Ski-in/Ski-out rentals near Windham Mountain

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Top-rated ski-in/ski-out rentals near Windham Mountain

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.
Home in Woodstock
4.94 out of 5 average rating, 370 reviews

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.

Top guest favorite
A studio condo features a cozy sleeping area with a patchwork quilt covering a spacious bed. A TV is positioned on a wooden dresser, while a red sectional couch is adorned with various patterned pillows. Ambient light enters through a window, creating a welcoming atmosphere.
Condo in Hunter
4.95 out of 5 average rating, 536 reviews

Hunter Mtn. Clean Cozy Close Condo *Great Reviews*

Village of Hunter clean, cozy studio condo featuring vintage decor. Short walk to Ski Slopes, Snowtubing, Scenic Skyride, Dolan's Lake/Beach, Pickle Ball & Basketball Courts, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. Murphy bed w/ full size comfy Casper Mattress, sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

Top guest favorite
The farmhouse is set amidst lush greenery, surrounded by trees. A spacious yard features a deck and seating area, while a driveway accommodates parked vehicles. The exterior displays a combination of white siding and a tall stone chimney, blending harmoniously with the natural landscape.
Home in Lanesville
4.93 out of 5 average rating, 252 reviews

Roseland, Streamside 1865 house. 7 min to slopes

This beautiful streamside 1865 farmhouse is a magical, spiritual, mountain Utopia, located between historical Phoenicia and Hunter Mountain. This landscaped property is nestled in the heart of the mountains. Awaken and revitalize to the soothing sound of the beautiful, trout filled, Stoney Clove Creek, located at the end of the spacious backyard. Turn off your cell, get away from the stress and pressures of life, and experience what the ancient Indians once called, the magic of the mountains.

Top guest favorite
The exterior of the mountain retreat showcases a unique blend of stone and wood materials. A spacious entryway with wooden steps leads up to a large deck surrounded by lush greenery, offering a welcoming and serene atmosphere.
Home in Windham
4.94 out of 5 average rating, 108 reviews

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

Superhost
An outdoor seating area is presented alongside a hot tub and a fire pit. The seating features a sectional sofa with light-colored cushions. Dividing panels with a leaf design create a sense of privacy, while surrounding trees provide a natural backdrop.
Cabin in Prattsville
4.89 out of 5 average rating, 283 reviews

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

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, 132 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.

Top guest favorite
A serene bedroom features a light lavender bed with plush pillows. A golden accent pillow adds color. A wall mural depicting a tree with birds in flight creates a calming backdrop, while natural light brightens the space from a nearby door.
Apartment in Shandaken
4.93 out of 5 average rating, 100 reviews

Catskill Cabin, Zen Mantra Apt. #9 * * * * *

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and duds, kids and us grownups. Enjoy the mountain views. The Lodge is surrounded by miles of forest land. Enjoy the mountain views. Parties or events are not allowed.

Top guest favorite
Cabin in Lanesville
4.94 out of 5 average rating, 368 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.

Top guest favorite
The cabin is framed by expansive green grass and trees, with a large wooden deck extending from its side. Sunlight streams over the neighboring hills, while a flag is displayed in front of the cabin, creating a warm and inviting scene.
Cabin in Fleischmanns
4.97 out of 5 average rating, 107 reviews

The "Hog" Cabin. Year round perfect stay.

Less than two and a half hours from NYC, ten minutes from Belleayre Ski Center, this cozy and private cabin is perfect for a romantic couples retreat, two couples, a small family, or a group of friends looking for a relaxing and quiet escape. *High-Speed Broadband Wi-Fi Internet now provided* Feel free to roam the apx 2. 5 acres surrounding the property and enjoy the mountain views. Enjoy a nice cup of wine by the fire. You will absolutely love it!

Guest favorite
The cozy living area features a green sectional sofa adorned with patterned cushions. Two orange accent chairs are positioned around a unique coffee table. A vintage wooden side table and a television set against a light wall complete the space, illuminated by warm overhead lighting.
Home in Phoenicia
4.93 out of 5 average rating, 183 reviews

Serene. Cozy. Close to all. Heart of Phoenicia

Hey Leaf Peepers, Phoenicia is hitting full stride right now with glorious color. Don't wait to show up."Such a cute place with cabin-in-the-woods vibes but all the conveniences of being in town." What Shannon said in her 5 star review. Relax and reconnect in this calm and quiet little house nestled in the center of our cool village. Lounge around a glowing campfire in the back yard with S’mores or spin viny. On NYC bus route and ski shuttle.

Guest favorite
A cabin is nestled against a backdrop of snow-covered hills and trees, showcasing a rustic wooden exterior. Two windows are visible on the upper level, while the surrounding landscape is blanketed in fresh snow, enhancing the serene winter atmosphere.
Cabin in Fleischmanns
4.89 out of 5 average rating, 111 reviews

Fireplace + EV Charger: 8 mins to Belleayre

A peaceful retreat in the Catskills on 14+ acres! Just minutes from Belleayre Moutain. Fleischmanns, Arkville, Margaretville, Phoenicia, and Roxbury. Ski/snowboard at Belleayre Ski Center or nearby Plattekill Mountain, hike the property and discover Emory Brook, visit local farmers’ markets, go fly fishing or tubing on the Esopus, or just relax, grill out and enjoy the fireplace. We want to share our cabin in the Catskills with you!

Guest favorite
Condo in Lanesville
4.89 out of 5 average rating, 140 reviews

Cozy Downtown Hunter Mountain Getaway

Keep it simple at my peaceful and centrally-located loft. You are at the footsteps of Hunter Mountain, right beside Dolan's Lake and a very short drive to all of Village of Hunter restaurants, bars, cafes, hikes and conveniences. You can easily walk to Hunter Mountain and the Trailways Bus line. The condo has its own wifi and 2 roku TV’s.

Popular amenities for ski-in/ski-out rentals near Windham Mountain