Places to stay near Windham Mountain

4.99 out of 5 average rating, 171 reviews

Chalet in Prattsville

Designer Chalet with Sauna|Hot tub|Mountain View

@lechaletcatskills is a modern, luxury mountain escape set on 10 private acres near Hunter, Windham, and Belleayre. Made for those who appreciate great design, style, and comfort, it’s the perfect place to create special memories with friends and family. Take in sweeping mountain views, unwind in the cedar sauna, soak in the hot tub under the stars, and gather around the firepit for cozy nights. With a chef’s kitchen and thoughtful interiors, it’s a Catskills getaway you’ll want to return to.

The exterior of a charming A-frame house is depicted under a dusk sky, adorned with warm lights that outline the roof. A welcome sign is displayed beside a green front door, which is enhanced by a decorative wreath. Soft landscaping and pathway lighting create a cozy ambiance.

4.99 out of 5 average rating, 395 reviews

Private cabin - 7 mins from ski mountain

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 :)

4.9 out of 5 average rating, 231 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.

4.95 out of 5 average rating, 195 reviews

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

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!

4.99 out of 5 average rating, 187 reviews

A cozy living space features a gray sectional sofa adorned with textured pillows and a soft throw. A rustic wooden coffee table sits within reach, complemented by a gas fireplace framed in warm wood. Natural light floods the area through a skylight, enhancing the inviting ambiance.

Guest house in Windham

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.

4.86 out of 5 average rating, 161 reviews

A charming cabin exterior is nestled in a winter landscape, surrounded by snow-covered bushes. Soft lights outline the cabin's edges and a small, decorated evergreen tree adds warmth to the scene. The night sky casts a serene blue tone over the property.

Cabin in Windham

The Windham Cabin w/ Hot Tub

Cozy cabin minutes from Ski Windham, amazing restaurants, bars, and all seasonal activities! A true escape from city life, we welcome you to come and create memories with your friends and loved ones. There is a brand new Bullfrog Spa Jacuzzi installed on the deck in addition to a newly installed Culligan Water Filtration System. Brand new stainless steel refrigerator and stove, updated downstairs bath, wifi included, parking on premises, working indoor fireplace and so much more.

An open living area showcases a wooden ceiling with beams and a rustic dining table surrounded by black chairs. A cozy couch faces a brick fireplace, while a modern kitchen with stainless steel appliances is visible in the background. Soft lighting from a chandelier adds warmth to the space.

4.82 out of 5 average rating, 119 reviews

Chalet with HotTub 5 min to Windham, 15 min Hunter

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

4.87 out of 5 average rating, 296 reviews

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

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

4.98 out of 5 average rating, 107 reviews

A warm and inviting living space is seen, featuring a round wooden dining table surrounded by four rustic chairs. An adobe wood-burning fireplace is visible in the background, with seating arranged nearby for relaxation. Natural light flows in through a window, enhancing the cozy atmosphere.

Home in East Jewett

Creekside Couple's Retreat w/Hot tub, Sauna & More

Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

4.9 out of 5 average rating, 132 reviews

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

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.

4.83 out of 5 average rating, 205 reviews

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

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.

4.98 out of 5 average rating, 166 reviews

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

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.

Popular amenities for holiday rentals near Windham Mountain

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with wifi

4.89 out of 5 average rating, 102 reviews

A cozy bedroom features rustic wooden walls with decorative hearts. A spacious bed is dressed in light linens, accompanied by a bedside lamp and a small dresser. A guitar leans against the wall, adding a touch of character to the room.

Apartment in Hunter

Cozy Gem with Mountain Views

A bright living area is featured, showcasing a cozy arrangement of gray sofas around a circular coffee table. A modern ceiling fan circulates air above while large windows reveal stunning valley views, allowing natural light to fill the room. An electric fireplace adds warmth to the space.

5 out of 5 average rating, 29 reviews

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

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.

4.67 out of 5 average rating, 123 reviews

Windham Condo

4.97 out of 5 average rating, 261 reviews

A cozy living room area features a dark leather sofa adorned with decorative pillows. Two lamps light the space, complemented by an ornate side table and a marble coffee table. A large piece of wall art enhances the inviting atmosphere, while a rich area rug covers the wooden floor.

Apartment in Hunter

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

A modern kitchen is featured, showcasing wooden cabinetry and stainless steel appliances. A countertop with a coffee maker and a wooden table is visible. Light streams through the window, illuminating the space that is designed for convenience and efficiency.

5 out of 5 average rating, 63 reviews

Lothbrok - 2nd floor on Main Street

4.86 out of 5 average rating, 65 reviews

The living area features a gray couch adorned with colorful cushions, a wooden coffee table, and a black chair. A world map hangs on the wall above the cozy wood-burning fireplace, and natural light enters through the nearby window, partially covered by sheer curtains.

Apartment in Lanesville

Slopeside Condo with wood fireplace

4.95 out of 5 average rating, 547 reviews

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.

Apartment in Hunter

Hunter Mtn. Clean Cozy Close Condo *Great Reviews*

4.97 out of 5 average rating, 226 reviews

Apartment in Lanesville

Hunter Mtn. 2 Bdrm/2 Bth Condo, Sauna, Pvt Deck

Family-friendly house rentals

The exterior of a spacious two-story house features a combination of green siding and stone accents. A large deck with seating is visible, surrounded by a landscaped yard with trees and plants. A stone patio area with a fire pit is situated at ground level.

4.89 out of 5 average rating, 168 reviews

Original Windham Farmhouse

A cozy living room features a stone fireplace as the focal point, complemented by large windows that offer views of the outdoor deck. A wooden coffee table is surrounded by wicker chairs, and a decorative plant adds a touch of greenery.

