Places to stay near Windham Mountain

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Top-rated vacation rentals near Windham Mountain

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Guest favorite
The open living area features elevated ceilings with wooden beams and large windows flooding the space with natural light. A wood-burning fireplace is positioned beneath a wall-mounted TV, flanked by two rocking chairs and a circular coffee table set on a textured area rug.
Townhouse in Windham
4.95 out of 5 average rating, 104 reviews

Lothbrok - the "B" side - 2 mile slopes & town

5 min to Windham Mountain / easy 15-19 min to Hunter! 1 mile to Windham's Main Street - restaurants, pubs, movie theatre & shopping. Remodeled with luxury vinyl flooring, low VOC paint, LED lighting, Culligan water treatment, excellent cell phone service & FREE WiFi means no issues making calls/texts/internet. We kept some of the groovy charm of the 1970's (spiral stairs) and brought the house into this century looking brand new again. NOT SAFE for babies, children under 12 or pets. No smoking.

Top guest favorite
An inviting living area features wooden beams and warm tones. A comfortable sofa with decorative pillows faces a wood stove, while a well-equipped kitchen is visible in the background. Light filters through multiple windows, highlighting the natural wood cabinetry and charming kitchen appliances.
Guesthouse in Windham
5 out of 5 average rating, 139 reviews

Catskill Mts Artist Cabin: Fall Hiking, Dining…

Here now Beautiful Fall exploring, hiking, outdoor dining and farm mkts. Our storybook cabin is privately nestled in the heart of the Catskill Mtns, near a seasonal stream and lake, under open sky, surrounded by forest, Enjoy very nearby skiing (Windham Mt, Hunter Mt.) swimming, kayaking, hiking, dining, mkts. Experience true quiet, endless stars, indoor and outdoor wood fires, complimentary firewood, natural fabrics, authentic art/vintage design, full kitchen, rain shower, stone patio, grill…

Guest favorite
A cozy bedroom features a spacious bed with a patterned quilt. Bright natural light fills the room through large windows, complemented by soft window treatments. A comfortable chair, wooden dresser, and wall-mounted television add to the inviting space's functionality and warmth.
Townhouse in Windham
4.88 out of 5 average rating, 158 reviews

Amazing + pet friendly gem in the heart of Windham

Amazing 2 floor spacious getaway with A/C just minutes away from Windham Mountain ski resort, hiking trails, and great restaurants. Family friendly home with a large inviting living room, 2 spacious bedrooms, 2 full bathrooms and wood burning fireplace. Updated kitchen appliances, super-fast Wi-Fi and 3 smart TV's. Many extras including parking, 2 tennis courts, swimming pool and firepit. BBQ Grill on private back deck with scenic views. Winter season rentals preferred during Dec - March.

Top guest favorite
Condo in Windham
4.9 out of 5 average rating, 217 reviews

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.

Superhost
A spacious outdoor deck is visible, furnished with a round table surrounded by several chairs and a lantern on top. A comfortable seating area with a couch is positioned nearby, set against a backdrop of lush greenery.
Condo in Windham
4.67 out of 5 average rating, 121 reviews

Windham Condo

This condo is right off Route 23, minutes from Windham Mountain. Head to the Catskills to enjoy the great outdoors. The complex has a pool, 2 tennis courts and a fire pit. Enjoy the mountain air while working from home with dedicated Wifi. We have a well-stocked kitchen, wood-burning fireplace, and comfy deck. You are in place to enjoy all the skiing, hiking, mountain biking, and golf Windham has to offer. Only 2.7 miles from Windham Mountain Resort. Guest ID may be required on arrival.

Guest favorite
A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.
Home in Hunter
4.95 out of 5 average rating, 180 reviews

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!

Top guest favorite
The chalet stands amidst vibrant autumn foliage, showcasing a green exterior and a spacious deck. The well-maintained yard features a lush green lawn, with a variety of trees surrounding the property that enhance the natural setting.
Guesthouse in Windham
4.99 out of 5 average rating, 179 reviews

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.

Guest favorite
The cabin is set in a lush green landscape, surrounded by trees. A spacious deck features outdoor seating, while a fire pit is situated within a circle of chairs, inviting gatherings. The facade displays large windows, enhancing the connection to nature.
Cabin in Windham
4.95 out of 5 average rating, 156 reviews

The 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.

Top guest favorite
The exterior view showcases two townhouse units set against a backdrop of rolling hills and clear blue skies. A sprawling lawn, dotted with trees, provides open green space. Features include a stone pathway leading to the units and a fire pit area visible in the distance.
Townhouse in Windham
4.9 out of 5 average rating, 128 reviews

Windham Mountain Village 2 bedroom townhouse

This 2 bedroom, 2 bath Townhouse with loft that sleeps 8 (max 6 adults) is located at the top of Windham Mt Village a very short walking distance from the Windham ski lodge and beginner lifts. Fully equipped kitchen, dining area, living area with fireplace including firewood. TV with cable and free high speed wifi. Outdoor deck with gas grill. Washer and Dryer. 2 parking spots in front. Access to community pool and hot tub when open. Air Conditioning in summer.

Guest favorite
A living room features a stone fireplace with a wood-burning fire, complemented by a mounted flat-screen TV above. The hardwood floor adds warmth, while artwork of trees decorates the wall. A comfortable couch invites relaxation next to a stack of firewood.
Townhouse in Windham
4.83 out of 5 average rating, 204 reviews

Redwood Retreat in Windham - minutes to Mtn!

True mountain getaway, just 2.5 hours from NYC!! Spacious 2 bedroom 2 bathroom townhouse minutes to Windham Mountain. Enjoy beautiful wood-burning fireplace, Roku TV and high speed Wi-Fi perfect for remote work. Amenities include outdoor pool (open from Memorial through Labor Day), pickleball, basketball and tennis courts, as well as a fire pit with Adirondack chairs. Very close to town and the amazing escarpment hiking and Elm Ridge mountain bike trails.

Top guest favorite
An outdoor deck area features a hot tub surrounded by a wooden railing. Two comfortable chairs and a wooden table provide a relaxing spot to enjoy the scenery. Large windows reflect a serene natural setting, enhancing the peaceful atmosphere of the cabin.
Cabin in Windham
4.98 out of 5 average rating, 131 reviews

5 Min to Skiing | Hot Tub | Fire Pit | Pool Table

Escape to this newly renovated mountain cabin just 5 minutes from Windham Mountain ski resort! With a private fishing pond and a deck offering panoramic resort views, it's a perfect outdoor retreat. Inside, enjoy a pool table, Pac-Man arcade, and shuffleboard for endless fun. A 2-minute drive to town makes dining and shopping convenient. The cabin's modern amenities, cozy fireplace, outdoor firepit, and hot tub guarantee a comfortable and relaxing stay.

Top guest favorite
Cabin in Lanesville
4.93 out of 5 average rating, 352 reviews

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax

Mountainside 1 bedroom cabin that fits 4! Ski on/off Hunter Mountain right from your doorstep. Enjoy hiking within a 5-minute drive or walk right onto the mountain from your porch. Unbeatable location on Hunter Mountain, short drive to the picturesque, colorful village of Tannersville, majestic Kaaterskill Falls, and renowned fishing! Fully stocked kitchen/bathroom, full entertainment system with streaming, high-speed WiFi, and dedicated work space.

Popular amenities for vacation rentals near Windham Mountain

  1. Airbnb
  2. United States
  3. New York
  4. Greene County
  5. Windham
  6. Windham Mountain