Vacation rentals with a pool in Sullivan County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Sullivan County rentals with a pool

House rentals with a pool

Top guest favorite
The chalet, nestled in the snowy woods, features a distinctive architectural design with a combination of stone and wood. Soft exterior lighting enhances its presence against the twilight sky, while shadows from surrounding trees create a serene atmosphere.
Home in Lackawaxen
5 out of 5 average rating, 28 reviews

Masthope- Just Built- Sprawling Chalet w/ Hot Tub

BarbRating, 5 stars2 months ago
I took a few of my employees to Brad & Nadine's for a weekend getaway and it could not have been more perfect ! The place was spacious and clean and exactly as shown in the pictures. The kitchen had all the basic necessities for cooking and all appliances were in working condition and well maintained. The hot tub was fabulous and clean as well and is located on top of the deck vs under which I really prefer so that the sky is visible while sitting in it. The fireplace and large windows are a big plus too. ! All instructions were clear and the hosts communicated promptly. It was the perfect weekend getaway and a great alternative for a larger group to stay at after a day at beautiful Lodge at Woodloch spa which was only a few miles away. I highly recommend Brad & Nadine's place. We'll be back for sure!
Guest favorite
An inviting pool is surrounded by a tranquil lawn, featuring a stone patio and lounge chairs. A green umbrella offers shade over a dining table, while a shed is positioned in the background. The soft glow of sunset is visible in the sky, creating a peaceful atmosphere.
Home in Ferndale
5 out of 5 average rating, 25 reviews

Bethel Woods Luxe Waterfront Cottage Woodstock

DerekRating, 5 stars6 months ago
Great place to relax & recharge and I would recommend it to others. CHECKING-IN: smooth/easy process without having to locate a lockbox, haha. LOCATION: the cottage is located in a peaceful, quiet, and serene area. COTTAGE: it was clean & cozy, and had a welcome basket filled with snacks and a bottle of wine. I loved the window overlooking the pond, which provided a lot of sunlight. DOG-OWNERS: my little guy enjoyed running around the open field as it's mostly closed off...there's a fence that runs parallel to the road (although there aren't many cars that drive on it), a barn that blocks a side, and tall grass that blocks the other 2 sides. Please note that deer are sometimes in the field in the early AM, so it's best to open the door and give a quick glance before letting your dog run out...if they're prone to chasing deer. TICKS: you always have to be cautious when upstate, but we didn't have any issues during our stay. HOSTS: responsive and accommodating :-)
Superhost
The three-story farmhouse is showcased from the perspective of the pool, reflecting the structure’s exterior and surrounding trees in the clear water. The house features multiple decks and stairs leading from the pool area, inviting guests to explore the outdoor space.
Home in White Lake
4.93 out of 5 average rating, 44 reviews

Spacious, Cozy Catskills Getaway with Hot Tub

KatieRating, 5 stars5 months ago
Tyson’s place was perfect for a last minute getaway for my family and my brothers family - we felt right at home with a variety of books, games and toys and the kids loved the backyard with lots of wooded area to explore plus the playset! We were able to enjoy the hot tub during the chilly mornings and were pleased with how helpful our host was with getting everything set up. We could see coming back in various seasons with friends in the future :)
Top guest favorite
An open living space showcases a wooden dining table set with plates and glasses, complemented by a cozy seating area. High ceilings adorned with exposed beams are visible, alongside large windows allowing natural light to fill the room. A staircase leads to an upper level.
Home in Lackawaxen
4.98 out of 5 average rating, 44 reviews

5 min walk to Ski Lodge and Pub 25% off Ski Lifts!

ZhaydeRating, 5 stars1 month ago
This was the second time we stayed at this property. I truly feel at home here. All necessities are available, everything is clean, and communication with the host is almost immediate.
Guest favorite
Home in Lackawaxen
4.89 out of 5 average rating, 19 reviews

Family friendly 5 minutes from Skiing @Big Bear!

EricaRating, 5 stars4 months ago
We really enjoyed our stay. Lots of room, very clean and the beds were really comfortable which is a rare find for an Airbnb. Perfect location for skiing and snowboarding at Big Bear. We did have a problem with the lock on the door not working and by the next morning it was fixed. Very responsive and helpful.
Superhost
Home in Pine Bush
5 out of 5 average rating, 5 reviews

Breathtaking 6 BR Spring Haven on 6 Acres of Land

RyanRating, 5 stars2 weeks ago
Amazing place to stay gives you a chill vibes and quin responded to my messages no matter what time it was and i highly recommend and will be back a next time
Guest favorite
A clear swimming pool is framed by a stone patio, featuring a row of four lounge chairs. Vibrant red flowers and green shrubs add color to the landscape, with a swing set visible in the background among the trees.
Home in Livingston Manor
4.76 out of 5 average rating, 25 reviews

Pine cabin

LindsayRating, 5 stars6 months ago
Margot's place was clean and comfortable. Perfect for our weekend getaway.
Top guest favorite
The saltwater pool is surrounded by a wooden deck, featuring lounge chairs positioned nearby. Lush greenery and trees provide a scenic backdrop, creating a serene outdoor setting. A wooden fence lines the property, enhancing the tranquil environment.
Home in Long Eddy
5 out of 5 average rating, 13 reviews

The Farmer's Daughter - Farmhouse 2.5 hrs from NYC

ColeRating, 5 stars3 weeks ago
Our stay exceeded expectations on all fronts. Michael was very friendly and communicative about instructions and nuances, check-in and check-out was a breeze. The house is on very private and pristine land, right next to a creek. The house was very comfortable and had every need met, tons of space and very comfortable for 8 people. Well stocked kitchen allowed us to make every meal a joy. Additionally, the design and appointments in the house are artful and thoughtfully chosen. Feels like a truly authentic woodsy experience, it was such a cozy and comfortable stay. Although most days of our stay were rainy, we enjoyed how cozy the house is and walked around the grounds during breaks in precipitation. Hope to come back in warmer weather and enjoy the pool! Thanks Michael and Molly

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