Vacation rentals with a pool in Sullivan County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Sullivan County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost

A spacious wooden deck is showcased, featuring a comfortable seating area with a light-colored couch and wooden armchairs. A small water feature is visible alongside the steps leading up to the house. Surrounding greenery complements the inviting outdoor space.

Home in Livingston Manor

5 out of 5 average rating, 10 reviews

Livingston Manor Retreat

Only 2 hours from NYC, 5 minutes from the popular Catskills town, Livingston Manor, you’ll find this designer home and nature retreat. The home is filled with windows overlooking the wooded backyard, and a gurgling stream going off in the distance. Glass doors take you out to the sprawling patio that hosts a large dining table, solo stove, sun loungers and a plunge pool for the hot summer days. The house is designed as a calm retreat with daily luxuries and a social space for family and friends.

Guest favorite

Home in Narrowsburg

4.94 out of 5 average rating, 219 reviews

Modern House with Hot-Tub and Fireplace

A modern 3BR/2BA Catskills retreat on 6 private acres with heated pool, hot-tub, and fireplace. Perched on a hill, this single-level home offers scenic views, mid-century modern decor, and comfort—ideal for girls' trips, couples and families. Amenities: Private Heated Pool Fireplace High-speed Wi-Fi Modern kitchen Grill A/C Narrowsburg offers: -Restaurants & Shops -Luxury Spas & Yoga -Alpaca Farm -Hiking -Farmer's Markets -Delaware Valley Arts Alliance Experience the best of the Catskills!

Guest favorite

A chalet is nestled among tall trees, with a quaint exterior featuring dark and light wood accents. Two red Adirondack chairs are positioned around a stone fire pit, providing a cozy gathering spot. A spacious deck extends from the home, blending into the natural surroundings.

Chalet in Lackawaxen

4.92 out of 5 average rating, 396 reviews

Secret Getaway Nestled in a Woodland Setting

Welcome to your idyllic Pocono escape :) Our cozy yet chic home offers quiet surroundings of nature inside the amenity filled four-season community of Masthope! Perfect for families, couples & friends. Located less than 1 mile from community pools, restaurant, tiki bar, skiing & more. Lake and beach access just a short drive within the community! Whether you're looking to disconnect & recharge in the beauty of the Poconos - or ready to adventure all this area has to offer, it's a perfect match!!

Guest favorite

An indoor heated pool area features large windows allowing natural light to fill the space. Surrounding the pool are loungers, a colorful floating swan, and a bright orange inflatable, creating a cheerful atmosphere. Wood paneling and a beamed ceiling complete the inviting setting.

Home in North Branch

4.89 out of 5 average rating, 133 reviews

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm

This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

Superhost

An inviting living space showcases expansive floor-to-ceiling windows, allowing natural light to illuminate the room. A cozy sofa is complemented by stylish chairs, while a large area rug unifies the seating arrangement. Dining space is visible in the background, enhancing the open floor plan.

Cabin in Swan Lake

4.83 out of 5 average rating, 213 reviews

Stunning Mountain Cabin w/ Pool & Hot Tub

This designer home is in the western Catskills, 2hrs away from NYC on 10 acres of hillside property. 20 mins from the Kartrite indoor water park. Perfect family getaway for hiking, canoeing, fishing , water sports. Quiet, secluded, fully stocked kitchen, 360 degree views , patio deck seating private heated pool from May 20- Sept 30 cabana, hammock, loungers Starting March 1st 2021, we are offering our newly installed Hot Tub/ Spa ( 5-6 seater) set into the side of hill w/ magnificent views

Guest favorite

An aerial view captures a charming cabin surrounded by lush trees, with a vibrant sunset sky in shades of pink and purple. The spacious yard is highlighted by a hot tub, outdoor seating area, and fire pit, inviting relaxation and gatherings in nature.

Cabin in Livingston Manor

4.97 out of 5 average rating, 323 reviews

Experience The Zen House

Enjoy your own private indoor movie theater with 7.1 Klipsch Premiere Surround Sound and leather recliner seats, a spa with a cold plunge pool & sauna, and a hot tub to reach the maximum level of relaxation. Play a game of ping pong, enjoy the fireplace outside and inside along with 5 acres! Amenities Include: - Hot Tub - Bath House with Sauna & Cold Plunge Pool - 12 Person Theater with immersive visual & surround sound + recliners - Game Room - Outdoor Fire Pit - Hammocks and much more!