4.89 out of 5 average rating, 142 reviews

Catskills Retreat: Hot Tub | Fireplace | Firepit

A hot tub is positioned on a wooden deck, with bubbling water visible. In the background, a barn and silos are seen against a clear blue sky. A pond reflects the greenery, with a few chairs placed nearby for relaxation.

4.98 out of 5 average rating, 103 reviews

Windham Farmhouse Escape

4.92 out of 5 average rating, 288 reviews

The farmhouse exterior features a spacious porch with steps leading down to a grassy area. The surrounding landscape includes trees, providing a natural setting. Large windows allow for plenty of natural light, enhancing the home's open feel.

Home in Saugerties

Beautiful farmhouse with Mountain View- HITS- AC

4.97 out of 5 average rating, 119 reviews

Home in Hunter

Cozy Mountain House with Pond & Hot Tub

4.99 out of 5 average rating, 148 reviews

A cozy outdoor seating area is showcased on a snowy evening, featuring a snow-covered fire pit with flickering flames. Surrounding the space are softly glowing lights strung along a wooden railing, creating a warm atmosphere amidst the tranquil, wintry landscape.

Home in Lexington

Mountain View Chalet: Ski, Hot Tub, Firepit, Games

4.97 out of 5 average rating, 194 reviews

A cozy living room features floral-patterned armchairs and a sofa, complemented by a low coffee table. A lamp provides soft lighting, and artwork hangs on the walls, enhancing the warm decor. A textured rug covers the floor, adding comfort to the space.

Home in Catskill

Cheerful Catskill Village Cottage

4.98 out of 5 average rating, 172 reviews

A modern kitchen features natural wood cabinetry and shelves adorned with an array of dishes and glassware. A window above the sink offers a view of the outdoors, while warm wood paneling accentuates the ceiling.

Home in Cornwallville

Private Waterfall Retreat on 10 acres

Apartment rentals with air conditioning

4.93 out of 5 average rating, 335 reviews

The exterior of a charming farmhouse is captured, showcasing a green facade with white trim and a red roof. A spacious porch can be seen, providing an inviting entrance. Surrounding grassy areas and trees complement the rural setting, illuminated by natural sunlight.

Flat in Roxbury

"Your Country Getaway at Beulah Land Farm."

4.88 out of 5 average rating, 212 reviews

A cozy bedroom features a spacious bed with elegant grey bedding, complemented by unique wall art that mimics tree branches. Natural light filters in through wide windows under a slanted ceiling, while a stylish chair and nightstands add to the room's charm.

Flat in Catskill

Catskill Village House - The Loft

4.9 out of 5 average rating, 645 reviews

A spacious bedroom features a large bed dressed in white linens with a colorful woven blanket. Natural light enters through multiple windows, highlighting the wooden decor, including a rustic table and decorative mirrors.

Flat in Hudson

Gorgeous Getaway, close to everything!

5 out of 5 average rating, 339 reviews

A cozy seating area features a large, woven hanging chair with a white cushion and a bright green accent pillow. A textured pouf and a small side table complement the space, which is surrounded by large windows offering views of the mountains and natural light.

Flat in Freehold

Mountain View Retreat~Sunny Hill Golf / Skiing

4.99 out of 5 average rating, 144 reviews

A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.

Flat in Coxsackie

Hudson River Beach House

4.92 out of 5 average rating, 196 reviews

A studio apartment features a queen size bed with a soft throw blanket, complemented by warm lighting. An armchair with decorative pillows is positioned next to a spacious window. A shelving unit holds books and a small ironing board, enhancing the room's functionality.

Flat in Catskill

Cosy Catskill Casita in the Middle of Village

4.76 out of 5 average rating, 155 reviews

Flat in Windham

Catskill Getaway, Ski Windham & Hunter Mountains

4.98 out of 5 average rating, 210 reviews

A welcoming living area features wooden beams and natural light from multiple windows. A comfortable sofa sits opposite a vibrant red table, while a dining set is positioned nearby. A colorful rug adds warmth to the hardwood floor, enhancing the space's inviting atmosphere.

Flat in Woodstock

Chic Country Apt in Woodstock, NY

Other great holiday rentals near Windham Mountain

4.91 out of 5 average rating, 133 reviews

A cabin exterior is illuminated at night, with steps leading to a doorway. A friendly dog sits on the porch, while a fire pit glows nearby. Colorful chairs are positioned around the fire, surrounded by trees, creating a cozy outdoor setting.

Tiny home in Hunter

Home Alone Tiny

4.98 out of 5 average rating, 168 reviews

An open floor plan living area features vaulted wooden ceilings and large windows offering views of the outdoors. Comfortable seating areas include a tan couch, black chairs, and a decorative coffee table. A dining space with a large table and an island kitchen is also visible.

Chalet in Windham

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

4.98 out of 5 average rating, 293 reviews

The blue cottage is framed by colorful autumn foliage, highlighting shades of red, yellow, and orange. The porch features several chairs and a small table. A grassy area leads up to the cottage, situated on a slight elevation, creating a welcoming outdoor space.

Cabin in Tannersville

Cabin by the woods, Hunter Mountain & Kaaterskills

5 out of 5 average rating, 7 reviews

The Mad Brook House | Walk to Main St, Windham

5 out of 5 average rating, 106 reviews

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

4.95 out of 5 average rating, 183 reviews

Cabin in Windham

Cozy Creekside Cabin | 5 Mins to Windham Mt!

4.81 out of 5 average rating, 203 reviews

A cozy living room is presented, featuring a classic patterned couch and a rocking chair. Natural light enters through two windows adorned with sheer curtains. A small writing desk is positioned near the entrance, and a vibrant area rug adds warmth to the hardwood floor.

Flat in Jewett

Cozy Retreat in the Catskills