
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.

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!

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 :)

Lux Hunter Mountain Retreat | Sauna + Game Room
NEW ♨️ Private Sauna + Family Game Room! Escape to our beautifully remodeled 3BR/2BA mountain retreat set on 6 private acres in Jewett. Relax in your private indoor sauna or enjoy the game room with arcade, foosball, and darts. 📍 ~10 minutes to Hunter & Windham Mountains 📍 ~2.5 hours from NYC — an easy year-round getaway Ski, hike, bike, swim, golf, fish, explore local vineyards, or dine out — all within 10 minutes. Then return to comfort, space, and peaceful mountain surroundings.

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

Mountain Chalet Retreat New Hot Tub
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

Catskills Retreat - Game Room, Hot Tub, EV charger
Welcome to our Mountain Chalet. Bring the whole family to this spacious retreat with plenty of room for fun and relaxation.This specious house, nestled on 2.5 acres, features 4 bedrooms, 3 full bathrooms, Hot Spring hot tub, a game room, a cozy gas fireplace, smart TVs, an EV charger and more. It has beautiful views. Located in the heart of the Catskills, 15 min from Windham Mountain, 20-25 min from Hunter and 40 min from Belleayre. Your perfect mountain getaway awaits!

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.

Mountain-Modern 5BR Home • Windham & Hunter • EV
A 5 bedroom , spacious, 5-acre mountain modern home boasting all comforts and amenities you could need in the heart of the Catskills! The house is tucked away, secluded, meanwhile just minutes away from lakes, hike trails, golfing, ATV rentals, breweries, farmers markets, restaurants, vineyards, local shops and skiing or snowboarding at either Windham Mountain resort or Hunter Mountain! Welcome to GreeneHaus!
Popular amenities for house rentals near Windham Mountain
House rentals with a pool

Hudson River Sunset Getaway

Charming home - views of Hunter Mountain slopes
Woodstock Historic Artist Estate - The Pond House

Summer Paradise - Pool, Fire-pit, Nursery!

Viewtop Farmhouse-Relax & enjoy summer by the pool

Upstate Modern Scandinavian Barn in the Catskills

Catskill Village Ski Hike Lake Pet Main St Pool

Highwoods Haven | saltwater pool and hot tub
Weekly house rentals

Pet Friendly, Close to Hiking and Mountain Lakes

Idyllic Mountain view Catskills home near Windham

Cozy Mountain Cottage with Pond & Hot Tub

Modern Forest Retreat with Hot Tub and Sauna

The Mad Brook House | Walk to Main St, Windham

“Ski/Hike/Mtn Bike out the door Trailside Chalet”

Family-ready retreat, games and BBQ

Europe in The Catskills
Private house rentals

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

Excellent Comfort and Location

Bluebird Cabin: Windham Mtn Views & Hot Tub

Wake Up to Mountain Magic Year-Round (Hot Tub)

Spacious Townhome for an Upstate getaway!

Cozy stylish Cabin in the Woods

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

EAT, DRINK, PLAY ... and Relax in Windham
Pet-friendly house rentals

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

Tranquil Hideaway with Mountain Views and Hot Tub

Hot tub with stunning views, 5 min to Woodstock

Rustic Swedish Barn/Featured in Airbnb Magazine

Mountain and tree view cabin on 12 private acres

Cozy Retreat | Walk to Shops, Hot Tub, Fenced Yard

Scandinavian Cottage/Mountain Views/Fire pit

Serendipity Lake House on Lake Heloise
Destinations to explore
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- June Farms
- Catamount Mountain Ski Resort
- Howe Caverns
- Glimmerglass State Park
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Taconic State Park
- Thacher State Park
- Mohonk Preserve
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Peekamoose Blue Hole
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Hudson Chatham Winery
- MVP Arena
- Naumkeag
- Lake Minnewaska
- New York State Museum
- Poets' Walk Park