Top guest favorite

An aerial view captures a spacious home surrounded by vibrant autumn foliage. A seasonal pool is situated in the backyard, accompanied by a fire pit area. The expansive yard invites outdoor activities, blending seamlessly with the wooded landscape in the background.

Home in Narrowsburg

5 out of 5 average rating, 18 reviews

Peaceful Catskills Fall Getaway, 5 acres, GameRoom

Just under 2 hours from NYC, relax with the whole family at this peaceful, newly constructed 4-bedroom home (plus office) on 5 acres in delightful Narrowsburg, NY. The beautifully designed space promises year-round fun: beautiful foliage and crisp air in autumn; cozy indoor fireplace and Big Bear Mtn skiing in winter; great nearby hiking in spring; swimming and sun in summer. Just minutes away from the Delaware River, let this be your home base for a memorable visit to the southern Catskills.

Guest favorite

A bright living area showcases wooden beams and a cozy seating arrangement. A light gray sofa is paired with an armchair, while a colorful storage unit holds records. The space is highlighted by a patterned rug and a dining area visible in the background.

Cabin in Eldred

4.94 out of 5 average rating, 209 reviews

Quiet Modern Cabin in Woods w Stock Tank Pool

This 3 acre hidden gem is tucked away in the woods of the Catskills. It's a wonderful getaway from the city or any bustling lifestyle. The outdoor fire pit and hot tub are both the perfect settings for serenity. When you come up here you can enjoy hiking, cooking, swimming or simply lounging & listening to our record collection and watching nature exist around you. Our house is about 20 minutes from Big Bear mountain which is a great (small) mountain for skiing and tubing.

Guest favorite

Home in Grahamsville

4.9 out of 5 average rating, 107 reviews

Spacious Catskills Farmhouse on over 5 acres!

Come enjoy autumn in the Catskill Mountains! Fall is the best time to visit the Catskills! Crisp nights, fresh apple cider, U-pick farms, bonfires, & picture-perfect fall foliage. Get outside and explore our trails, parks, and lakes or visit the local casino or indoor waterpark. You will feel right at home in this charming & restored 5BR farmhouse. Located on 5+ acres near the great Catskills Forest Preserve, this is a great place for four-season recreation.

Guest favorite

Cabin in Forestburgh

4.98 out of 5 average rating, 52 reviews

Spirit Cabin: Lakefront w/Pool-Sauna-Cold Plunge

Escape to this elegant 3-bed, 3-bath modern lakefront cabin in Forestburgh—just 2 hrs from NYC. Discover this breathtaking home set on 5 lakefront acres. Immerse yourself in limitless enjoyment with amenities both indoors and out. Enjoy the heated pool, hot tub, sauna, *new cold plunge, and firepit. Experience water sports on the lake with provided equipment. Perfect for relaxation and adventure! Explore Nearby towns of Livingston Manor and Narrowsburg.

Superhost

A serene landscape capturing a peaceful lake surrounded by dense greenery. The calm water reflects the trees and sky, creating a tranquil scene. Soft ripples disturb the surface, while patches of grass and fallen branches line the water's edge.

Home in Woodridge

4.85 out of 5 average rating, 101 reviews

Pool Hot tub Sauna Canoe Country Lakehouse

This Lake House getaway sits on a serene 7 acres of private land. Perfectly positioned for adventures in Sullivan County,Ny and beyond, it is an oasis of tranquility for couples, families, and friends alike. This home is a spacious six bedroom with 6 beds an extra sleeping amenities if needed.Seasonal pool, 2 Canoes, Kayak, and indoor Sauna,Pool table , and a 6 person hot tub , hikes, great restaurants, farm stands, and fresh mountain air await.

Guest favorite

A modern chalet is set amidst lush greenery, featuring a private pool surrounded by a wooden deck. Comfortable lounge chairs are placed nearby, and a dining table invites outdoor meals. The structure offers large windows for ample natural light, creating a serene outdoor retreat.

Chalet in Livingston Manor

4.86 out of 5 average rating, 182 reviews

Livingston Manor Escape

🌊 The pool is now CLOSED! 🛎️ Bookings require an Airbnb account with previous host reviews. Thanks for understanding! Escape to our stylish modern chalet in the heart of Livingston Manor — a Catskills favorite! Relax in your private pool, unwind by the wood-burning fireplace, and recharge in the cozy zen loft. The home also features a pool table and three comfortable bedrooms, making it the perfect retreat for families or friends.