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.

0 of 0 items showing

1 of 3 pages

Superhost

A plunge pool is set within a wooden deck, surrounded by sun loungers. Lush greenery and trees provide a serene backdrop, with a hint of a grassy area in the distance. Potted plants add a natural touch to the 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, 218 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

Home in North Branch

4.89 out of 5 average rating, 132 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

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

Top guest favorite

Cabin in Livingston Manor

4.97 out of 5 average rating, 322 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!

Superhost

A modern two-story home is set amidst a lush wooded landscape, featuring large windows that reflect the surrounding greenery. A sparkling pool is visible in the backyard, accompanied by a spacious deck. The pathways leading to the house are framed by vibrant gardens.

Home in Narrowsburg

4.92 out of 5 average rating, 49 reviews

Garden Villa | Leaf Peeping + Hot Tub + Fire Pit

Just two hours from NYC, Garden Villa is a spacious 3 bedroom custom-built home. Your scenic getaway combines cozy comfort with outdoor adventure, making it an ideal retreat for anyone seeking a quiet escape. In the Fall, soak in the hot tub, enjoy hiking on trails, or attend a concert. As nights cool, gather by the fire pit under a brilliant starlit sky, then retreat inside to a beautifully designed home with a glowing fireplace & spotless interiors. The pool is closed for the 2025 season.

Guest favorite

A spacious outdoor area features a large heated saltwater pool surrounded by sun loungers and patio seating. The home, with multiple outdoor living spaces, offers views of lush greenery and a sunset sky, highlighting the inviting atmosphere of the private retreat.

Home in Parksville

4.89 out of 5 average rating, 38 reviews

Neversink Retreat:Luxury 3br 15-acre hobby farm

Pricing on weekdays are lower than weekends; pricing varies. Book 7+ days and save 10%. Escape the city and reconnect with nature at Neversink Retreat - a refined country escape in the heart of the Catskills. Set on 15 private acres, this newly built, custom-designed 3-bedroom home blends modern comforts, privacy, and a peaceful setting easily accessible to from Livingston Manor, Roscoe, and Bethel. Perfect for all-season getaways, it’s where nature, style, and serenity come together.

Guest favorite

A comfortable living area features a brown leather sofa and a beige fabric sofa, arranged around a wooden coffee table. Natural light fills the space through large glass doors that lead to a screened-in deck, showcasing views of the surrounding forest.

Chalet in Lackawaxen

5 out of 5 average rating, 5 reviews

Fall Winter Forest Retreat: Ski, Spa, & Sauna

A thoughtfully designed rural escape for solo travelers, couples, small families, and furry friends within a few hours from NYC & Philly. Enjoy our ¨tiny spa¨ without the price tag of nearby Woodloch: whirlpool & Finnish sauna all to yourself in the surrounding forest. Enjoy the nearby artsy towns of our Pocono-Sullivan Catskill mountain community. Our on-site ski resort, Ski Big Bear, is a family-friendly mountain perfect for a crowd-free ski day (3 min drive from house).

Guest favorite

A wooden deck is presented, featuring two floral-patterned lounge chairs positioned beside a circular blue swimming pool. Potted plants are arranged near the steps, surrounded by lush greenery and forested surroundings, creating a peaceful outdoor retreat.

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

An in-ground pool is situated amidst a lush green landscape, surrounded by tall grass and shrubs. The house, a charming two-story structure, is visible in the background, framed by gentle hills under a pastel sky. Outdoor seating and umbrellas are arranged nearby.

Home in Grahamsville

4.9 out of 5 average rating, 105 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.

Superhost

Home in Woodridge

4.86 out of 5 average rating, 100 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.