Holiday rentals with a hot tub near Windham Mountain

4.98 out of 5 average rating, 163 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!

5 out of 5 average rating, 101 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

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

4.99 out of 5 average rating, 143 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

Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views, make smores, & soak in the hot tub. Catch up in the vaulted room by the fireplace w/ our wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Centrally located, 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mbps internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

4.99 out of 5 average rating, 167 reviews

Chalet in Prattsville

Designer Chalet with Sauna|Hot tub|Mountain View

Recognized as one of the Catskills’ most exclusive retreats, @lechaletcatskills is a modern-luxury escape where mountain serenity meets refined design. Set on 10 private acres near Hunter, Windham & Belleayre, this designer chalet invites you to unwind in style -think panoramic views, cedar sauna, hot tub under the stars & firepit for marshmallow nights. With a chef’s kitchen, curated interiors & nature all around, Le Chalet is the Catskills getaway your friends and family will be talking about.

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

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!

4.98 out of 5 average rating, 259 reviews

A cozy living room is depicted, featuring a wooden accent wall and comfortable seating. A large television is mounted on a side table, while art pieces adorn the walls. Natural light fills the room through a window, enhancing the inviting atmosphere.

Cabin in Prattsville

Romantic Catskill Getaway | HotTub w/Mountain View

Welcome to The Catskills Mountain House, a cozy private cabin in the Catskills. A romantic getaway from the hustle and bustle of everyday life to the private 8 acre cabin nestled in the woods with panoramic views of the mountains from the hot tub. The Catskills are filled with so many places to explore- from hiking, trails, ski slopes and tubing to wineries & breweries, antique shops, eclectic and historic quaint towns Your perfect leaf peeping getaway to the Catskills!!! Escape the busyness

4.97 out of 5 average rating, 359 reviews

An outdoor wood-fired hot tub is positioned on a deck, offering views of the lush green landscape and distant mountains. Sunlight reflects off the water's surface, while a wooden paddle rests against the side. The serene setting invites relaxation amidst nature.

Cabin in Big Indian

Romantic Cabin with Sauna & Wood Fired Hot Tub

Voted GQ 18 Best Airbnbs with Hot Tubs. Under three hours from NYC and just 10 minutes off of Route 28, our rustic cabin is tucked away far from the rest of the world. Nestled in the woods perfectly situated on a hill the five acres of land make you feel completely removed from the city. The property includes a sweeping lawn, a deck for dining or star gazing, an outdoor fire pit, outdoor charcoal grill. Then there's the outdoor wood fired hot tub and sauna - the highlights! (#2022-STR-003)

4.95 out of 5 average rating, 479 reviews

A charming red chalet is nestled amidst tall evergreen trees, surrounded by a blanket of snow. The serene landscape features softly falling snowflakes and distant mountain views, creating a peaceful winter atmosphere.

Cabin in Windham

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.

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.

4.95 out of 5 average rating, 194 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!

Superhost

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

4.85 out of 5 average rating, 158 reviews

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

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

4.87 out of 5 average rating, 288 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

Popular amenities for rentals with a hot tub near Windham Mountain

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.99 out of 5 average rating, 120 reviews

Modern Treehouse w/ Spa, Walk to Hunter Mtn.

4.94 out of 5 average rating, 205 reviews

An inviting BBQ hut features a central fire and cooking space, surrounded by wooden benches. Two glasses of red wine sit elegantly next to a platter of grilled meats, with a warm orange glow emanating from the flames. The natural wood interior adds a rustic touch.

Home in Jewett

Mountain house w/ Scandinavian BBQ hut Spa & more!

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.

4.95 out of 5 average rating, 110 reviews

Stay on Windham Mt- Mins to Main St + Hot Tub

4.98 out of 5 average rating, 101 reviews

Home in Prattsville

Scandi A-Frame w/Hot Tub & Sauna

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.

4.99 out of 5 average rating, 131 reviews

Private Chalet with Mountain Views

4.97 out of 5 average rating, 109 reviews

A wooden house is set against a wooded backdrop, featuring a dark facade with large windows. An outdoor fire pit is surrounded by seating arrangements on either side. The grassy area offers a natural and open invitation to enjoy the surrounding landscape.

Home in Catskill

Modern High-end 2BR2BATH in the woods of Catskills

4.99 out of 5 average rating, 248 reviews

A cedar hot tub is situated on a wooden deck surrounded by lush greenery. Scenic mountain views are visible in the background, with mist rising gently above the valley. Potted plants with lavender add subtle color to the tranquil outdoor setting.

Home in Roxbury

Charming Cottage on 12 Secluded Acres + Hot Tub

5 out of 5 average rating, 217 reviews

Embrace winter in style at #killercatmountainhouse

Villa rentals with a hot tub

Villa in Woodstock

4.84 out of 5 average rating, 81 reviews

Prime Woodstock Luxe 5BR-3Baths-Heated Ing Pool

4.89 out of 5 average rating, 62 reviews

The exterior of the lodge is captured at dusk, with soft lighting emanating from the windows. The building features multiple levels, a balcony on the upper floor, and a spacious grassy area in the foreground, framed by the surrounding trees.

Villa in Hunter

AK Lodge- 9 BR VILLA JUST FOR YOU AND YOUR FAMILY

The exterior of the spacious home is viewed from the lawn, showcasing a large stone chimney at the center. Two levels of balconies and decks are visible, bordered by lush greenery, creating a welcoming outdoor space. The structure features wooden siding and multiple entrances.

