Holiday rentals with a hot tub in Windham

5 out of 5 average rating, 104 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, 145 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, 169 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.

4.89 out of 5 average rating, 142 reviews

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.

Home in Windham

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, 153 reviews

The living room features a wall of large windows that offer views of surrounding mountains. A combination of leather and upholstered seating is arranged around a coffee table, with a light area rug underfoot. Wooden ceilings and natural light contribute to a spacious atmosphere.

Chalet in Windham

Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm

Plan your all-seasons escape to this beautiful, luxury chalet with direct views of Windham Mt., just a 5 minute drive to the slopes. Situated at the end of a private road on 3+ acres, enjoy this mountain getaway's hot tub, oversized deck, pond, firepit, huge game room, and other modern 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!

4.95 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!

4.86 out of 5 average rating, 160 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.

4.82 out of 5 average rating, 118 reviews

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.

Home in Windham

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

5 out of 5 average rating, 101 reviews

A wooden hot tub is situated on a spacious deck, surrounded by gravel and greenery. The house, featuring white siding and large windows, offers a blend of indoor and outdoor spaces. A seating area with a bench and outdoor furniture is visible nearby.

Farm stay in East Durham

Luxury Hot Tub Ski Farmhouse Retreat on 50 acres

Just two hours from NYC, on 50 acres in the Catskill Mountains, this sun-drenched home was renovated by a luxury hotel designer in 2021. Each bedroom has a full en-suite bathroom, while common spaces are large and abundant, making this a perfect place for groups. Large brand new kitchen and dining, dedicated office space, game room, outdoor fire pit, cedar wood hot tub, outdoor shower. 12 MIN: Windham 25 MIN: Hudson 10 MIN: Grocery/Pharmacy 5 MIN: Zoom Flume Waterpark

4.79 out of 5 average rating, 404 reviews

The open-concept living and dining area features log walls and warm wooden tones. Comfortable seating is provided by a sectional sofa and a wooden dining table surrounded by chairs. A large flat-screen TV is mounted above the fireplace, and natural light floods in through the spacious windows.

Cabin in Windham

Mountaintop Log Cabin min to town/HotTub/SKI/WIFI

Experience the beauty and comfort of a modern log home cabin located just minutes away from Windham Main Street restaurants, Windham Ski Mountain, golf courses, hiking trails, fishing spots, and lakes perfect for kayaking. 10 Min drive to Windham Mountain 20 Min drive to Hunter Moutain For some summer fun, Zume Flum Water Park is also just a short drive away along with a swimming lake. Indulge in the flavors of the region at Windham Winery, conveniently close to the cabin.

5 out of 5 average rating, 100 reviews

A snow-covered cabin stands surrounded by a serene winter landscape. Thick layers of snow coat the wooden deck and the roof, while frost-covered trees frame the scene. A hint of blue sky peeks through the clouds above, enhancing the tranquil atmosphere.

Cabin in East Jewett

Trails End - Cozy Catskills Retreat w/ Hot Tub

Located in the heart of the Great Northern Catskills and surrounded by forest for complete privacy, Trails End is the perfect retreat for a weekend (or longer!) getaway. At Trails End, you can wander through woods, recover from a day of hiking or skiing next to a wood-burning stove, stargaze from the hot tub, and experience a lot of peace and quiet, knowing that civilization - in the form of the colorful mountain town of Tannersville - is not too far away if you need it.

4.87 out of 5 average rating, 293 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

Popular amenities for Windham hot tub accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

5 out of 5 average rating, 138 reviews

A firepit surrounded by five wooden chairs is positioned on a gravel area, offering expansive views of the rolling hills at sunset. String lights above enhance the ambiance as the sky transitions into warm hues of orange and purple.

Home in Jefferson

Catskills Mountaintop House w/ HOT TUB and VIEWS!

4.97 out of 5 average rating, 119 reviews

Home in Hunter

Cozy Mountain House with Pond & Hot Tub

4.94 out of 5 average rating, 146 reviews

A charming gray house is set against a lush green landscape, featuring an inviting front door. A serene pond reflects the blue sky and surrounding trees, creating a peaceful atmosphere. Comfortable seating arrangements are visible near a hot tub, offering a space for relaxation while enjoying the outdoors.

Home in Prattsville

10acres Catskill Mntn vws, hot tub, fire pit, pond

4.98 out of 5 average rating, 108 reviews

Home in Prattsville

Scandi A-Frame w/Hot Tub & Sauna

4.98 out of 5 average rating, 221 reviews

A traditional blue house with a green gabled roof is set against a backdrop of trees with autumn foliage. The driveway leads to a garage on the left, while a landscaped front yard features minimal plantings. Soft clouds are visible in the sky.

Home in Saugerties

The Mushroom Palace (Hot Tub, Sauna & Cold Plunge)

4.97 out of 5 average rating, 110 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

4.95 out of 5 average rating, 242 reviews

A two-person hot tub is situated outside, offering views of the surrounding landscape and Ashokan reservoir. A blossoming tree stands nearby, and comfortable seating is positioned on the lawn, enhancing the outdoor experience. The sky reflects shades of blue and soft clouds.

Home in Hurley

Hot tub with stunning views, 5 min to Woodstock

4.96 out of 5 average rating, 115 reviews

A modern kitchen features dark cabinetry and an island with seating. Light streams in through large windows, illuminating a wooden dining table surrounded by black chairs. The space offers a blend of style and functionality, with appliances and countertop arrangements visible.

Home in Windham

Charming Home Lg/Mod Kit Hot Tub on Stream FirePit

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

4.99 out of 5 average rating, 94 reviews

The exterior of a spacious country estate is depicted, featuring a large infinity pool in the foreground. The house is framed by lush gardens and tall trees, with patio seating and blue umbrellas near the pool. Bright skies enhance the overall serene atmosphere.

Villa in Coxsackie

Magnificent Hudson River Estate with Infinity Pool and Spa

4.96 out of 5 average rating, 95 reviews

A game room features a pool table, shuffleboard table, and comfortable seating. Large windows allow natural light to fill the space, highlighting rich wood accents and green walls. Access to the outdoor area is provided through glass doors, complementing the recreational atmosphere.

Villa in Cornwallville

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

4.89 out of 5 average rating, 63 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

4.94 out of 5 average rating, 47 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, 108 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

4.86 out of 5 average rating, 325 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

4.9 out of 5 average rating, 196 reviews

A cozy cabin is illuminated at night, surrounded by string lights that outline its exterior. A fire pit is situated in the foreground, with guests gathered around. The expansive deck is partially visible, enhancing the inviting atmosphere of the outdoor space.

Cabin in Gilboa

Catskills Retreat - last min deal this weekend!

4.92 out of 5 average rating, 124 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

4.96 out of 5 average rating, 115 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

Catskills Mountain Cabin w/ Hot Tub and Firepit

4.91 out of 5 average rating, 296 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

4.94 out of 5 average rating, 117 reviews

An open living and dining area is showcased with large, triangular windows offering views of the mountains. Natural wood tones create a warm ambience, complemented by a spacious seating arrangement and a modern dining table. Light floods the room, enhancing its welcoming atmosphere.

Cabin in Hunter

Window wall w/ views, Hot Tub, 4mn from Hunter Mtn

4.95 out of 5 average rating, 117 reviews

The kitchen features green cabinetry with a white countertop. Shelves above hold various jars and glasses. A window allows natural light to brighten the space, with a view of nature visible outside. Additional storage includes a fridge and a stainless steel trash bin.

Cabin in Athens

Charming Lakefront Cabin with Hot Tub