Vacation rentals with a pool in Rockland County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Rockland County

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

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Superhost

A scenic view from the steps leading down to the backyard, showcasing a heated pool surrounded by a fenced patio and a newly installed hot tub. Lush green lawn and vibrant flowers complement the serene lake visible in the background, providing a tranquil outdoor atmosphere.

Home in Monroe

4.96 out of 5 average rating, 126 reviews

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!

Kitchen & Basement Newly Finished!! Enjoy your very own LAKEFRONT WONDERLAND with a trove of amenities and space to WFH with fast internet! A perfectly manicured landscape with a Goldilocks-sized pool. The lawn leads to your very own private dock and brick patio, containing a fire-pit. Swim to your heart's content in the pool or in the lake. Soak in the hot tub. Paddle in our canoe or kayak and try snagging some brown trout. Plenty of room for a large extended family or a group of friends.

A spacious backyard features a large heated pool surrounded by a stone patio. Lounge chairs are positioned nearby, and vibrant greenery and flowers border the area. An outdoor structure is visible in the background, providing additional space for relaxation and enjoyment.

Home in River Vale

4.94 out of 5 average rating, 47 reviews

Cozy Family Chateau Close to NYC avail Longterm

Impeccably Clean & Private, 35 min drive into NYC, Unique living space on 4 levels. Private entrance to office, surround sound, 2 Fireplaces, 3 bedroom, 3 bathroom. Beautiful kitchen to cook and socialize around. The sunroom is furnished for reading a book under the sun and among the greenery. Main dining table seats 8. Heated pool with sun deck and hot tub. Outdoor barbecue & new patio. Additional patio off bedroom. Great hiking and trails nearby. This property is the perfect family getaway.

A heated in-ground pool is set within a concrete patio, surrounded by lush greenery. Comfortable lounge chairs are positioned nearby, with a tranquil forest in the background, enhancing the outdoor relaxation space.

Home in Monroe

4.91 out of 5 average rating, 65 reviews

Spacious Home w/Pool/Hot Tub, Mins to Parks/Skiing

This stunning 3-bedroom, 4-bathroom home, tucked away in the woods of Monroe, is just minutes from scenic NY state parks, ski resorts, and wineries. Combining modern amenities with rustic cabin vibes, this spacious retreat offers the perfect blend of comfort and style. Nature enthusiasts can explore the private backyard with a lush garden and heated pool. With elegant living spaces, a game room, and an outdoor wraparound deck, guests will enjoy the ultimate mix of relaxation and luxury.

Superhost

A spacious outdoor area features a large swimming pool surrounded by a paved patio. The villa, with a red-tiled roof, stands in the background amidst lush greenery. Sun loungers are arranged at the pool's edge, inviting relaxation.

Villa in Monroe

4.92 out of 5 average rating, 36 reviews

Mediterranean Villa

Whether you’re looking for a relaxing getaway or a family trip filled with adventure, you’ll love staying at the ‘Mediterranean Villa’ in the scenic Hudson Valley. Tucked away in Monroe, NY this Villa offers 5-bedrooms, 4-bathrooms, a wood-burning fireplace & enough space for your family to come together and make new memories. Location provides easy access to local attractions: take a day trip to the Catskills, shop locally at the Woodbury Commons or check out the local wineries.

Superhost

The living room features two light-colored sofas and two dark green chairs arranged around a coffee table. A fireplace is centered on the wall, with large windows providing natural light. A green feature wall and vaulted ceiling enhance the spacious feel of the room.

Home in Suffern

4.96 out of 5 average rating, 25 reviews

Big Yard, Pool, Fire Pit & Billiards!

A tranquil oasis just an hour from NYC, this spacious, elegant Airbnb is set on a private, wooded lot with a huge backyard. Take a dip in the sparkling pool, fire up the grill, and dine al fresco on the patio, then gather around the fire pit surrounded by nature for the perfect escape from the day-to-day. Inside, you’ll find upscale furnishings, an enormous kitchen, plenty of places to relax, large flatscreen TVs, a game room with a pool table and, a kids’ reading area, & more.

A cozy bedroom features a light-colored quilted bedspread placed atop a spacious bed. A bedside lamp is positioned next to the bed, while a large potted plant stands on a slender table near a window, which is adorned with green curtains.

