Places to stay near Windham Mountain

4.98 out of 5 average rating, 166 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

Plan your all-seasons escape to this gorgeous new mid-century modern chalet with can't-beat direct views of Windham Mtn, less than a 5 minute drive away. Situated between state land and an active creek, enjoy this mountain getaway's hot tub, firepit, game room, open floor plan and other luxury amenities. Just 2.5 hours from NYC, and minutes away to skiing (<5 min to Windham Mtn, 15 min to Hunter Mtn, 40 min to Belleayre Mtn), hiking, biking, swimming, golfing, fishing, vineyards and restaurants!

4.93 out of 5 average rating, 130 reviews

A bright living area features large windows that provide a view of the snowy outdoors. Wooden walls and ceilings create a natural ambiance. A cozy seating arrangement is positioned around a coffee table, with additional seating options visible. A dining table is seen in the background.

Cabin in East Jewett

The Garden House - Private, Secluded, & Mt Views!

The Garden House is a cedar cabin on a mountaintop in the Great Northern Catskills. Our house is setback by a long path, on a wooded lot, and very private. It’s a place to slow down, to recharge the mind & body, and indulge in the immense beauty of the mountains. It’s cozy, made for late night cocktails by a real wood burning fireplace, and for slow mornings at the kitchen table. Our area is all-seasons with skiing, hiking, waterfalls, dipping in lakes & rivers, and plenty of fresh mountain air.

4.9 out of 5 average rating, 226 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, 194 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, 186 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, 159 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, 116 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

4.99 out of 5 average rating, 509 reviews

A modern bungalow is illuminated at dusk, featuring large glass doors that reveal a warm interior. A spacious deck area is adorned with string lights and includes comfortable seating options, inviting relaxation amid the surrounding trees.

Bungalow in Cairo

Riverfront, Fireplace, 20 min to Hudson & Windham

Modern Scandinavia-style riverfront bungalow on 8 acres. Sit on your deck with twinkle lights for coffee/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing (stocked every April), skiing, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

4.87 out of 5 average rating, 292 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, 101 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.

4.98 out of 5 average rating, 132 reviews

A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.

Cabin in Round Top

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

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.

Popular amenities for holiday rentals near Windham Mountain

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with wifi

5 out of 5 average rating, 40 reviews

Slope Side Luxe | Views, Decks, Walk to Mtn & Town

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, 259 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

4.84 out of 5 average rating, 83 reviews

A comfortable living area is presented with a light-colored couch and armchair. A wooden coffee table is situated in front of the seating. A television is mounted on the wall, while natural light enters through the front door and window, enhancing the warm ambiance.

Apartment in Hensonville

Cozy condo in Windham - Near Everything!

4.97 out of 5 average rating, 684 reviews

A modern living area features a dark blue sofa and a coffee table with decorative items. The open kitchen showcases stainless steel appliances and a dining area with four bar stools. Warm lighting enhances the inviting space, while wall art adds character.

Apartment in Lanesville

Ski on/ Ski off Country Condo Hunter Mountain

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, 62 reviews

Lothbrok - on Main Street

4.95 out of 5 average rating, 544 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*

An inviting outdoor hot tub is positioned on a wooden deck, overlooking expansive views of the lush Catskills. The serene water bubbles gently, with the surrounding trees and distant mountains creating a tranquil backdrop.

4.91 out of 5 average rating, 23 reviews

Luxury 2BR | Private Hot Tub | Catskills Escape

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, 141 reviews

Catskills Retreat: Hot Tub | Fireplace | Firepit

The image displays a charming red house with two stories, featuring a welcoming front porch with white railings. A snow-covered yard surrounds the home, while a large tree is positioned to the left. The clear blue sky adds to the serene atmosphere.

4.93 out of 5 average rating, 130 reviews

Big Red Retreat 3 min to Windham Mountain & Golf!

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, 393 reviews

Private cabin - 7 mins from ski mountain

4.92 out of 5 average rating, 287 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

4.98 out of 5 average rating, 105 reviews

Home in Prattsville

Scandi A-Frame w/Hot Tub & Sauna

4.99 out of 5 average rating, 131 reviews

An inviting outdoor space features four Adirondack chairs arranged around a circular firepit. The background showcases a two-story chalet with large windows and a balcony. Lush greenery and mountain views are visible, creating a peaceful atmosphere, especially during sunset.

Home in Hunter

Private Chalet with Mountain Views

4.99 out of 5 average rating, 144 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

Apartment rentals with air conditioning

4.93 out of 5 average rating, 332 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."

4.93 out of 5 average rating, 188 reviews

A cozy bedroom features a spacious bed with light grey bedding, accompanied by a side table and a soft glow from a nearby lamp. Sunlight filters through sheer white curtains, illuminating the warm wood floor. A doorway leads to the private bathroom, visible on the right.

Flat in Catskill

Catskill Village House - Studio w/ Private Terrace

4.97 out of 5 average rating, 337 reviews

A cozy bedroom features a spacious bed with layered bedding. A gallery wall of framed art pieces adds visual interest. Natural light filters through a window with shutters, illuminating the warm wood floors. An electric fireplace and a potted plant provide a touch of comfort.

Flat in Kingston

The Ivy on the Stone

5 out of 5 average rating, 337 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

4.92 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

4.93 out of 5 average rating, 104 reviews

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.

Flat in Shandaken

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

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, 208 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, 127 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, 290 reviews

A cozy cottage is nestled among snow-covered trees, blending into the winter landscape. The blue exterior is contrasted by bright yellow accents on the front door. A path leads through the untouched snow, creating a sense of peaceful solitude in the winter scene.

Cabin in Tannersville

Cabin by the woods, Hunter Mountain & Kaaterskills

4.95 out of 5 average rating, 177 reviews

Cabin in Windham

Cozy Creekside Cabin | 5 Mins to Windham Mt!

5 out of 5 average rating, 102 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

4.81 out of 5 average rating, 201 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

4.96 out of 5 average rating, 388 reviews

A living room features a comfortable brown sofa and a patterned area rug. A large flat-screen TV is mounted on the wall, while a stone fireplace serves as a focal point. Windows with light curtains allow natural light to fill the space.

Chalet in Hensonville

2BDR- Cozy Windham/Hunter Escape

4.95 out of 5 average rating, 105 reviews

An outdoor fire pit sits at the center of a gravel circle surrounded by several Adirondack chairs. The chalet, elevated on a wooden deck, features a welcoming front porch and an American flag. Lush greenery and trees provide a natural backdrop.

Chalet in Hensonville

Windham Immaculate Ski Chalet Secluded Fire Pit