Villa in Taghkanic

5 out of 5 average rating, 3 reviews

Retreat to 56 Acres w/ Hot Tub, 2 Acre Pond, Pool

4.93 out of 5 average rating, 45 reviews

An outdoor area features a fire pit surrounded by multiple Adirondack chairs. The wooden deck, equipped with a dining table and chairs, is visible alongside a jacuzzi. Lush pine trees enhance the natural setting, creating a tranquil gathering space.

Villa in Prattsville

Luxury Villa 5BR/3Bath/Jacuzzi Hunter &Windham Ski

4.98 out of 5 average rating, 106 reviews

A private hot tub is situated on a deck surrounded by snow, offering serene mountain views at sunset. Two guests relax together, covered in soft blankets, as warm water creates a cozy escape from the winter chill.

Villa in Roxbury

A romantic escape Min's from skiing Pet Friendly.

A spacious hot tub sits on a wooden deck, surrounded by snow-covered trees and greenery. Steam rises gently from the water, creating a serene atmosphere on a winter day.

Villa in Hensonville

4.93 out of 5 average rating, 67 reviews

Windham Art House with private hot tub, Bar, games

Cabin rentals with a hot tub

4.87 out of 5 average rating, 318 reviews

A cabin nestled among tall trees is gently illuminated at dusk. Soft light streams through the open sliding door, revealing a cozy sleeping area with a person resting on a bed. The surrounding forest is lush with greenery, enhancing the serene atmosphere.

Cabin in Saugerties

40-Foot Container Cabin in the Catskills

4.92 out of 5 average rating, 123 reviews

A peaceful outdoor scene features red Adirondack chairs positioned on lush green grass. The morning sun casts long shadows, illuminating the surrounding trees and the misty mountain view in the background.

Cabin in Arkville

Mountain View Hideaway

4.98 out of 5 average rating, 142 reviews

The log cabin features a welcoming front porch with rocking chairs and a green door. Flanking the porch are neatly trimmed evergreen shrubs. A hot tub is visible on the side, surrounded by a grassy area and stone pathways that lead to the entrance.

Cabin in Arkville

Little Log Cabin with Hot Tub

4.96 out of 5 average rating, 113 reviews

The main living space features an open floor plan with vaulted ceilings and ample natural light from large windows. A cozy seating arrangement surrounds a stone fireplace, while a modern kitchen island is equipped with dark cabinetry and stainless steel appliances, creating a welcoming atmosphere.

Cabin in Jewett

Woodpecker | Outdoor Getaway w/ Hot Tub & Fire Pit

4.97 out of 5 average rating, 119 reviews

A spacious living area features a large sectional couch paired with two accent chairs, inviting relaxation. The room is illuminated by natural light filtering through multiple large windows, showcasing a serene winter landscape covered in snow. A coffee table sits at the center.

Cabin in Hunter

Cozy Catskill Mountain House with Pond & Hot Tub

4.98 out of 5 average rating, 133 reviews

The exterior of a modern cabin is showcased, featuring dark wood siding and large windows that invite natural light. A pair of black rocking chairs sits on the deck, complemented by a small metal table and logs stacked nearby. Lush green grass and scattered yellow wildflowers enhance the outdoor setting.

Cabin in Saugerties

Modern Cabin in the Woods with Hot Tub

4.94 out of 5 average rating, 216 reviews

Cabin in Lanesville

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

4.9 out of 5 average rating, 294 reviews

The living area features a spacious leather sofa adorned with several cushions. Light fills the room through large windows, highlighting wooden beams and greenery. Two wooden tables are positioned in front of the sofa, and a hanging chair adds a cozy touch to the warm décor.

Cabin in Jewett

The Barnhouse - Ski House near Hunter and Windham

Other holiday rentals with a hot tub

5 out of 5 average rating, 29 reviews

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.

Apartment in Windham

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

4.87 out of 5 average rating, 68 reviews

An aerial view showcases the chalet's exterior surrounded by lush greenery. The large garden is visible with a gravel driveway leading to the entrance. Outdoor seating areas are arranged on the patio, complemented by a stylish deck overlooking the expansive lawn.

Chalet in Windham

Rustic Mountain view Cabin 5 mins to Ski Area!

Superhost

5 out of 5 average rating, 5 reviews

Hyttå|Cozy Nordic Retreat|Hot Tub|Clubhouse|Wifi

4.92 out of 5 average rating, 347 reviews

A living area features a cozy gas fireplace framed by a white mantel. Comfortable seating is provided with a gray armchair, vibrant red chairs, and a green ottoman in the center. A dining table for two stands to one side, with artful wall decor enhancing the ambiance.

Cottage in Gilboa

Home Alone Mountain

4.83 out of 5 average rating, 6 reviews

Cozy Alpine Condo 4-Min to Ski

4.98 out of 5 average rating, 99 reviews

A welcoming living area features a stone fireplace and wood-beamed ceiling. Two comfortable armchairs and a sofa are arranged around a circular coffee table. Large windows, framed by sheer curtains, allow natural light to brighten the space. A television is mounted on the wall, enhancing the cozy atmosphere.

Townhouse in Windham

Cozy, peaceful-3Br (5 beds)2.5 Bath townhouse

4.93 out of 5 average rating, 133 reviews

The inviting living area features a comfortable gray sofa adorned with accent pillows. A wooden coffee table is centrally placed, while a modern lamp and a cozy rug enhance the space. Large sliding doors open onto the deck, offering natural light and views of the surroundings.

Cottage in Chichester

Stream Come True | Hot Tub, Ski, Hike, Relax