Holiday rentals with a hot tub in Shandaken

Find and book unique rentals with a hot tub on Airbnb

Top-rated rentals with a hot tub in Shandaken

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

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Guest favourite

Cabin in Shandaken

4.95 out of 5 average rating, 143 reviews

Cozy 4Br Retreat: Heated/Saltwater is Open!

Pool Opens May 8th! Newly renovated 1920’s cabin style home nestled on 4 acres in the Catskill Mountains. Easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, and swimming holes. *Fully private* (small houses are sheds) A ton of outdoor space to enjoy in addition to our fully private seasonal pool (Late May-mid Sept). Our newly added 6 person hot tub is available year round. It's the perfect spot for a much needed recharge with family and friends.

8–15 Jul

$1,162 SGD per night

Guest favourite

Cabin in Mount Tremper

4.94 out of 5 average rating, 173 reviews

The Mountain Wonder - Hot tub, sauna, great views

As featured in @Escape_Brooklyn. Not an everyday Airbnb; a magical experience. Greatest view in the Catskills; natural wonders include private river & hiking forest; amenities include a wood-burning hot tub & sauna. World-class king bed & second bedroom. Ideal for couples, families, friends. Playground & games. Rustic charm. 18 forested acres. 10min to Woodstock; by hikes & eateries. Grateful hosts. @TheMountainWonder on IG. Would you add us to your favorites? STR Permit #21N-201

24 Nov – 1 Dec

$620 SGD per night

Guest favourite

Home in West Shokan

4.99 out of 5 average rating, 105 reviews

Panoramic Mountain views w/ hot tub, mins to hike

Picturesque ranch house nestled in a valley w/ panoramic mountain views, our 3 bdrm, 2 bath is available for your next escape from the big city. Enjoy hiking, walking trails galore within 5 - 15 min of the house or skiing 30 min away. Work from "home" with mountain views and super fast wifi and end the night gazing at the stars from the hot tub then fall asleep in the luxurious king size bed. We are only 20 min from Woodstock and 30 min to the slopes. Not suitable for children under 8 nor pets.

15–22 Aug

$465 SGD per night

Guest favourite

Cabin in Big Indian

4.97 out of 5 average rating, 262 reviews

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)

17–24 Oct

$393 SGD per night

Guest favourite

Home in Parksville

4.97 out of 5 average rating, 129 reviews

Cooley Mountain House *Hot Tub*

Remove the walls between you and nature in this spacious, vaulted and sun-drenched getaway. Nestled along a mountain stream on a quiet country road in the heart of the western Catskills, this fully redesigned house blends modern comforts with rustic styling, offering you and your guests an open invitation to kickback, “work from nature” or keep playing til sunrise. Under two hours from NYC, and less than 15 minutes from Livingston Manor, Cooley Mountain House keeps everything within reach.

9–16 May

$398 SGD per night

Guest favourite

Cabin in Wurtsboro

4.98 out of 5 average rating, 205 reviews

Spring Spa on a Cascading Brook - The Water House

The brook flows through an evergreen forest creating a nourishing environment and the perfect setting for a relaxing and rejuvenating spa retreat. The living/dining room, hot tub/deck, and fire pit are set overlooking the cascading brook, ideal for entertaining, meditating or simply as an enjoyable natural muse. The soft, cozy and elegantly vintage styled interior is illuminated and warmed with central heating, ambient lighting and a home surround sound entertainment system with karaoke.

15–22 Jan

$409 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

Guest favourite

Home in West Hurley

4.99 out of 5 average rating, 139 reviews

The Monarch | Modern luxury | hot tub, firepit

Featured in Domino Magazine's "Best Vacation Rentals" Meet The Monarch, your sun-drenched Catskills escape. Sleek and modern, yet comfortable and cozy. It has all the amenities- hot tub, fire pit, yoga room, Weber grill, outdoor dining, and kid toys. Ideal for couples, families, friends, and groups up to 4. On 7 acres in the forest, The Monarch is amazing in all seasons. 1.5 mi to Ashokan Reservoir; 20 min drive to Woodstock/Kingston/Stone Ridge.

4–11 Jan

$455 SGD per night

Guest favourite

Chalet in Fleischmanns

4.99 out of 5 average rating, 169 reviews

Crows Nest Mtn. Chalet

Elevated into the Mountainside, Crow’s Nest looks out onto a spectacular view of the Catskill Mountain range of Belleayre. Grab a cup of coffee and watch the sunrise from the back deck or bask in the glow of the sunset while relaxing in the hot tub or hammock. This is an incredible place to unwind and take in that fresh mountain air or retreat to one of the many hangout spots in this newly renovated home. Follow us on IG : @crows_nest_catskills

29 Nov – 6 Dec

$449 SGD per night

Guest favourite

Treehouse in Willow

4.96 out of 5 average rating, 711 reviews

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

31 Mar – 7 Apr

$604 SGD per night

Guest favourite

Chalet in Olivebridge

4.98 out of 5 average rating, 124 reviews

Spruced Moose Lodge & Treehouse w. Hot Tub & Pool!

Secluded log home on 5 acres, beautifully situated at the top of a no outlet road on a mountainside in the Catskills. The home has 4 bedrooms + 3.5 baths, with the 4th bedroom being a finished basement that has built-in full size bunk beds. There is also a sunroom, screened porch, pool, hot tub, and a treehouse that resembles a floating pirate ship 30 feet up in the trees. Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

23–30 Sep

$858 SGD per night

Guest favourite

Cottage in Phoenicia

4.89 out of 5 average rating, 803 reviews

Romantic hot tub cottage. Hiking/breweries nearby.

Your perfect romantic country cottage with private courtyard, steamy outdoor hot tub and fire pit offering the feeling of complete seclusion yet only a couple of minutes walk from fabulous Main Street speciality stores and restaurants. 2 minutes to Woodstock Brewing and the famous Phoenicia Diner . Bike the rails with Rail Explorers just around the corner or hike the beautiful Ashokan Rail Trail from Boiceville ( 8 minutes )

5–12 Sep

$249 SGD per night