Vacation rentals with a hot tub in Windham

4.98 out of 5 average rating, 168 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!

4.99 out of 5 average rating, 198 reviews

The chalet's exterior is enhanced by warm string lights that illuminate the entryway and wraparound patio. A stone chimney complements the wooden architecture. The setting sun casts a serene glow over the landscape, emphasizing the inviting atmosphere of the outdoor space.

Cabin in Durham

Stunning Cabin, Sauna, HT, MtnView, Mins 2 Windham

Welcome to Chalet LaRosa, a new 2,450 SF custom cabin just 10 minutes from Windham Mountain & easily accessible to the area's hottest attractions! This idyllic 4BR, 3BA retreat w/ an 8" cedar sauna, hot tub, & full game/bar area is situated on the Durham Scenic Byway w/ some of the Catskills' most breathtaking views. The cabin provides a rare amenity package & truly authentic Catskills experience w/ decor & materials sourced from dozens of local shops & antique collectors. Come enjoy the Chalet!

4.99 out of 5 average rating, 116 reviews

Home in Roxbury

Peaceful Designer Farmhouse~Hot Tub~Sunset Porch

Revel in the design of this recently renovated 3BR 1.5Bath oasis surrounded by the Catskills Mountains. It's a perfect base for your ski weekend or wedding party, nestled on the historic Burroughs Memorial Road, where the famous naturalist entertained Henry Ford and Teddy Roosevelt. ✔ Hot Tub & Fire Pit ✔ 3 Comfy BRs ✔ 2 Living Areas ✔ Chef's Kitchen ✔ Wraparound Porch (BBQ Grill, Seating) ✔ HD Projector with a Wide-Screen ✔ Guitars & Drum Set ✔ High-Speed WiFi ✔ Free Parking See more below!

4.97 out of 5 average rating, 368 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)

4.93 out of 5 average rating, 254 reviews

A rustic cabin sits amid vibrant autumn foliage, surrounded by tall trees. A wooden deck wraps around the cabin, providing a spacious area for relaxation. A gravel path leads to the cabin, with a single chair positioned on the lush green lawn, inviting guests to enjoy the serene environment.

Home in Mount Tremper

Mt. Wonder: Cozy Cabin w/ Hot Tub and Wow View

Welcome to the Wonder of the Catskills. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Just 10 min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub & an overall magical feel. Amenities galore incl the tub, BBQ, firepit, wood stove & stocked kitchen. Peruse our books, vibe in nature or enjoy hikes & cute towns nearby.

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.

4.95 out of 5 average rating, 485 reviews

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 spacious game room is highlighted by a pool table, with vibrant balls positioned on the felt surface. In the background, a bar area with wooden shelves and appliances is visible, along with a cozy seating area. Natural light illuminates the room from large windows.

4.99 out of 5 average rating, 148 reviews

5 Min to Skiing | Hot Tub | Fire Pit | Games | Bar

Make lasting memories in this 5 BR, 3.5 BA, 5,600 ft² cabin in scenic Windham, NY located just 5 min away from Windham Mountain Resort and steps away from dozens of hiking trails. The cabin has tons of things to do, including an outdoor firepit, treehouse, hot tub, baby grand piano, and more. Unwind in the game room with a pool table, air hockey, 30+ board games, and an Xbox One. Stanley’s is dog-friendly, so your pups can vacation with you! Plan a ski weekend or getaway with us today!

Superhost

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

4.95 out of 5 average rating, 195 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!

4.95 out of 5 average rating, 232 reviews

A bright and airy bedroom features large windows with stunning river views. The spacious bed is dressed in white linens with a soft blue throw. Vintage lamps sit on each side of the bed, while intricate green pendant lights hang from a wooden ceiling.

Home in Cementon

HEAVEN ON EARTH - Hudson Riverfront Home

Voted #3 Most Romantic AirBnB Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

4.83 out of 5 average rating, 121 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

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.

4.79 out of 5 average rating, 405 reviews

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.

Popular amenities for Windham hot tub rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a hot tub

4.9 out of 5 average rating, 251 reviews

The modern barn-style home is surrounded by lush greenery, featuring large windows that highlight its spacious interior. A wraparound deck with railings invites outdoor relaxation, while an inviting facade includes a prominent gabled entry. Soft lighting enhances the welcoming ambiance as dusk approaches.

Home in Mount Tremper

Stunning Modern Barn minutes from Woodstock 21N195

4.97 out of 5 average rating, 142 reviews

The exterior of the home is showcased, featuring a prominent front porch with decorative railings. Lush green lawns surround the house, and trees line the background. The structure has a steep roof with dormer windows and a central door framed by elegant sidelights.

Home in Roxbury

Modern Getaway with Mountain Views

4.94 out of 5 average rating, 202 reviews

A waterfront home is shown from an elevated view, featuring an expansive deck with outdoor seating and a gazebo. Colorful kayaks are positioned along the water's edge, with lush trees showcasing autumn foliage in the background, contributing to the serene atmosphere.

Home in Saugerties

Waterfront Three bedroom in Saugerties w/ Hot Tub

4.97 out of 5 average rating, 119 reviews

Home in Hunter

Cozy Mountain Cottage with Pond & Hot Tub

4.96 out of 5 average rating, 179 reviews

A spacious cedar hot tub sits peacefully outdoors, surrounded by a natural setting of trees and open space. Bubbles rise from the water, creating a relaxing atmosphere. Clear blue skies are visible above, enhancing the tranquil environment.

Home in Hudson

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4.96 out of 5 average rating, 165 reviews

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.

Home in Windham

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

4.93 out of 5 average rating, 128 reviews

A serene outdoor area features a stone patio with wooden seating around a fire pit amidst lush greenery. A charming single-story house is visible, surrounded by a manicured lawn. An indoor game room is equipped with a pool table and dart board, while an outdoor hot tub is shaded by a large red umbrella.

Home in Prattsville

Catskills home with game room, hot tub, fire pit

4.95 out of 5 average rating, 128 reviews

Home in Hudson

Stylish Pet-Friendly Retreat w/ Hot Tub

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

4.96 out of 5 average rating, 96 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

4.86 out of 5 average rating, 64 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, 49 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, 109 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

4.98 out of 5 average rating, 104 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

10 mins to ski • Fireplace • Hot Tub • Pool Table

4.98 out of 5 average rating, 184 reviews

A scenic view from a wooden deck showcases a tranquil lake surrounded by greenery. Bright, leafy trees frame the image as the calm water reflects the sky. Cozy seating is positioned on the deck, inviting relaxation in this serene outdoor space.

Cabin in Hunter

The Lakefront Chalet - Ski, Ride, Golf, Bike, Hike

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.

4.86 out of 5 average rating, 161 reviews

The Windham Cabin w/ Hot Tub

A modern home is surrounded by a vibrant array of fall foliage, with a campfire pit featuring red Adirondack chairs arranged in a circular formation. The expansive deck, illuminated by string lights, leads to large windows reflecting the cozy interior.

4.97 out of 5 average rating, 131 reviews

Casa Magda - Designer Home near Hiking + Swimming

4.96 out of 5 average rating, 119 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 Hot Tub and Fire pit

4.98 out of 5 average rating, 144 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

4.86 out of 5 average rating, 111 reviews

An aerial view of a modern A-frame cabin surrounded by forest features a spacious wooden deck with an umbrella and lounge chairs. Soft lighting creates a welcoming ambiance, while large windows offer glimpses of the inviting interior.

Cabin in Stamford

Catskill Forest A-Frame: Hot Tub, Sauna, Stars!