About a 3-hour drive from New York City, the Catskill Mountains is a crown jewel in New York State. Boasting 98 towering peaks, this region is a nature lover’s delight. With an abundance of pristine rivers, it’s no surprise that American fly fishing originated here. Aside from lovely bodies of water, such as the breathtaking Kaaterskill Falls, the glamping spots in Catskill Mountains are also great places to commune with nature. This nature-filled destination also offers fun legacies. The 1987 blockbuster movie Dirty Dancing was filmed here and in 1969, this is where the historic Woodstock Music Festival took place. For stays, the ski resorts in Catskill Mountains are all the rage during winter. If your summer getaway plan includes a daily swim in this Upstate New York paradise, then you must scroll down to see the best vacation rentals with private pool near Catskill Mountains, New York.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on September 01, 2025.
1. Luxurious converted barn in Lake Hill (from USD 985)
Fine antique and modern furnishings seamlessly blend in this converted barn in Lake Hill, which is around a 35-minute drive from the foothills of Catskill Mountains in Shandaken. It is a luxurious retreat for a family of six members. The great room screams opulence with its high-ceiling, chandeliers, large TV, huge fireplace, and chef’s kitchen. Those who expect to get some work done while away can take advantage of the full-size desk complete with an ergonomic chair, printer, landline, smart TV, and ultra-fast WiFi.
The outdoors is equally amazing as it features a fenced heated pool surrounded by pool loungers and a manicured garden. You’ll find lots of entertaining spaces on the fully private grounds dotted with mature trees. Alfresco cooking and dining are possible because of the screened porch and the deck equipped with both gas and charcoal grill.
Lake Hill, New York, United States
Top guest reviews
Host:
owners/managers very responsive and kindthe property manager was excellent and very helpfultremendous property manger is awesome and attentiveLocation:
great place to get away from the citywe had the most amazing summer time at this placewas a great location and the house was fantastic we would definitely stay againRead more reviewsAmenities & Room:
inside well equipped great kitchen comfortable sleeping arrangement for our family of 5
2. Spacious rental with great views in West Hurley (from USD 760)
Perched on the Ashokan Reservoir mountain top in West Hurley, this spacious and sun-filled accommodation will spoil you with stunningly expansive views of the southern Catskills Mountains and the Mohonk Mountain preserve. It takes approximately 45 minutes to reach the property from the base of the Catskills Mountains at Shandaken and makes the trip well worth it with its luxurious in-ground pool. Another awesome relaxing spot is the large deck with a gas grill and lounge furniture, perfect for sunset viewing and savoring a morning coffee.
The well-appointed rental is made more convenient by its smart TV, wood-burning fireplace, card game table, and AirPlay speakers in the living room. Meanwhile, high-speed WiFi is available throughout. Make sure to take first dibs on the master suite if you wish to enjoy a dreamy clawfoot tub and wake up to gorgeous views.
Glenford, New York, United States
Top guest reviews
Host:
property manager was easy to reach and helpful from initial booking to check outCleanliness:
the place was also clean and well-equippedRead more reviewsAmenities & Room:
beautiful home views are amazing in pretty much every roomkim was right on hand to answer a question regarding the tvwe had everything we needed to relax and enjoy this spacious and comfortable home
3. Charming 1800s vintage home (from USD 783)
This accommodation blends bygone-era brilliance with contemporary comfort. A generator keeps the electricity flowing in case of a power failure. The outdoor space is surrounded by lush greenery and comes with a sparkling swimming pool. It comes equipped with a net for fun water-style basketball. The converted barn is a fully appointed games room that features everything from chess to ping pong. Pets are welcome, so no worries about bringing your four-legged companion.
