Holiday rentals with a hot tub near Windham Mountain

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Top-rated rentals with a hot tub near Windham Mountain

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Top guest favourite

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 Lodge | Mt View, HotTub, Firepit, Game Rm

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!

4.97 out of 5 average rating, 184 reviews

Top guest favourite

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, 159 reviews

Guest favourite

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

4.95 out of 5 average rating, 147 reviews

Top guest favourite

Chalet in Prattsville

Le Chalet Catskills: Mountain View• Sauna• Hot Tub

Le Chalet Catskills is a modern, luxury mountain escape set on 10 private acres near Hunter, Windham, and Belleayre. Made for those who appreciate great design, style, and comfort, it’s the perfect place to create special memories with friends and family. Take in sweeping mountain views, unwind in the cedar sauna, soak in the hot tub under the stars, and gather around the firepit for cozy nights. With a chef’s kitchen and thoughtful interiors, it’s a Catskills getaway you’ll want to return to.

4.99 out of 5 average rating, 188 reviews

Top guest favourite

The exterior view showcases two townhouse units set against a backdrop of rolling hills and clear blue skies. A sprawling lawn, dotted with trees, provides open green space. Features include a stone pathway leading to the units and a fire pit area visible in the distance.

Townhouse in Windham

Windham Mountain Village 2 bedroom townhouse

This 2 bedroom, 2 bath Townhouse with loft that sleeps 8 (max 6 adults) is located at the top of Windham Mt Village a very short walking distance from the Windham ski lodge and beginner lifts. Fully equipped kitchen, dining area, living area with fireplace including firewood. TV with cable and free high speed wifi. Outdoor deck with gas grill. Washer and Dryer. 2 parking spots in front. Access to community pool and hot tub when open usually summer and winter. Air Conditioning in summer.

4.91 out of 5 average rating, 138 reviews

Guest favourite

Home in Windham

Luxury Windham | 6BDRM, Pool, Hot Tub & Movie Room

A spectacular six-bedroom estate blending refined luxury, comfort, and privacy. Nestled within the exclusive Dingley Dell Estate, just six minutes from Windham town and 25 minutes from Hunter Ski Resort. Enjoy beautifully landscaped grounds, inviting outdoor spaces, complete privacy, and breathtaking mountain views. Fully renovated for exceptional comfort, the home features a private pool, movie room, premium sound system, and everything needed for an unforgettable luxury mountain escape.

4.95 out of 5 average rating, 109 reviews

Top guest favourite

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.

4.95 out of 5 average rating, 515 reviews

Guest favourite

A private hot tub with water fountains is situated on a covered deck, surrounded by lush greenery. The deck features wooden railings and is partially shaded, creating a comfortable space for relaxation.

Townhouse in Windham

Red Fox Townhouse Alpine Hot Tub, BBQ & Fire-pit

Red FoxTownhouse & Spa Hot Tub Spa Bathrobes & slippers provided Epic location to town & skiing Clean & comfortable home 3 beautiful bedrooms 2 full bathrooms Well-stocked kitchen FREE Coffee - Mr Coffee unit Living room and comfortable sofa Large smart TV Indoor Fireplace - electric fire log Red Fox art-work Outside fire pit firewood & marshmallow sticks provided Weber BBQ grill & propane tank Walking distance to the Chicken Run Restaurant & Bar The homeowner resides on premise

4.93 out of 5 average rating, 127 reviews

Guest favourite

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!

4.95 out of 5 average rating, 234 reviews

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

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.

4.86 out of 5 average rating, 175 reviews

Guest favourite

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!

4.94 out of 5 average rating, 121 reviews

Top guest favourite

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. Windham and Hunter 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.

4.95 out of 5 average rating, 133 reviews