
Places to stay near Windham Mountain
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Top-rated holiday rentals near Windham Mountain
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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!

Red Fox Townhouse Alpine Hot Tub close to skiing
Red FoxTownhouse & Spa Hot Tub Spa Bathrobes & slippers provided Epic location to ski slope & town Clean & comfortable home 3 beautiful bedrooms 2 full bathrooms Well-stocked kitchen FREE Coffee - Mr Coffee unit Living room fireplace Fireplace - electric fire logs Large screen Smart TV Outside fire pit-firewood provided Weber BBQ grill-tools & propane tank Amazing spa hot tub with power jets & fountains Walking distance to the Chicken Run Restaurant & Bar The homeowners reside on premise

Windham Immaculate Ski Chalet Secluded Fire Pit
Super immaculate, upscale, classic ski chalet nestled on 1 private wooded acre. Close to Windham Mountain, & a short scenic drive to Hunter mountain. Features 3 bedrooms & 2 full baths & comfortably sleeps 4 adults and 4 children. Den & 2 bedrooms downstairs, complete with down comforters. 1 bedroom with a queen size bed, 1 with 2 bunk beds, sleeps 4, & full bath downstairs. Master bedroom upstairs. It has cathedral ceilings, large windows, fireplace mountain views in fall & winter. NO PETS!

Catskill Mts Artist Cabin Hike Ski Dine Firegaze
Here Now ! Beautiful winter hikes, skiing, dining, markets, firegazing… Our storybook cabin is privately nestled in the heart of the Catskill Mts, near seasonal stream and lake, under open sky, surrounded by forest. Enjoy very nearby skiing; Windham or Hunter Mt, winter hikes, dining, antique, art and farm mrkts. Experience true quiet, endless stars, staring into a wood fire, w/complimentary firewood, natural fabrics, authentic art/vintage design, full kitchen, rain shower, stone patio, grill.

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 :)

Hideaway Windham/Hunter Fireplace, Snow & Skiing
Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
At face value, IG: @cozycatskillchalet appears to be just a humble little getaway tucked in the Catksill Mountains of Windham, NY. But even the most discerning guests will be quickly spirited away by the rustic charm and postcard-eqsue surroundings all around. At night, can't-be-beat stargazing on the back deck (or while soaking in the hot tub) will have you convinced this humble hideaway is a lot more illustrious than it lets on. Disclaimer: The chalet is not a luxury hotel or property.

Luxury A-Frame Cabin in the Woods with Sauna
Modern, glass‑fronted A‑frame perched in the Catskills, offering sweeping mountain vistas. Relax in the private cedar barrel sauna & refreshing outdoor shower, gather round the smokeless propane fire-table, or fire up the propane grill for al‑fresco dinners. A stylish bedroom with woodland views, luxe linens, fast Wi‑Fi, and a cozy electric fireplace blend comfort with design. Minutes to trailheads, waterfalls & farmers markets - ideal for couples seeking a serene and restorative escape.

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!

Alpine Chalet on Spectacular Property
Inspired by their travels in the Swiss Alps, the hosts of the Mountaintop Chalet invite guests to their peaceful alpine guesthouse atop a mountain in the Northern Catskills. Nestled on a quiet, private road, the Mountaintop Chalet is just an 8 minutes drive to downtown Windham, NY, 10 minutes to Windham Mountain and 18 minutes to Hunter Mountain. This tranquil yet accessible setting makes it the perfect escape for couples, families and friends. Follow on Insta at mountaintop_chalet.

Little Red Cabin Near Windham & Hunter w/ Hot Tub
Nestled in the woods, our 3 bedroom cabin offers the perfect escape from the hustle and bustle of everyday life. The cozy interior features a warm, inviting atmosphere with all the amenities you need for a comfortable stay. The spacious living room is the perfect place to unwind after a long day of exploring the great outdoors, complete with a cozy fireplace and outdoor hot tub that offer stunning views of the surrounding landscape. Follow us on IG @thelittleredcabinny

Cozy Creekside Cabin | 5 Mins to Windham Mt!
Nestled in the hills of Windham NY, the Creekside Cabin is a hidden gem just under 2.5 hours from NYC. Ideal for families and small groups of friends, this cozy cabin features three bedrooms, one bathroom, a comfortable living room overlooking a tranquil creek, and a fully equipped kitchen with a wood-burning fireplace. Whether you're looking for a weekend escape or a longer retreat, the Creekside Cabin offers a peaceful and relaxing stay in a beautiful natural setting.
Popular amenities for holiday rentals near Windham Mountain
Apartment rentals with wifi

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

Windham Condo

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace

Cozy condo in Windham - Near Everything!

Lothbrok - on Main Street

Hunter Mtn. Close Clean Cozy Condo *Great Reviews*

Brand New Outdoor Hot Tub - Luxury 2 Bedroom Suite

Hunter Mtn. 2 Bdrm/2 Bth Condo, Sauna, Pvt Deck
Family-friendly house rentals

Retro-Chic Cabin in Woodstock - Sauna

Mountain house w/ Scandinavian BBQ hut Spa & more!

Original Windham Farmhouse

Chalet with HotTub 5 min to Windham, 15 min Hunter

Private Chalet with Mountain Views

Modern Ski-Home With Views Near Hunter & Windham

Modern Prefabricated Architectural Retreat

Modern Mountain Retreat with Views on 18 Acres
Apartment rentals with air conditioning

Black Cat Suites bright spacious garden suite

Catskill Village House - Mountain View Studio

Mountain View Retreat~Sunny Hill Golf / Skiing

Above SpringRise

Main St. Steps to everything. Comfort & Design.

Cosy Catskill Casita in the Middle of Village

Catskill Getaway, Ski Windham & Hunter Mountains

Chic Country Apt in Woodstock, NY
Other great holiday rentals near Windham Mountain

Home Alone Tiny

Gorgeous Modern Lodge w/ Mt View - 5 Min to Skiing

Cabin by the woods, Hunter Mountain & Kaaterskills

The Windham Cabin w/ Hot Tub

Windham Mountain Village 2 bedroom townhouse

Sweet Saugerties A-Frame - 30 mins from Hunter!

Cozy Retreat in the Catskills

Riverfront, Fireplace, 20 min to Hudson & Windham
Quick stats about holiday rentals in Windham Mountain

Total holiday rentals
Explore 70 holiday rentals in Windham Mountain

Nightly prices starting at
Windham Mountain holiday rentals start at $232 SGD per night before taxes and fees

Verified guest reviews
Over 1,780 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 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 washing machine and dryer Windham Mountain
- Apartment rentals Windham Mountain
- Rentals with pools Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with a fireplace Windham Mountain
- Rentals with a firepit Windham Mountain
- House rentals Windham Mountain
- Rentals with outdoor seating Windham Mountain
- Rentals with a hot tub Windham Mountain
- Ski-in/ski-out rentals Windham Mountain
- Rentals with a patio Windham Mountain
- Pet-friendly rentals Windham Mountain
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- John Boyd Thacher State Park
- Howe Caverns
- Glimmerglass State Park
- Bash Bish Falls State Park
- Cooperstown Dreams Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Plattekill Mountain
- Zoom Flume
- Cooperstown All Star Village
- New York State Museum
- The Egg
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Rensselaer Polytechnic Institute




