Holiday rentals with a pool in Rockland County

Large Tent

Tent with 2 Queen size air mattresses and one full and twin air mattress! flat sheets only! You prepare! Everything inside the pool house for use! Fridge, bathroom. Electricity and WiFi all included! Additional amenities: Fire pit, above ground pool & hot tub under repair, basketball court! 3 hoops! Plenty seating, tables and chairs! Shower with full private bathroom. The pool house is shared with host family! Kid friendly! Lots of board games and toys! Kiddie pool and sandbox & trampoline!

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.

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.

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.

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.

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.

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.

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.