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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Guest favorite

Cottage in Livingston Manor

Cozy Cottage w/ Pool+Jacuzzi+Sauna+ Reading nook!

This cape cod style cottage is situated at the end of a gravel strewn driveway lined on both sides by giant pine trees offering shade and privacy from the road. We love how the backyard opens directly to a small forest that you can explore and hike around in as well as the proximity to shops, restaurants, hiking, and kayaking in the Delaware River. Don’t be surprised to hear a woodpecker or two as you enjoy your morning coffee or a deer or two to stop by on a lazy afternoon barbecuing and hanging out in the pergola. The new jacuzzi offers the ideal spa experience while enjoying all of what nature has to offer. Sitting around the fire pit is the perfect activity to enjoy under the twinkling night sky and solar powered string lights

4.97 out of 5 average rating, 180 reviews

Guest favorite

A clear blue pool is framed by a spacious lawn, with comfortable chaise lounges positioned nearby under an umbrella. In the background, a rustic cabin is set against lush greenery and a bright blue sky, creating a serene outdoor environment.

Cabin in Youngsville

Cutbow Cabin Secluded Home near Livingston Manor

3 secluded acres less than 2 hours from NYC, Cutbow Cabin is the perfect Catskills retreat! Overlooking the great lawn and pool, the huge covered deck has ample seating, a dining table and grill. The 2BR home is flooded with light all day & west facing vantages capture epic sunsets/mountain views. Modern/stylish furnishings, a dedicated workspace, lush comfy beds and a fully stocked kitchen make indoors just as great as outside. 10 min to the hip towns of Livingston Manor and Jeffersonville!

4.96 out of 5 average rating, 105 reviews

Guest favorite

Home in Callicoon

Luxury Home:Heated Pool, Sauna, Hot Tub & C Plunge

Pool Open to Thanksgiving! Orchid Home is a thoughtfully curated wellness retreat designed to restore balance, calm the mind, and elevate the experience of simply being present. From the moment you arrive, the home welcomes you with an immediate sense of ease, where natural light pours in through expansive windows and gently fills each room. The architecture and interiors work in harmony, blending modern design with soft elements that create a space that feels both refined and deeply comforting.

4.87 out of 5 average rating, 31 reviews

Superhost

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

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.

4.89 out of 5 average rating, 183 reviews

Top guest favorite

Home in Parksville

Private Catskills Resort | Pool, Hot Tub & Sauna

Your own private Catskills resort, Neversink Retreat, is on 15 secluded acres. Swim in the heated saltwater pool, soak in the hot tub, unwind in the cedar sauna, or work out in the private gym. Enjoy 3,000 sq. ft. with 4 bedrooms, media room, chef’s kitchen, fireplaces, screened porch, fire pit, private trails, creek & orchard. 3 fenced acres for dogs. Designed for families & friends seeking privacy, nature and resort-style amenities—all yours. Stay 7+ nights & save 10%+ (excluding holidays).

4.94 out of 5 average rating, 66 reviews

Top guest favorite

An inviting hot tub is positioned on a wooden deck, overlooking a spacious backyard and the tastefully designed home. Soft lighting enhances the outdoor setting as sunset hues paint the sky, creating a serene atmosphere perfect for relaxation.

Cabin in Livingston Manor

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 - Hammock & much more!

4.97 out of 5 average rating, 365 reviews

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

Secluded Cool Summer Cabin with mini 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, leaf peeping, 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.

4.94 out of 5 average rating, 219 reviews

Guest favorite

An open-concept living area features high ceilings and wooden beams. A tan leather couch is positioned in front of a modern coffee table on a light area rug. A dining table with six black chairs is nearby, and large glass doors offer views of the surrounding greenery.

Home in Narrowsburg

Fall Road Trip - Heated Pool Open End of Sept

Escape to a private luxury retreat in Narrowsburg, just 2 hours from NYC. Designed for families, couples, and small groups, Garden Villa combines the best of the Catskills with the comforts of a boutique stay: a private seasonal pool, year-round hot tub, outdoor kitchen, fire pit, game room, two king bedrooms, and beautifully styled indoor spaces made for slow mornings and long evenings together. Superhost-managed, guest favorite, and consistently 5 ⭐️ for accuracy and communication.

4.92 out of 5 average rating, 74 reviews

Guest favorite

An aerial view showcases a charming farmhouse surrounded by lush greenery and the Catskill Mountains. A rectangular in-ground pool is visible in the backyard, bordered by a grassy area. A quiet country road runs alongside the property, contributing to the tranquil setting.

Home in Grahamsville

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, and picture-perfect fall foliage. Get outside to explore our local trails, parks & lakes. Enjoy a round of golf, or visit the 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.

4.91 out of 5 average rating, 127 reviews

Top guest favorite

Tiny home in Narrowsburg

Dog friendly, pool & Hot Tub w/ fenced yard

Escape to a modern mini barn 7 mins from Narrowsburg with a pool, hot tub, fire pit, high-speed Wi-Fi, Ev charger, backup generator and a fully fenced yard for your pups! Set in the gorgeous Hamlet town of Narrowsburg, my home is a 5 min drive into Narrowsburg Main Street! Bethel, Callicoon, Barryville, Livingston manor, are all 25 mins away. If you're looking to ski Big BEAR Mountain is close by! High speed internet 500mps. 7 day bookings and monthly bookings receive discounts!

4.99 out of 5 average rating, 106 reviews

Top 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

Secret Getaway Nestled in a Woodland Setting

Welcome to our Pocono Mountain escape!! Perfect for families, couples & friends! Less than 1 mile from pools, restaurant, tiki bar & skiing!! Our cozy home provides surroundings of nature while staying close to fun. Located in Masthopes' amenity filled four-season community - Lake and beach access just a short drive!! If it's a need to disconnect & recharge or if you are seeking adventure here in the beautiful Poconos, let our happy spot be your home away from home too! :)

4.92 out of 5 average rating, 409 reviews

Guest favorite

Home in Narrowsburg

3BR/2BA • Fireplace & Hot Tub Near Bethel Woods

Perched on a hill with fantastic views, this modern 3BR/2BA Catskills retreat is perfect for couples or small groups. Unwind in the hot tub, cozy up by the indoor fireplace, make s'mores by the outdoor fire-pit, or enjoy your evening cocktail by the additional gas fire-pit on the patio. Watch deer wander through the meadow, enjoy a game of ping-pong or darts. House offers stylish interiors and premium bedding. Check out our guide-book for activities in the area.

4.93 out of 5 average rating, 247 reviews