Holiday rentals with a hot tub in Windham

4.99 out of 5 average rating, 153 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!

BathroomHot tubAccess

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

Hot tubOutdoor spacesComfort

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.

Hot tubOutdoor spacesSleep quality

4.95 out of 5 average rating, 507 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.

Hot tubOutdoor spacesGetting around

4.98 out of 5 average rating, 171 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!

Outdoor spacesHot tubBackyard

4.96 out of 5 average rating, 224 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 spacesView

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.

BathroomOutdoor spacesTV

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, 133 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 tubBathroomCheckout

4.94 out of 5 average rating, 118 reviews

An inviting great room features a wood-burning fireplace surrounded by natural stone. Expansive windows frame views of the outdoors, while warm wood beams and flooring enhance the cozy atmosphere. A mix of seating options, including a leather sofa and wooden chairs, create a welcoming gathering space.

Chalet in Windham

Secluded Fernwood Chalet, Hot Tub, & Sauna House

Come immerse yourself in the beauty of the Catskills and enjoy the Fernwood chalet featuring mountain views and set upon 32 acres with private hiking trails, a hot tub, and a sauna house! Enjoy skiing in the winter (9 min. To Windham mtn., 18 to Hunter)hiking when it's warmer, fishing, swimming holes, lakes, you name it! Several wonderful dining options in the town of Windham, farmers markets & festivals, and other excursions a short drive away, or simply zen out at Fernwood!

Hot tubOutdoor spacesAccess

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!

Outdoor spacesHot tubEV charging

4.99 out of 5 average rating, 144 reviews

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.

BathroomHot tubCheck-in

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.

Hot tubOutdoor spacesCondition

Popular amenities for Windham hot tub accommodation

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a hot tub

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

BathroomOutdoor spacesAccess

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

Hot tubOutdoor spacesCondition

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

Outdoor spacesHot tubValue

5.0 out of 5 average rating, 145 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!

BathroomHot tubHeating

5.0 out of 5 average rating, 241 reviews

Home in Hunter

Embrace nature in style @ #killercatmountainhouse

BathroomOutdoor spacesBackyard

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, 112 reviews

Windham Farmhouse Escape

BathroomHot tubBarbecue

4.98 out of 5 average rating, 175 reviews

The log house, set on a hillside, features large windows and a wraparound deck. Outdoor seating areas are visible, accompanied by a fire pit. Surrounding trees are partially bare, revealing the natural landscape. The structure blends rustic charm with modern design elements.

Home in Lanesville

THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE

Hot tubBathroomBeach

4.99 out of 5 average rating, 136 reviews

Home in Hunter

Modern Treehouse w/ Spa, Walk to Hunter Mtn.

Outdoor spacesHot tubCheck-in

Villa rentals with a hot tub

4.95 out of 5 average rating, 103 reviews

A private inground pool is surrounded by lush greenery, featuring a water slide for added fun. A shaded pavilion can be seen in the background, with ample seating available for relaxation in the sun.

Villa in Cornwallville

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

BathroomOutdoor spacesPool

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

BathroomHot tubCleanliness

Villa in Town of Shandaken

4.99 out of 5 average rating, 70 reviews

Deerfoot Inn - Creekside Compound with Hot Tub & S

Outdoor spacesBathroomCleanliness

4.86 out of 5 average rating, 66 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 spacesBathroomFamily

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

Outdoor spacesHot tubComfort

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 Town of Taghkanic

5.0 out of 5 average rating, 3 reviews

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

Hot tubFamilyIndoor spaces

Cabin rentals with a hot tub

4.99 out of 5 average rating, 292 reviews

Cabin in Prattsville

Romantic Catskill Getaway | HotTub w/Mountain View

BathroomHot tubAccuracy

4.98 out of 5 average rating, 466 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!

Hot tubBathroomLocation

4.97 out of 5 average rating, 393 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

BathroomOutdoor spacesView

4.94 out of 5 average rating, 344 reviews

A modern A-frame cabin is illuminated under the evening sky, featuring large glass doors that open to a spacious deck with outdoor seating. The surrounding wooded area is visible, adding to the tranquil setting of the nature retreat.

Cabin in Freehold

Tiny Home A-Frame with Hot Tub & Creek

Hot tubBathroomAccess

4.95 out of 5 average rating, 110 reviews

A vibrant yellow hammock is positioned among trees in a lush green yard. The scene captures a person reading, with a portion of a spacious wrap-around deck visible in the background, along with outdoor seating arranged nearby.

Cabin in Tannersville

Hot Tub~Fire Pit~Hiking~BBQ~Catskills~Kaaterskills

Outdoor spacesBathroomAir conditioning

4.98 out of 5 average rating, 173 reviews

A serene view of the cabin set amidst lush greenery, with a calm stream flowing nearby. The deck is visible, and seating areas are arranged on the manicured lawn. Surrounding trees offer a sense of seclusion, enhancing the natural ambiance of the location.

Cabin in Hardenburgh

Catskills Cabin Oasis: Hot Tub, Hike, Creek, Relax

Hot tubBathroomFamily

4.97 out of 5 average rating, 184 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

Hot tubOutdoor spacesPets