Holiday 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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Guest favourite

Home in Livingston Manor

5 out of 5 average rating, 6 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.

Top Guest favourite

Chalet in Lackawaxen

4.97 out of 5 average rating, 121 reviews

Serene Mountain Haven at Masthope

Masthope Mountain Community, is a beautiful community and our home is ready to welcome you no matter what the season. By winter you can ski, snowboard and snow tube, or just cozy up to the gas fireplace and stay warm. By summer you can enjoy the peaceful surroundings on the porch, WALK down to the lake for a swim, enjoy one of the two community’s pools or just relax at the Tiki Bar. AMENITIES WILL NOT BE AVAILABLE TO RENTERS JULY 4, 5,6 &7th (This includes but not limited to pool/beach/lake)

Guest favourite

Home in Narrowsburg

4.95 out of 5 average rating, 210 reviews

Modern House with Private Pool, Hot-Tub, 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 favourite

Home in Grahamsville

4.89 out of 5 average rating, 103 reviews

Spacious Catskills Farmhouse w/ In-Ground Pool!

Come take a dip in our 8' deep in-ground pool and enjoy summer in the Catskills! There is so much to do here! Relax at a spa, try your luck at the casino, go for a hike, or shop at a local Farmer's Market. Enjoy our grounds with a hike on the property, a BBQ in the backyard, or roast marshmallows by the firepit. 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 favourite

Home in North Branch

4.89 out of 5 average rating, 128 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, 209 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

Superhost

Cottage in Kenoza Lake

4.88 out of 5 average rating, 26 reviews

The Rest Cottage/Heated Pool/Fire Pit/Breakfast

The Cottage is a private 2-bedroom/ 1 bath cabin with a main bedroom including a queen bed and a large second-floor loft with a queen bed. Well-appointed full kitchen with a stovetop, toaster oven, microwave, and fridge. The private cottage has a large living and dining area, and a private sun deck. Staying here gives you access to The Rest Hotel and a heated swimming pool. Restaurant and Bar open Thurs to Sat 5-9pm Heated pool is a shared hotel amenity. Complimentary Continental Breakfast

Guest favourite

Home in Parksville

4.88 out of 5 average rating, 34 reviews

Elevated Catskills 3br with a pool on 15-acre 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 favourite

Home in Narrowsburg

4.93 out of 5 average rating, 46 reviews

Garden Villa | Booking Falm + Hot Tub + Chic

Welcome to our retreat in Narrowsburg, just two hours from NYC. Enjoy the beauty of blooming trees & relax by the sparkling pool, surrounded by vibrant gardens. Enjoy dining al fresco at the large table under cafe lights. Evenings are perfect for roasting s’mores around the fire pit under a starlit sky. Explore nearby Bethel Woods & local wineries, & take advantage of four seasonal passes to Lake Superior State Park, just 15 minutes away. Create unforgettable summer memories with us!

Guest favourite

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 favourite

Cottage in Eldred

4.98 out of 5 average rating, 126 reviews

Bella Cottage w/Pool, BBQ - Catskill Getaway

Pool is now open! Pool temperate is set to 84 degrees Disconnect, relax and rejuvenate in this cute country home! Enjoy the serene, wooded surroundings as you watch deer trot by and end your day unwinding under starlit night skies. This 2-acre gem is tucked away on a private drive, just off the main road. Though secluded, grocery stores and restaurants are just down the street. The house is equipped with all the modern amenities to make your stay comfortable.

Top Guest favourite

Cabin in Parksville

4.98 out of 5 average rating, 60 reviews

20 Acre Catskills Winter Escape+ Hot Tub,Game Room

Experience peak fall foliage and epic winter fun at Hunter House! Nestled on 20 private acres, enjoy stunning views, our spring-fed swimming pond, top-tier sledding hills, and nearby skiing at Holiday Mountain, Hunter, Windham, Belleayre, Plattekill, and more. This 5-star 3,500 sq ft retreat features a hot tub, luxe Primary Suite, chef’s kitchen, cozy fireplace, and a huge game room, plus kayaks, floats, and water toys for warmer days.