woodstock, New York, United States
Top guest reviews
Host:
the owner is so kind and easy goingjim was an awesome host- super responsive and made check in and out a seamless processjim is very responsive and ensures you will enjoy your stayLocation:
great location - convenient to woodstockthe location is perfect; we had such a wonderful timewe had a great stay at jim’s place perfectly situated between woodstock and phoeniciaCleanliness:
the house is well decorated well maintained comfortable and immaculately cleaneverything is as described in listing (or better ) beautiful house clean well stockedRead more reviewsAmenities & Room:
the beds are very comfortable and the game room is even better in personwonderful relaxing living room with large fireplace was my family's favorite spotbeds were extremely comfortablegame room was incredible and my wife and i enjoyed it as much s the kidsthe pool and hot tub are delightful and the grounds are stunning
4. Remote chalet with nearby trails (from USD 522)
If you value privacy, then this secluded mountain chalet in a woodsy setting is ideal. This lodging features many pampering elements, from a steamy sauna to a soothing hot tub. Available during the summer months, the in-ground swimming pool measures 40 feet (12 meters) in length and offers a refreshing end-of-the-day dip. Have kids in tow? Let them loose in the games room where they can indulge in air hockey, Xbox, and more.
This property boasts 10 scenic and easy-to-follow trails nearby, so it’s a hiking enthusiast’s dream as well.
LANESVILLE, New York, United States
Top guest reviews
Host:
very nice hoststhe owners were helpful and kindthe owner was so lovely and helpfulpeter was a great hostpeter and lara are great hostsLocation:
we appreciated the ample supply of firewood for the central wood-burning stoveCleanliness:
the house was adequate for what we needed and was very cleanthe hot tub was clean and we had two beautiful & clear nights for stargazingeverything was pretty much cleanin addition to the place being clean pete was wonderfulthe cabin was clean spacious and felt like your home away from homeRead more reviewsAmenities & Room:
the house is cozy and charming with absolutely stunning views of the surrounding hillsthe game room board games and big screen entertained us in the rainy weatherthe view was beautiful the home was warm and comfortable and the kids had a blastit was very hot though in the house but the fans were a little helpful
5. Log cabin with indoor pool (from USD 364)
Perched on a mountain top, this isolated lodging is a peaceful hideaway. The interior is awash in a rustic coziness, yet features many modern-day amenities such as a snazzy wood-burning fireplace. The heated indoor swimming pool is a wonderful luxury on chilly days, and the outdoor deck offers lovely panoramic views of the Catskill Mountains. The home’s location is great for a myriad of outdoor activities such as tranquil fishing and horseback riding.
Hunter, NY, US
6. Historic farmhouse in expansive property (from USD 1218)
Details such as a century-old stone fireplace and age-old dining table make this 1800s farmhouse something special. Located on 20 acres (8 hectares), this accommodation touts a beautiful interior and homey furnishings. You’ll want to swim all day in the crystalline 50-foot (15-meter) swimming pool that is situated in an expertly manicured setting. Because this in-ground pool is in an open area, you can also sunbathe on one of the loungers.
Fleischmanns, NY, US
7. The House on Smith Lane (from USD 1028)
This handsome abode is a true gem in Accord, New York. Displaying an upscale charm, this dwelling offers an inviting atmosphere. The interior is replete with stylish and eclectic furnishings while boasting updated appliances.
The swimming pool, which is open from May to September, shimmers in a nice open space. Its bluestone coping is not only appealing but also provides a non-slippery surface for utmost safety.