Home in Valley Cottage

4.9 out of 5 average rating, 10 reviews

Relaxing Family Retreat

Come relax with your family in this peaceful home. It’s a beautiful split family ranch with the top floor completely private to guests. En suite master bedroom boasts both a soaking tub and a standing shower. Located a 5-minute drive from the Palisades Center, a 5-minute drive from Rockland Lake State Park, and a 10-minute drive from the bustling downtown Nyack, you will find something for everyone in the family to enjoy. Or enjoy the deck, barbecue, and pool at home.

Superhost

A spacious outdoor area features a rectangular pool bordered by vibrant greenery. A hot tub is situated adjacent to the pool, surrounded by potted plants. Comfortable seating is provided under a gazebo, contributing to a serene environment for relaxation.

Apartment in Suffern

4.94 out of 5 average rating, 142 reviews

Renovated Forest Oasis with Pool & Fire-pit

Get away from it all in this nature lovers retreat! Serenity abounds in this fully renovated 1 bedroom apartment with private entrance. Located on a 5 acre property abutting Harriman State Park with direct access to hiking trails. Guests are welcome to use the pool and hot tub (Memorial day through Labor day), or sit and enjoy a fire pit by the babbling brook. Fenced dog run for your furry friend. Just 30 minutes from the GWB and minutes from the train and bus.

A spacious outdoor patio features several white Adirondack chairs arranged around a central fire pit. The quaint cottage, with a blue accent awning, is nestled among green trees, providing a serene backdrop. The area is well-lit by natural sunlight and includes a lawn in the distance.

Cottage in Monroe

5 out of 5 average rating, 7 reviews

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Cozy Fireside Gatherings | Deck w/ Wooded Views | 10 Mi to Legoland | Day Trip to NYC Stay and play in Monroe, known as the Lake Region of New York's Hudson Valley! This charming 2-bedroom, 1-bathroom vacation rental cottage offers a laptop-friendly workspace, a well-equipped kitchen, and quiet outdoor spaces. When you're ready to venture, hike to the picturesque Fitzgerald Falls, step back in time at Museum Village, or visit a local brewery or winery!

Superhost

Home in Harriman

4.87 out of 5 average rating, 69 reviews

The Hudson Hideaway~Pool, Hot Tub, Sauna~1hr toNYC

Escape to your home away from home retreat featuring a heated pool, hot tub, and sauna. Enjoy the pool until October 14, 2024, before it reopens in May 2025. This smart Colonial home offers a spacious fenced in yard, deck with large grill, and a cozy fire pit lounge. Just 1 hour from NYC, and close to Woodbury Commons Outlet, Harriman State Park, local breweries, wineries, and restaurants. A perfect spot for everyone to unwind and explore!

Superhost

A serene inground pool is surrounded by lush greenery and garden beds. A covered patio sits nearby, offering shade with an umbrella. Sunlight filters through trees, creating a tranquil atmosphere. A gated entrance leads to the pool area, emphasizing privacy and relaxation.

Camper/RV in Suffern

5 out of 5 average rating, 46 reviews

'54 Stream

Just 40 minutes north of NYC on the edge of Harriman State Park this unique, fully restored, 1954 Airstream is equipped with all the functionality of the modern world. Perched beside a stream and under a purposely built pavilion the Airstream dream comes alive with its own patio, BBQ, fire pit, and charming barn. From Memorial Day to Labor Day, enjoy shared access to our heated saltwater pool—perfect after a day of hiking. Towels provided.

Superhost

An open-air barn sits next to a refreshing in-ground pool, surrounded by a grassy area and tall trees. Sun loungers are placed around the pool, inviting relaxation. The rustic structure features large windows, enhancing the connection with the natural surroundings.

Home in Monroe

4.64 out of 5 average rating, 42 reviews

The Sweet Spot: Fun-Filled Getaway w/ Pool

Just one hour north of NYC, this large renovated and professionally designed farmhouse is your personal oasis. Enjoy the peace and quiet of the great outdoors, as well as easy access to nearby activities. The Sweet Spot offers tons of entertaining space–both indoors and outdoors– modern and high-end finishes, as well as five bedrooms, an open concept chef’s kitchen and an inground pool on the premises.