Holiday rentals with a hot tub in Windham

4.99 out of 5 average rating, 155 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!

BathroomOutdoor spacesBarbecue

4.95 out of 5 average rating, 145 reviews

Home in Durham

Wow! Panoramic Mountain View, Minutes to Windham!

This pristinely-kept vacation home has endless mountain views on rolling country acres. Come and stay just to get away, enjoy both the sunrise and sunset views from the expansive deck. Curl up by the wood burning fireplace or the outdoor fire-pit, or take a sunset plunge in our backyard hottub and enjoy the picturesque views of Windham, NY from across the valley. A serene 8 mile drive will take you into the historic Town of Windham, NY to enjoy a day of skiing, site-seeing, hiking or dining

Outdoor spacesHot tubWi-Fi

4.97 out of 5 average rating, 139 reviews

The living room features a modern design with tall windows allowing natural light to fill the space. A black fireplace serves as a focal point, surrounded by comfortable seating. A cozy area rug enhances the atmosphere, while decor items add subtle artistic touches.

Cabin in Windham

Catskills Designer Retreat near Hiking + Swimming

★ One of Airbnb’s Most-Loved Design Homes in the Catskills ★ Relax & recharge at Casa Magda—a design-forward retreat on 9 acres in Windham, just 2.5 hours from NYC. Perfect for design lovers and nature seekers, this renovated 1980s gem blends modern style w/peaceful seclusion. Unwind in the hot tub, cozy up by the fireplace w/a record, or gather around the firepit beneath star-filled skies. Explore nearby restaurants and trails, ski Windham Mountain 7 mins away or head to Hunter in 15 mins.

BathroomHot tubBackyard

4.99 out of 5 average rating, 168 reviews

A cozy outdoor space features comfortable seating and a modern fireplace, set against a stunning backdrop of lush trees and a colorful sunset. A hot tub is visible nearby, inviting relaxation. Soft lighting adds a warm touch to the tranquil atmosphere.

Home in Lexington

Valley View Chalet: AC, Hot Tub, Firepit, Games

Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views and soak in the hot tub. Catch up in the vaulted room by the stone fireplace w/ a wide game selection, with a 2nd living room downstairs. Host a dinner party with our fully equipped kitchen. 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Great for groups, families, kids & pets. Fast 600mb internet, AC, EV charger, generator. WFH, newborn, pet friendly. 3+ nights get discounted rate

Hot tubBathroomLaundry

4.95 out of 5 average rating, 508 reviews

An aerial view captures the chalet, surrounded by a lush, open green lawn. Trees line the property, providing a natural border. The distant mountains and hills are visible, with a gentle gradient of colors as sunset approaches, suggesting a serene rural setting.

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.

Outdoor spacesHot tubValue

4.98 out of 5 average rating, 173 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!

BathroomHot tubEV charging

4.96 out of 5 average rating, 225 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!

BathroomOutdoor spacesQuiet

Superhost

A spacious deck features a Bullfrog Spa Jacuzzi, surrounded by outdoor seating options, ideal for relaxation. The rustic cabin's wood logs create a warm aesthetic, complemented by large windows that allow natural light to enhance the exterior.

Cabin in Windham

4.86 out of 5 average rating, 173 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.

Hot tubOutdoor spacesAir conditioning

Superhost

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.

4.79 out of 5 average rating, 134 reviews

Mountain Chalet Retreat New Hot Tub

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

Hot tubOutdoor spacesWalkability

4.97 out of 5 average rating, 104 reviews

Home in Prattsville

Catskills Retreat - Game Room, Hot Tub, EV charger

Welcome to our Mountain Chalet. Bring the whole family to this spacious retreat with plenty of room for fun and relaxation.This specious house, nestled on 2.5 acres, features 4 bedrooms, 3 full bathrooms, Hot Spring hot tub, a game room, a cozy gas fireplace, smart TVs, an EV charger and more. It has beautiful views. Located in the heart of the Catskills, 15 min from Windham Mountain, 20-25 min from Hunter and 40 min from Belleayre. Your perfect mountain getaway awaits!

BathroomHot tubQuiet

4.91 out of 5 average rating, 309 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

The Hunter Barnhouse is a place to slow down, indulge in personal nostalgia, drink a glass (or two) of wine, and let your mind disconnect and wander. A place designed for friends and family. For good food and good conversation. There's hiking in the summer, skiing in the winter, mountain fresh air and dark, starry nights. This is a house, and you can treat it as such. But if you let go, and give in to the energy of a space created with love, this will feel like home.

Outdoor spacesHot tubValue

4.95 out of 5 average rating, 130 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 with Fire Pit and Hot Tub

Nestled in the quiet town of Jewett in the Catskill Mountains, Woodpecker House is a peaceful retreat with convenient access to nearby towns and activities. Hunter and Windham are just 10 minutes away, offering hiking, skiing and great dining options year-round. Spend your days enjoying the outdoors with friends and family, then unwind with a shared meal, games by the fire, or a relaxing soak in the hot tub under the stars—perfect for making lasting memories.