Accord, New York, United StatesAccommodates: 6
Top guest reviews
Host:
owners were very responsivegreat house with great hoststhe hosts were super communicative and accommodatingattentive responsive and thoughtfullisa and marco were great hosts with quick communicationLocation:
the location is beautiful close to so muchbeautiful house in a great locationthis is the perfect place for a weekend awaymarco and lisa were super fast to respond and their place was wonderfulsuch a great place to stay in super clean stylish cozy and near really great hikes and food spotsCleanliness:
super clean and so very comfortableit's homey clean roomythe house is beautiful and cleanlisa's place is great very clean and stylishthe house is tucked in on a quiet street and was sparkling clean when we arrivedRead more reviewsAmenities & Room:
the kitchen is fully stocked and perfect for cooking meals and eating out on the deckwe had a wifi issue when we arrived but the hosts were extremely responsive and helpfulit was the perfect spot to cozy up by the fireplace and enjoy some chill family timenice place for a relaxing trip away from the city has all the amenities needed and cozy spacewe went in winter and loved the cozy fireside vibes
8. Pretty hillside abode with hot tub (from USD 3064)
Set on 10 acres (4 hectares) of wooded land near the lovely Swan Lake, this dwelling is a one-of-a-kind respite. If you plan to arrive between May 15 and September 30, bring your swimsuit because this accommodation offers a splendid heated swimming pool. The pool is situated on a hilltop, so you can take a refreshing dip in a serene, natural environment with elevated views. The pool area is equipped with a convenient cabana.
Similarly, the spacious hot tub boasts not only a soothing soak but also terrific views of the scenic surroundings.
Swan Lake, New York, United StatesSuperhost
Accommodates: 8
Top guest reviews
Host:
anna is a great host and very responsive to any questionsanna was a great host and very responsiveanna is a excellent host quick responses and great recommendationsanna was extremely responsive throughoutwe had a great time and anna was very responsive with our questionsLocation:
very nice location and spaceit was a wonderful getaway to celebrate my boyfriend's birthday with close friendsit’s a great place for kids as the pool is fenced in and away from the housethe house is a great place to relax and unwindCleanliness:
the house is very spacious and clean had everything we neededthe property was clean and matched exactly was was depicted onlineRead more reviewsAmenities & Room:
the view from the family room was stunningstunning views the fully stocked kitchen was a plus as wellbeautiful living room with great furniturewould love to come back in the warmer months and actually enjoy the pool :)the beds and bedding were comfortable and there were lots of extra blankets if needed
9. Family-friendly deluxe home (from USD 3907)
This haven near the Catskill Mountains is an idyllic home away from home for families. Young ones will be thrilled by the fully equipped outdoor playground, along with books and board games. Teenagers might want to sharpen their billiard and dart skills. There’s also a PlayStation 4 to occupy them for hours.
The heated saltwater swimming pool is housed in a rustic space with a spa-like feel. This space features an arched ceiling, exposed wood beams, skylights, and attractive lighting. Additionally, this area of this near-Catskills Airbnb rental with an indoor pool has ample seating and a toasty fireplace, so you can lounge in cozy comfort at any time you please.
Windham, New York, United StatesAccommodates: 12
Top guest reviews
Host:
our hosts mario and dominique were responsive and kindmario is a wonderful host and his home makes for a perfect weekend getawaymario was great host who was extremely responsive and helpfulthank you for hosting us mario and we hope to rent your home againto top things off communication with the main host mario was perfectCleanliness:
the house was clean and neatthe place was very clean and was perfect when we arrivedhouse is nice and cleanthe home was sparkling clean had all the comforts of home and then someit was clean in a great secluded spot surrounded by nature and lots of funRead more reviewsAmenities & Room:
the pool and amenities were great--a huge propertygreat house beautiful indoor pool lovely views of the well-maintained propertywhat child (or adult) doesn’t love a heated indoor pool that overlooks the beautiful snowy landscapethe house is great; clean and well-maintained and the backyard the view and the pool are unbelievablethe indoor pool was amazing and having a fitness area was a nice touch as well
10. Black Barn Ranch House
Surround yourself in modern luxury at this contemporary Scandinavian retreat. From the eye-catching rustic decor to the plush furniture, this lodging is a cut above the rest. Little details, such as a top-grade Nespresso machine with free coffee pods, add to the greatness of this top-notch accommodation.
The pool area - available from April through summer - stands out with light wood flooring and a saltwater pool. There’s even a nifty pool house to enhance your experience.
