
Holiday rentals with a pool in Catskill
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Catskill

Nightly prices starting at
Catskill holiday rentals start at ₹7,668 per night before taxes and fees

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Over 890 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Catskill rentals

4.9 Average rating
Catskill stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Catskill
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

4Br Mountain Brook House on 130 acres w/ trails
Hemlock House is an extraordinary private escape nestled against a babbling brook running through the rocky gorge of an 130 acre magical historic farm. Explore hiking trails through old forests, trout creeks, and 90ft waterfall or simply relax by the fire pit or within the outdoor spa while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplace, great wifi and comfortable bedrooms with quiet workspaces- learn more at cascadafarm.com
4.88 out of 5 average rating, 222 reviews
The Woodstock Barn House - Sauna, Gym, Jacuzzi
19th Cent Hand-Hewn Dairy Barn. LOVE BIG GROUPS - if your #s exceed 10 we can accommodate. Pet Friendly Inquire for summer dates! IG: @woodstockbarnhouse 2 guest 1 night stays inquire for clean discount Travel & Leisure "Gorgeous Old Catskill Barn" House Beautiful "Best Upstate New York Weekend Destinations " Pool about May to midOct Hot Tub - all year Gym Sauna Fire Pit Projector Tv Pizza Ovens Cabana Kitchen 2 miles from center of town. *No checkin avail Tgiving, Xmas Day, Easter Sunday
4.99 out of 5 average rating, 279 reviews
Private lakefront home, hot tub & resort amenities
Stylish, and private Catskills lake-front house, w/ amazing lake views, a private hot tub, fire pit, kayaks, beach and dock; community swimming pools, tennis, pickle ball, basketball courts, baseball fields, playgrounds, dog beach & parks, golf driving range. This home has all you need to entertain, or work from. Located 2hrs from NYC, 15-30 minutes from Catskill, Hudson, Woodstock, Hunter and Windham ski resorts, the best restaurants, hiking, art galleries, antique shops, and cultural centers.
4.95 out of 5 average rating, 196 reviews
Entire Home, Private Indoor Pool
This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.
4.81 out of 5 average rating, 136 reviews
Luxury Retreat-Heated Pool, Sauna, HotTub&C Plunge
Experience Catskills luxury at The Swan Home, a modern retreat designed by MPM Designs LLC. Newly renovated with high-end furnishings and curated outdoor living, it offers a private escape with heated pool, hot tub, cold plunge, sauna, open-air shower, and outdoor fireplace under the stars. Just 9 minutes to Hunter Mountain and 2 hours from NYC, with access to Woodstock, Rhinebeck, and Windham. Enjoy high-speed Wi-Fi, a home theatre, and designer finishes—perfect for a refined weekend getaway.
4.9 out of 5 average rating, 101 reviews
Woodstock Historic Artist Estate- The Museum House
The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..
4.96 out of 5 average rating, 185 reviews
Hudson River Sunset Getaway
With sunset views of the Hudson River and Catskill Mountains you can relax poolside during the summer months or enjoy the changing fall colors next to a cozy back yard bonfire in the fall. Located only 5 mins to downtown Hudson where you’ll find ample dining, drinking & shopping opportunities. Or head out to explore the Catskill Mountain Range only 30 mins away for the best hiking and skiing in the area. Sunset House is the perfect place for families or a couples getaway!
4.92 out of 5 average rating, 112 reviews
Catskill Village Ski Hike Lake Pet Main St Pool
Welcome to our cozy retreat in historic Catskill village, just a block from Main Street's vibrant cafés, breweries, art galleries, and historic sites. Outdoor enthusiasts will appreciate our proximity to skiing, zip-lining, hiking, and golf. Enjoy water activities like kayaking, paddleboarding, and boating on the nearby Hudson River. We're conveniently located 10 minutes from the Hudson Amtrak station and about a 2 to 2.5-hour drive from NYC, making it an ideal getaway.
4.98 out of 5 average rating, 105 reviews
Lake House close to Skiing & Indoor Hot Tub
Sleepy Hollow is a small community with lots to offer inside . This home offers so much entertainment you won't even have to leave the driveway . From a pool table, and video games to outside on a luxurious lawn overlooking this private lake. Sit down have a fire , cookout and watch the sun go down. Hunter and Windham mountain are both approx 40 minutes. Hudson is a skip away at 20-25 minutes putting you right on Main Street where all the action is.
4.96 out of 5 average rating, 113 reviews
Hilltop Barn - Views, Hot Tub, Plunge Pool, Sauna
A private hilltop oasis in nature. Newly renovated barn with some luxury amenities including sauna & outdoor firepit & movie theater screen & hot tub & stock tank pool on a 15-acre hilltop w/ views & privacy in Hudson Valley / Berkshires. Fully stocked for cooking & tons of games. Near great shops & restaurants in Hudson & Great Barrington. We can point you to the best people to book for private massages or yoga classes right at the house.
4.97 out of 5 average rating, 185 reviews
Hudson Valley Lake · Hot Tub · Dock · Games · View
Welcome to my lakefront getaway nestled on the shores of picturesque Sleepy Hollow Lake! Grab the kayak and explore the lake or lounge the day away in the hot tub. ✔ Private Hot Tub, BBQ, Fire Pit ✔ Lake Access (Dock, 2 Kayaks, Paddleboard) ✔ Pool Table ✔ High-Speed Wi-Fi ✔ Community Amenities (Seasonal Pools, Sports) Perfect for families and groups looking to relax. Not suitable for parties.
4.98 out of 5 average rating, 111 reviews
Ski & Sauna! Modern Cabin - Minutes to Bellayre
Welcome to a brand new Catskills getaway. Inspired by Japanese and Scandinavian design, every detail has been thought through to create the perfect private retreat where interiors blend seamlessly with the surrounding mountains. You’ll see high end finishes throughout the space and all the amenities you could desire. Welcome to a relaxing stay at your home away from home.
4.98 out of 5 average rating, 175 reviewsPopular amenities for Catskill rentals with a pool
House rentals with a pool