Hot tubBathroomLaundry

Popular amenities for Windham hot tub accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

An above ground pool is situated in a spacious yard surrounded by lush greenery. The pool's clear blue water reflects the sky, while a nearby patio area is equipped with seating and umbrellas. A charming red house serves as a backdrop, completing the serene outdoor scene.

4.95 out of 5 average rating, 106 reviews

Private Estate | 6BDRM, Pool, Hot Tub & Movie Room

Outdoor spacesHot tubHeating

A spa room is highlighted by a hot tub, surrounded by natural wood paneling. A window offers a view of greenery, while neatly arranged towels sit in a box labeled 'Aromatherapy' nearby. A lantern adds a soft touch to the serene setting.

4.89 out of 5 average rating, 143 reviews

Cozy Catskills Escape w/Hot Tub & Firepit

BathroomHot tubDecor

5 out of 5 average rating, 146 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!

Outdoor spacesHot tubBackyard

4.96 out of 5 average rating, 177 reviews

Home in Greenville

Greenville Getaway|Paws & Pines: Dog Park & HotTub

Outdoor spacesBathroomDecor

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.

4.97 out of 5 average rating, 113 reviews

Windham Farmhouse Escape

Hot tubOutdoor spacesHospitality

4.96 out of 5 average rating, 124 reviews

Home in Hunter

Cozy Mountain Cottage with Pond & Hot Tub

Outdoor spacesBathroomHiking

Superhost

The chalet's exterior showcases a large wooden structure with a distinctive peaked roof. Expansive windows reflect sunlight, enhancing the natural surroundings. A spacious wrap-around deck is visible, surrounded by lush green grass and trees, providing a peaceful setting on the property.

4.94 out of 5 average rating, 173 reviews

Secluded 55 acre Windham Getaway w/ 6BRs + Hot Tub

Hot tubBathroomCheck-in

4.99 out of 5 average rating, 149 reviews

The A-frame chalet is framed by lush greenery, featuring a dark exterior with large windows. A bright blue door welcomes guests, and a private balcony extends from the upper level. Natural light reflects off the exterior, highlighting the home's inviting design.

Home in Prattsville

Scandi A-Frame w/Hot Tub & Sauna

BathroomOutdoor spacesView

Villa rentals with a hot tub

4.95 out of 5 average rating, 103 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

Hot tubBathroomCheckout

4.99 out of 5 average rating, 70 reviews

Villa in Shandaken

Deerfoot Inn - Creekside Compound with Hot Tub & S

BathroomOutdoor spacesComfort

4.87 out of 5 average rating, 67 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

Outdoor spacesBathroomKitchen

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

Hot tubIndoor spacesHospitality

4.93 out of 5 average rating, 56 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

5BR/3BA Epic Mountain Estate: Fire Pit & Jacuzzi

Outdoor spacesHot tubKitchen

An outdoor swimming pool reflects the colors of a sunset sky, framed by lush greenery and mature trees. The house, featuring a mix of wood and cedar siding, offers multiple seating options on the patio, inviting relaxation and connection with nature.

Villa in Hensonville

4.88 out of 5 average rating, 72 reviews

Private Pool Open! Hot Tub +Bar Windham Art Escape

BathroomOutdoor spacesAccess

Cabin rentals with a hot tub

4.98 out of 5 average rating, 119 reviews

A hot tub is positioned on a gravel surface, surrounded by greenery and trees. A wooden deck is visible nearby, leading to an outdoor seating area with chairs. A colorful sunset sky casts a warm glow over the tranquil scene.

Cabin in East Jewett

Near Hiking • Hot Tub • Fire Pit • Game Room

BathroomHot tubBackyard

4.93 out of 5 average rating, 149 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

Outdoor spacesHot tubHiking

4.9 out of 5 average rating, 204 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 Cabin with hot tub and dog run!

BathroomOutdoor spacesAccess

4.98 out of 5 average rating, 468 reviews

A spacious living area features a high A-frame ceiling with large triangular windows, allowing for abundant natural light and scenic views. A wood-burning stove sits in the center, surrounded by elegant seating arrangements on a plush area rug, enhancing a cozy atmosphere.

Cabin in Margaretville

Modern & Chic Log Home-Spectacular Mountain Views!

Outdoor spacesHot tubBeach

4.97 out of 5 average rating, 186 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

BathroomHot tubAccess

4.95 out of 5 average rating, 232 reviews

A wooden deck features two bright red Adirondack chairs positioned next to a circular hot tub. A well-maintained grassy area surrounds the deck, with lush greenery providing a natural backdrop. A blue cabin with large windows and a welcoming entrance is visible in the background.

Cabin in Lanesville

Catskill Cabin Pizza Oven Hot Tub Fire Pit Sauna!

Hot tubBathroomComfort

4.97 out of 5 average rating, 395 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

Outdoor spacesBathroomFamily