Kerhonkson, New York, United StatesAccommodates: 6
Top guest reviews
Host:
the super host was so kindgrey was a perfect hostamazing house amazing host and amazing weekgrey is a very good hostgrey was super responsive and helpful throughout our stayLocation:
location is quiet and you feel like you’ve gotten away from it alllocation is perfect close to several hiking trails as well as beautiful townsit’s a perfect place to get awaygrey had fantastic taste and everything about this place shows thatthe place is gorgeous (kept wondering how awesome it must be in the summer with the pool)Cleanliness:
kitchen cleanliness can be improveda house is really cleanvery clean and tastfully decorated house equipped with everything you needthe house was very clean + exceeded our expectationsthe house is a dream escape - clean design driven with thoughtful touches in a beautiful settingRead more reviewsAmenities & Room:
the house has amazing amenities fully equipped kitchen made cooking very easypool is the perfect size for swimming and the grill was great toothe bathrooms for instance are like nothing i’ve ever seenwe look forward to returning during the summer months to take advantage of the poolthe pool pool house and garden look like beautiful spaces to enjoy during the warmer months
11. Pet-friendly posh dwelling
From the striking greenery in the atrium to the leopard-print dining chairs, this ultra-chic lodging is filled with character. Found on 5.9 acres (2.3 hectares) of remote bliss, this accommodation has a fabulous, seasonal saltwater swimming pool. Do note that it is only available from Memorial Day to Labor Day. Those who stay in winter will be happy to know that the steamy hot tub is open every day of the year.
The outdoor fireplace is an inviting spot to huddle around and savor a robust bottle of wine with friends.
Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Host:
the property manager is very responsivewhat she couldn’t answer the owner was gracious to call us and answer our questionstotally responsive in addressing questions about the housethe property manager was very responsive and was very open to receiving my feedbackperfect location had minor issues and property manager was super responsive and addressed issues quicklyLocation:
close to great restaurants and hiking trailsvery quiet and relaxing locationamenities and location were greatCleanliness:
the house is very private and cleanfixed on wednesday at dinner time people shows up to clean the poolRead more reviewsAmenities & Room:
the heated pool is also fantasticor two the outdoor space and the pool were amazing
12. Professionally designed lodging
You’ll never be at a loss for natural light at this beautifully styled home that’s equipped with lots of windows. No worries about privacy either since this property sits on 7 acres (2.8 hectares) of remote forest. The outdoor setting is casual, with a standard rectangular aqua-hued swimming pool and sun loungers so you can relax poolside. However, do note that the pool is only available during the summer months.
A cozy accommodation near Catskills, this Airbnb rental with a pool boasts an arresting mid-century vibe, but still offers up-to-date excellence with eclectic decor and stylish furnishings.
Mount Tremper, New York, United StatesAccommodates: 8
Top guest reviews
Host:
good response from hosts when questions came up and check in / check out was easyalso host lillian is excellent super attentive to our needsa beautiful home for a weekend getaway with responsive hostsshe was also very responsive as a host and communication was seamless when it was requiredlillian is also very accommodating and responsiveLocation:
great house and great locationit’s perfectly located and central to everything in the areahouse and location are great so cute amazing windowscute towns close by we loved woodstock and phoeniciabeautiful house great location and nice touchesCleanliness:
tons of windows clean and really felt like homehouse was clean beautiful and the mountain view’s were a bonusit was clean bright and easy to feel at home and relaxthe house is minutes from woodstock impeccably clean and filled with thoughtful details and lovely in every wayit's clean well stocked everything worked the owners are quickly responsive the jigsaw puzzle collection outstandingRead more reviewsAmenities & Room:
even the view from the bathroom is gorgeousgorgeous home with fantastic views in every room and a kitchen great for cookingvery good kitchen and serene scenerywe saw a really cool humming bird in the flower bush right outside the kitchen window
Enjoy a private pool near the Catskill Mountains
Whether you’re searching for a stay with an outdoor pool so you can relish the picturesque scenery while taking a dip or an indoor pool so you can swim no matter the weather, you might want to check out this list. Don’t hesitate to choose from the vacation rentals above to create a memorable time near the Catskill Mountains.
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