Luxe modern A Frame, Hot tub and new heated pool
4.97 out of 5 average rating, 120 reviewsA Very Cozy House With a Very Big Yard
4.94 out of 5 average rating, 413 reviews
Upstate Getaway btw Rhinebeck+Hudson
4.98 out of 5 average rating, 104 reviews
Golf Sim! Hot Tub/Game Room/Cinema 2 Kings
4.99 out of 5 average rating, 146 reviews
Upstate Modern Scandinavian Barn in the Catskills
5.0 out of 5 average rating, 172 reviews
Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm
4.89 out of 5 average rating, 183 reviews
3BR/2BA • Fireplace & Hot Tub Near Bethel Woods
4.93 out of 5 average rating, 247 reviews
Woodstock Getaway - Heated Pool/Hot Tub/FirePit
4.98 out of 5 average rating, 129 reviewsApartment rentals with a pool

Cozy Gem with Mountain Views
4.88 out of 5 average rating, 117 reviews
Windham Condo
4.69 out of 5 average rating, 128 reviews
Stunning Views • Bright 2BR • Oktoberfest • Foliage
4.94 out of 5 average rating, 159 reviews
Mountain Creek Appalachian Condo Waterpark
4.96 out of 5 average rating, 167 reviews
Appalachian Lodge Top Floor w/views
4.94 out of 5 average rating, 955 reviews
Best Mtn Views! Mtn Creek Hot Tub Heat Pool #324
4.95 out of 5 average rating, 264 reviews
Appalachian TOP 4TH FLOOR Studio+ w/amazing views!
4.92 out of 5 average rating, 420 reviews
SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit1
4.93 out of 5 average rating, 103 reviewsOther holiday rentals with a pool

Catskills Retreat | Heated Pool & Hot Tub
4.95 out of 5 average rating, 250 reviews
Grapevine Cottage
4.99 out of 5 average rating, 381 reviews
Lakefront Retreat | Kayaks, Paddle Board & Hot tub
4.85 out of 5 average rating, 132 reviews
Experience The Zen House
4.97 out of 5 average rating, 364 reviews
Black Ridge Cottage: Pond, Cowboy Pool & Sauna
4.97 out of 5 average rating, 176 reviews
Daydream Mountain Art-Chateau | Hot Tub & Pool
4.96 out of 5 average rating, 222 reviews
Modern Getaway in Kingston - 1.5hr from NYC
4.91 out of 5 average rating, 117 reviews
Thorne Hollow - Mountain Getaway with Pool+HotTub
4.98 out of 5 average rating, 130 reviewsDestinations to explore
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Howe Caverns
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Thacher State Park
- Kent Falls State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Rensselaer Polytechnic Institute
- Benmarl Winery
- Naumkeag





