
Holiday rentals with a pool in Rockland County
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Top-rated rentals with a pool in Rockland County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

4 Br House in Upscale Neighborhood for World Cup
Relax with the whole family at this peaceful place to stay. This is not a listing that I will have available after the World Cup I am opening up my primary residence to accommodate the influx of tourists in the area. This is a location that is about 30 minutes from the stadium and Manhattan alike but in between you will find all sorts of malls. Perhaps ground zero for shopping in all of America, Paramus New Jersey. I will be on the property in the guest house to make sure everything is perfect.

Perfect NYC Getaway in the Hudson Valley
Just 3 minutes from the Cortlandt station and 7 minutes from the Croton-Harmon train station, this private house is only a 48 minute ride on the Metro-North train from Grand Central Station in NYC, yet it is the ultimate escape from the city. Nestled in the woods, the house is exceptionally charming and peaceful. Croton has long been beloved by naturalists, and the area has incredible hiking trails, quaint coffee shops, restaurants, and more. Don’t forget to visit the stunning Croton Dam nearby!

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.

Luxury Lakefront Retreat | Pool, Boats & Game Room
Welcome to our newly renovated luxury lakefront retreat the perfect escape for relaxation, adventure, and unforgettable memories. Enjoy direct lake access with paddleboats, canoes, and electric boats right from the backyard. Spend your days by the private pool, relax around the fire pit, or unwind on two spacious porches with beautiful nature views. Inside features 4 bedrooms plus 2 additional sleeping/lounge rooms, a game room, stylish living spaces, full kitchen, and room for up to 12 guests

Newly Renovated APT|Close to Hospitals|30 mins NYC
Completely & thoughtfully renovated featuring modern furnishings, king size bedroom, work space & huge walk-in closet. Included in your stay, you'll have full access to brand new fully-equipped kitchen with all major appliances (refrigerator, stove top w/oven) and bathroom, high-speed wifi, complimentary coffee, heating, air conditioning in warmer months, laundry room on site, assigned parking space, linens, towels, & cleaning supplies. Accommodates up to 1 guest or a couple comfortably.

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.

Mediterranean villa •pool•hot tub•fire place
Discover the Mediterranean Villa, a stunning 5-bedroom, 4-bath luxury retreat nestled in the scenic Hudson Valley. This Monroe, NY escape offers elegant interiors, a cozy wood-burning fireplace, outdoor fire pit ,Smart TVs, a private hot tub, spacious living areas designed for comfort and style. Perfect for families or groups, it’s minutes from Catskills trails, Woodbury Commons shopping, and Legoland. Unwind, explore, and indulge in upscale relaxation year-round.

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!

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!

'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.

Private Suite in the Heart of the Hudson Valley
Private suite in Croton-on-Hudson with its own entrance, full bath, and a striking 6-ft circular window overlooking the trees. Enjoy access to an outdoor fire pit, on-site parking, and easy transit via nearby Metro-North stations. Pet friendly and close to the Hudson River, great restaurants, hiking trails, and scenic overlooks—an ideal base to explore the beauty of the Hudson Valley by day and return to a cozy retreat at night.

Lovely 2-bedroom rental with pool
Relax with the whole family at this peaceful place to stay. Quiet neighborhood near rivers and streams 1 minute from the NJ border. Absolutely no parties. Heated pool Pool is only open in June to Sept.
Popular amenities for Rockland County rentals with a pool
House rentals with a pool

Matt’s Cozy Quarters Near NYC w/Outdoor Living

Tranquil 5BR 3BA Home w/Pool, Sun Deck, Sleeps 14

3BDR home near Metlife Stadium for "World Cup"

Beautiful Mt. Airy mid-century 3 bedroom in Croton

The harmony house 6br sleep 12w sauna/hot tub pool

A house where the whole family fits perfectly.
Other holiday rentals with a pool

Hudson Valley Retreat w/ Pool Near Greenwood Lake

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

Perfect NYC Getaway in the Hudson Valley

ThLux home|Sleeps 9| free parking|Ur Vacation Home

E and T Getaway LLC

The cottage at Oasis Cove

Private Suite in the Heart of the Hudson Valley

Newly Renovated APT|Close to Hospitals|30 mins NYC
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