Holiday rentals with a hot tub in Windham

Find and book unique rentals with a hot tub on Airbnb

Top-rated rentals with a hot tub in Windham

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Durham

4.99 out of 5 average rating, 120 reviews

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!

23–30 Oct

$897 SGD per night

Guest favourite

Home in Prattsville

4.95 out of 5 average rating, 111 reviews

12acres Catskill Mntn vws, hot tub, fire pit, pond

Get away to this beautiful remote location in the Catskills region. Stunning views of mountains and over 12 acres of land to explore. Located on the property is also a new hot tub, fire pit & a serene pond where you can just sit back and take in the views. We are about a 15 minute drive away from Windham Mountains ski resort, 13 minutes to Bearpen Mountain Sports, less than 30 minutes to Hunter Mountain and less than 40 minutes to Kaaterskill Falls (the most famous Catskill Mountain waterfall).

18–25 Sep

$320 SGD per night

Guest favourite

Home in Durham

4.96 out of 5 average rating, 101 reviews

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

11–18 Oct

$552 SGD per night

Guest favourite

Home in Windham

4.95 out of 5 average rating, 105 reviews

Charming Home Lg/Mod Kit Hot Tub on Stream FirePit

Beautiful Country setting, Large fire pit across bridge next to beautiful stream w 6 Adirondack chairs,new stream side bluestone patio.2.6 miles from Ski Windham. Modern spacious kitchen Wolf &Sub Zero , Breville Barista espresso machine, comfy living rm with pellet stove and 1906 antique player piano, flat screen smart TV. Large deck with stream view ,outdoor flat screen tv. Newly installed 6 Person Hot Tub w waterfall,2 person shower for relaxation after a hike. Gas fire table on deck also.

7–14 Nov

$483 SGD per night

Guest favourite

Home in Hunter

4.99 out of 5 average rating, 112 reviews

Embrace Hunter Mountain in style

Natural splendor meets seductive style @killercatmountainhouse, an ultra-private retreat at Hunter Mt—and super close to Windham Mt—that delivers a fresh & unexpected Catskills experience. Embrace spring from our 900-sq-ft deck, hot-barrel sauna, firepit & roomy hot tub, or unwind by the fireplace with records & games. Our Parisian-chic décor gives design lovers Insta-worthy moments inside & out, while our epic Hunter Mt views & amenities allow outdoor enthusiasts to indulge all season long.

8–15 Nov

$1,170 SGD per night

Guest favourite

Cabin in Freehold

4.96 out of 5 average rating, 160 reviews

Tiny Home A-Frame with Hot Tub & Creek

Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

22–29 Sep

$424 SGD per night

Guest favourite

Cabin in Windham

4.94 out of 5 average rating, 359 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.

4–11 Aug

$738 SGD per night

Guest favourite

Chalet in Maplecrest

4.96 out of 5 average rating, 221 reviews

Windham Chalet w BBQ Hut and Pizza Oven

Private, yet just five minutes from Windham, our house offers an escape from day to day stress. It has 3 bedrooms, one with a queen bed on the first floor and upstairs a bedroom with 2 twin beds and one bedroom with 2 bunk beds. Outside a large deck with Adirondack chairs and a small bar table with chairs, gas grill and swing bed are some of the things you can enjoy .In rainy weather you can sit on the large covered deck, observe nature, swing on the bed, grill or gather around the fire.

1–8 Oct

$664 SGD per night

Guest favourite

Cabin in Windham

4.88 out of 5 average rating, 110 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.

10–17 Aug

$266 SGD per night

Guest favourite

Home in Windham

4.98 out of 5 average rating, 120 reviews

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

~~ One of the top rated AirBNBs in all of Windham. 4.97 with 100+ reviews ~~ The perfect ski and getaway home for groups of families, w/six large bedrooms that sleep 16+ comfortably. Nestled on 55 acres, our serene, sun-drenched home is just a few miles from the Slopes. Includes 3 full baths, an outdoor hot tub, game room, and a huge wrap around deck w/ propane grill. Create memories around our outdoor fire pit, or snuggle up at the fireplace in our spacious living/dining room.

24–31 Aug

$1,212 SGD per night

Guest favourite

Cabin in Tannersville

5.0 out of 5 average rating, 153 reviews

Catskill Chalet: Romantic Summer Escape w/Hot Tub

Camp Van Winkle is a place to relax, unwind & reclaim your sense of calm. Take time to connect with family and friends and discover the magic of the Catskills. In the summer, there's hiking, biking, boating & swimming. Winter brings skiing at Hunter & Windham, ice skating & cozy evenings by a warm fire. Listen to some vinyl! Enjoy the quiet, the starry night sky & the fresh air all year round. Designed with love and care, we invite you to relax and stay awhile! Almost Home!

7–14 Feb

$600 SGD per night

Superhost

Home in Windham

4.92 out of 5 average rating, 153 reviews

Windham Mountain Getaway- soak, relax, unwind

*** Now offering late checkout*** Warm and ready for the season, this newly renovated retreat is perfectly situated in the town of Windham, New York. Whether it’s hike, bike, or ski there’s plenty to offer year round! Consisting of 4 private bedrooms, 2 bathrooms and plenty of open floor space bring the whole family and feel right at home with this beautiful modern mountain getaway. Spend time enjoying the privacy from the decks, soaking in the hot tub or relaxing in the sauna.

21–28 Jul

$582 SGD per night