Near Hunter & Windham

Charming Home Lg/Mod Kit Hot Tub on Stream FirePit

Modern Mountain Retreat with Views on 18 Acres

Luxury Modern Windham 5BR/4.5BA, Sleeps 12.

Serendipity Lake House on Lake Heloise
Private house rentals

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

Catskill Mountains Cabin

Black Bear Lodge at Hunter Mountain

Lux Windham Getaway | Views & Indoor Heated Pool

Lux Hunter Mountain Retreat | Sauna + Game Room

Lux Farmhouse - Hot-tub/Sauna/Firepit/Game Room

Catskills Escape w/ Hot Tub & Fireplace

Blackwood Retreat • Hot Tub, Sauna & Fire Pit
Pet-friendly house rentals

Scandinavian Cottage/Mountain Views/Fire pit

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

Pet Friendly, 10 mins to Hunter & Windham mountain

The Stone House

Tranquil Hideaway with Mountain Views and Hot Tub

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 holiday rentals
Explore 30 holiday rentals in Windham Mountain

Nightly prices starting at
Windham Mountain holiday rentals start at £149 per night before taxes and fees

Verified guest reviews
Over 980 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 outdoor seating Windham Mountain
- Rentals with a patio Windham Mountain
- Rentals with pools Windham Mountain
- Pet-friendly rentals Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with a firepit Windham Mountain
- Ski-in/ski-out rentals Windham Mountain
- Rentals with a hot tub Windham Mountain
- Rentals with a washing machine and dryer 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
- Howe Caverns
- Glimmerglass State Park
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Hunter Mountain Resort
- June Farms
- Walkway Over the Hudson State Historic Park
- Millbrook Vineyards & Winery
- Naumkeag
- Poets' Walk Park
- Norman Rockwell Museum
- Hudson Chatham Winery
- Opus 40
- New York State Museum
- Rensselaer Polytechnic Institute





