Vacation rentals with a hot tub in Windham

Find and book unique hot tub rentals on Airbnb

Top-rated hot tub rentals in Windham

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

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Guest favorite

Home in Hudson

4.95 out of 5 average rating, 128 reviews

Hudson Retreat w/ Hot Tub, Fireplace + Fire Pit

Escape to Falls Road – a private mid-century country home nestled on the edge of 20 acres of preserved woodlands. Our home has been thoughtfully updated, featuring an array of resort quality amenities as well as a wood-burning fireplace, soaking tub, outdoor shower, projector & a 4ft deep cedar hot tub to unwind in. The yard includes a stock tank plunge pool, deck, grill, and fire pit. Located just over 2 hours from NYC/Boston and only 8 miles from Hudson center. Minutes to hiking, golf, & more!

Guest favorite

Home in Prattsville

4.94 out of 5 average rating, 123 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).

Guest favorite

Home in Jewett

4.82 out of 5 average rating, 129 reviews

Cozy Cabin Retreat with Hot Tub & Fire Pit

Escape the city to this beautiful mountaintop oasis, conveniently located within 10 Minutes from both Windham and Hunter Mountains. Located within minutes of golf courses. This 3 bedroom, 2 bath lovingly updated log cabin features a beautiful contemporary designed kitchen and bathrooms, a brand new hot tub and 2.5 acres of tranquility. Entertain inside with the fireplace (working) or spend an evening outside under the stars in the hot tub. Only minutes away from hiking, breweries and wineries

Superhost

Cottage in Red Hook

4.9 out of 5 average rating, 199 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you. BE SURE TO SEE OUR OTHER 2 BEDROOM COTTAGE ON THE LAKE - LILY PAD - IF YOUR DATES ARE NOT AVAILABLE.

Guest favorite

Cabin in Big Indian

4.97 out of 5 average rating, 291 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)

Guest favorite

Home in Bearsville

4.92 out of 5 average rating, 130 reviews

Secluded Artist's Retreat with Hot tub

Our well-equipped cabin sits at the end of a dead-end road on three secluded acres including rolling lawn, woodlands, and a pretty pond. You probably won't hear another car all weekend. Yet we are less than five miles from Woodstock, the cultural center of the Catskills, with its galleries, theaters, festivals, restaurants, concerts, and boutiques. Soak in our year-round hot tub, or relax on our extensive decks and screened-porch. You may not get back in your car all weekend!

Guest favorite

Chalet in Fleischmanns

4.88 out of 5 average rating, 208 reviews

Gorgeous Ski Chalet - 7 mi to Belleayre (hot tub)

This fully renovated chalet is close to Margaretville and Phoenicia. 7 mi to Belleayre. Close to hiking/biking. Secluded property with gorgeous pond and mountain views. 6 person hot tub! Great for couples/skiers/hikers/family/friends getaways. No smokers/cats. Extra charges: - $25 firewood/fire starters. - $50 pet fee per dog + $300 refundable deposit - $25 per guest > 5 guests. Booking constitutes agreeing to the liability waiver in the house manual for hot tub.

Guest favorite

Home in Round Top

4.96 out of 5 average rating, 189 reviews

Escape in the Catskills w/hottub

*NO CLEANING FEE!* World Class View!!! Our place is close to a multitude of Catskill Mt. Hiking trails, Windham and Hunter Mountains, North/South Lake, and Blackhead Mountain golf course-which is one of the most outstanding 18 hole, par 72 championship courses in the Northeast. Our place is good for couples, solo adventurers, and small groups. Please make sure to enter the correct number of guests, as there is an additional fee for more than 2 guests. Thank you.

Guest favorite

Rental unit in Tannersville

4.88 out of 5 average rating, 305 reviews

Mountain Top Hot Tub Suite Hiking & Falls 5 min

Mountain Top Hot Tub Suite with private rear entrance ,Ensuite bathroom ,450 square foot deck & hot tub, Yard with fire pit, King size bed ,walk to Main Street Tannersville Restaurants & shops. 6 min drive to Hunter Mountain and 20min to Windham Mountain. Minutes from trail heads that access the scenic Devil's path range. 10 min drive to North South Lake for swimming ,biking ,hiking trails , kayaking & fishing . Sorry no children or infants. Adults only.

Guest favorite

Cottage in Phoenicia

4.89 out of 5 average rating, 843 reviews

Romantic hot tub cottage. Breweries/skiing 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 )

Superhost

Home in woodstock

4.86 out of 5 average rating, 503 reviews

CABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN

Perfect get away cottage for a couple or small family! 40 minutes to Hunter or Belleayre Newly renovated home on 6 acres with bright rooms and forest views; outdoor patio with hot tub Jacuzzi; outdoor fireplace and pizza oven; new whole-house water filter. The cabin is 10 minutes to the town of Woodstock. It is directly across from Kenneth Wilson State Park

Guest favorite

Cabin in Arkville

4.97 out of 5 average rating, 110 reviews

Little Log Cabin with Hot Tub

Make yourself at home in our one-bedroom log cabin with everything you need for a weekend retreat. Tucked away just outside of town, you'll be minutes from dining, shopping, skiing (Belleayre, Plattekill), golfing, hiking, kayaking, fishing and more! Take a dip in the hot tub after a day on the slopes or a long hike and cozy up to the woodstove.