
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.

Dutch Touch Woodstock Cottage
The Dutch Touch captures the best Woodstock has to offer. Be in the Village and secluded at the same time! This Woodstock treasure is surrounded by gardens, with Monet-worthy views, peaceful mountains and swaying pines. It’s your cozy and peaceful home away from home, yet only a short, pretty walk to the very center of the village. Dutch Touch is the "brain-child" of artist, Manette van Hamel, an early Woodstock arts colony resident whose work is held in the permanent collection of the Met. The kind of place one would expect an artist to build: Perfect for a romantic get-a-way or solo retreat. Recline on your own deck beside a sparkling stream, soak up the sun, read a good book, or walk into town and visit the galleries and shops, or zip up the mountain for hikes, a visit to the Buddhist Monastery or a tour of the Byrdcliffe arts colony. Winter visitors will love the open fireplace, and the fresh winter scent of forest, hearth and home.

Mountain 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/ 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!

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.

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!

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 :)

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. @AlpineLookout on IG

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!

Mountains Views & Private Stream
Enjoy incredible mountain views at this 4 bedroom, 2 bathroom retreat in the heart of the Catskills Mountains. Home to Gilboa’s Fossil Museum and a short drive to scenic Belleayre, Windham, and Hunter mountains, this ideal secluded oasis sits on 5 acres of gorgeous landscape with a babbling brook. Nearby attractions include Minekill Falls and the Pakatakan Farmer’s Market. Look no further for adventure in serenity. We would love to host your next escape to the mountains.

Charming Cottage on 12 Secluded Acres + Hot Tub
This Catskill cottage is situated on 12 secluded acres with stunning mountain and valley views. The main house features three well-appointed floors with two bedrooms downstairs, a primary bedroom with ensuite on the top floor and a wood burning stove on the main floor. The property also features a separate studio with a large stone patio, fire pit, cedar hot tub, pond, and scenic forest trail beyond. Close to skiing, hiking and golfing!

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

Cozy Woodstock Retreat—Near Village & Fireplace

Shaggerties - fun cozy catskill mountain getaway

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Hawk View

MODERN FARMHOUSE in the WOODS

Woodstock Retreat- Heated Pool/Hot Tub/FirePit

Upstate Modern Scandinavian Barn in the Catskills

Sunbeam Lodge: Sauna+Hot Tub, 50 Acres, ‘70s Oasis
Weekly house rentals

Idyllic Mountain view Catskills home near Windham

Big Red Retreat 3 min to Windham Mountain & Golf!
Woodstock Historic Artist Estate - The Pond House

Beautiful farmhouse with Mountain View- HITS- AC

The Stone House

Yanity House

Hot tub with stunning views, 5 min to Woodstock

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

Modern Treehouse w/ Spa, Walk to Hunter Mtn.

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Fall Fantasy Getaway

Windham MtView House•2 Mins to Main•Leafpeeping

Stony Clove Cottage - sleeps 6, *maximum 4 adults*

Rustic Swedish Barn/Featured in Airbnb Magazine

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

Luxury Retreat Experience Modern Mountain Hideaway
Pet-friendly house rentals

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

Sunswick Railcar: A 1940s Train Among the Trees

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

Cozy and Charming European Chalet

Bluff House

Modern Prefabricated Architectural Retreat

Cozy Winter Retreat w Wood Stove by Huyck Preserve

Peaceful Country Farmhouse
Destinations to explore
- Rentals with outdoor seating Windham Mountain
- Rentals with a washing machine and dryer Windham Mountain
- Ski-in/ski-out rentals Windham Mountain
- Condo rentals Windham Mountain
- Rentals with a hot tub Windham Mountain
- Rentals with a patio Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with a fire pit Windham Mountain
- Rentals with pools Windham Mountain
- Pet-friendly 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
- Minnewaska State Park Preserve
- Resorts World Catskills
- John Boyd Thacher State Park
- Howe Caverns
- Glimmerglass State Park
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- Plattekill Mountain
- Hunter Mountain Resort
- Opus 40
- Butternut Ski Area and Tubing Center
- Berkshire Botanical Garden
- Albany Center Gallery
- Peebles Island State Park
- Hancock Shaker Village
- Huck Finn’s Playland, Albany
- Pineridge Cross Country Ski Area
- Naumkeag




