Holiday rentals with a pool in Deer Park

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Deer Park

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

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Guest favourite
A snug studio space features a large bed with soft linens and decorative pillows. A floor-to-ceiling fireplace is set against a white brick wall, complemented by a mounted TV above. A mirror and small kitchen area enhance functionality, while plants add subtle greenery.
Flat in Deer Park
4.94 out of 5 average rating, 194 reviews

Best Studio-Private Entrance+Parking-Close To All

Make yourself at home! This Deer Park Den is your perfect suburban getaway in the heart of Long Island, close to everything and right in the middle of all the fun. Walking distance to lots of great restaurants that give you plenty of great options for ordering in or dining out. Other local destinations include: - Tanger outlets (1 Mile) - Heartland Golf Park (1.5 Miles) - Edgewood Oak Brush Plains Preserve (0.5 Mile) - Robert Moses state park (12 Miles) - Sunken Meadow state park (12 miles)

Top guest favourite
A calm waterfront scene features a vibrant sailboat gliding across the bay, surrounded by green marshland. A wooden dock leads into the water, with several colorful chairs positioned for relaxation. Soft hills and houses line the distant shore under a gentle mist.
Home in Mastic Beach
4.94 out of 5 average rating, 129 reviews

Gorgeous Waterfront and Indoor Pool Family Oasis!

Breathtaking Waterfront home with 37 foot heated indoor pool. 3 Bedrooms plus a 800 Sq/Ft master bedroom with wood burning fireplace. WiFi, 3rd floor entertainment room with 120 inch screen movie projector, karaoke, fooseball, pool table. Wraparound terrace, sunroom, 45ft dock with launching ramp, putting green, sand trap, outdoor kitchen, bar & stone patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.

Guest favourite
A spacious bedroom features two queen-sized Memory Foam beds dressed in high-quality linens. A light blue and white striped wall design complements the neutral carpet. A stylish chair and a decorative lamp add to the inviting ambiance, while framed images enhance the aesthetic.
Guest suite in Baldwin Harbor
4.9 out of 5 average rating, 262 reviews

Vintage living.

The space is on the ground level its about 600 square feet. Best part is its right next to the inground pool. The pool is 4-7 feet deep with a lounge area. On the ground floor we have a newly renovated kitchen (no oven), seating for 6-7 people, small dinner table, Flatscreen TV, Sectional sofa, and full bathroom. The bedroom in the lower level is about 600 sqft. In the bedroom you will find two queen size Memory Foam beds with top of the line linens. We do allow pets with a $75 pet fee.

Top guest favourite
Home in Commack
4.99 out of 5 average rating, 154 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

STAY. SOMEWHERE. DIFFERENT This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE! Your private escape in the heart of Long Island. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

Guest favourite
A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.
Home in Patchogue
4.93 out of 5 average rating, 136 reviews

Joyful Beach House, viewing The Great South Bay

Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

Top guest favourite
A spacious bedroom features a king-size bed adorned with a dark quilt. Two bedside lamps sit on matching nightstands, with a comfortable armchair in one corner. A desk with a chair is positioned near a window, allowing natural light to illuminate the room.
Flat in Dix Hills
5 out of 5 average rating, 38 reviews

The Suite Life in Dix Hills

Welcome to our luxurious one bedroom apartment with private entrance, combination eat in kitchen and lounge area with lots of modern amenities. The spacious suite has a comfortable pillow top king size bed to ensure an amazing night rest, en-suite with standing shower, floor to ceiling mirrors, workstation with high-speed Wi-Fi and two 50-inch smart televisions. This quiet family friendly retreat has shared outdoor spaces, hot tub, pool and is centrally located with lots of bonuses.

Guest favourite
The outdoor pool area features a clear blue inground pool surrounded by a spacious stone patio. Two umbrella-covered seating areas with chairs and a table are visible, along with a large inflatable swan float resting on the water. Lush greenery and a white fence surround the space.
Home in Massapequa
4.74 out of 5 average rating, 150 reviews

Private 1br apt/private entrance/inground pool

Fully private apartment ...private bathroom, private bedroom with queen size bed, private living room with 2 couches & 1 futon with a separate private entrance, private kitchen (please note dishwasher is inoperative & not listed as an added amenity). Equipped with modern decor, ROKU smart TV, wifi, backyard patio & inground pool. Pool is seasonal & open from Memorial Day until end of September. Pool is limited to Airbnb guests listed on reservation only. Pool hours are 8am-8pm.

Guest favourite
A spacious backyard features a rectangular pool surrounded by a wooden deck. Several lounge chairs are positioned along the deck, complemented by an umbrella for shade. Lush greenery lines the perimeter, creating a serene outdoor atmosphere.
Home in Massapequa
4.91 out of 5 average rating, 129 reviews

Great Family Times in this 5 Bedroom House

Recently renovated house, with modern kitchen located in a quiet L.I. Neighborhood. Ideal for those looking for a quiet and relaxing time. *Resort Style Backyard. (Pool is Open From Memorial day until Mid Sept Weather Permitting) In this listing you'll have access to the whole house, main floor, 2nd floor, & basement for a total of 5 Bedrooms, 2 Baths (sleeps 14). **No parties or noisy groups, strictly enforced!** *MUST READ HOUSE RULES BEFORE BOOKING

Top guest favourite
A dining area is presented featuring a dark wooden table surrounded by four white chairs. A decorative potted plant is centered on the table, complementing the modern decor. A doorway leads to a softly lit bedroom in the background.
Home in Port Jefferson
4.93 out of 5 average rating, 135 reviews

Port Jefferson Convenient, Cozy and Chic!

Bright, modern, newly renovated and landscaped space can sleep up to 6! Countless amenities including a kitchen with dishwasher, full size refrigerator. 3 bedrooms, 2 full baths, and common living space. Great for boaters or attending events in Port Jefferson, Stony Brook or anywhere on Long Island. We are a 1 minute drive or 10 minute walk from Port Jefferson Harbor and Ferry Dock. Centrally located on LI for easy access to LI rail road and bus routes.

Superhost
A modern farmhouse is set on a spacious lot. The architecture features a blend of dark and light siding with a white chimney. A well-maintained path leads to a front porch, surrounded by landscaped greenery, enhancing the inviting curb appeal.
Home in Rocky Point
4.92 out of 5 average rating, 119 reviews

Luxury modern farmhouse with heated pool & hot tub

*pool closes end of October This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

Guest favourite
An exterior view of the carriage house showcases a charming blue façade adorned with flower boxes under the windows. Lush greenery surrounds the property, while comfortable outdoor seating invites relaxation. The structure features multiple large windows that enhance the light and open feel.
Home in Englewood
4.94 out of 5 average rating, 169 reviews

Englewood NJ Country Carriage House (15 min NYC)

Spacious eclectic luxurious renovated carriage house on 1 acre with a pool & hot tub, & a separate private 6 seat 60 jet hot tub, sauna, steam room, gas & wood burning fire pits, pool/ping pong table, trampoline & basketball court in a gorgeous quiet suburb of NYC. In 20 minutes you can be enjoying all that NYC has to offer & then come back for a sauna & steam. Great small reunion/intimate party space!

Guest favourite
A vibrant garden area is depicted, featuring a variety of blooming flowers in decorative pots. Greenery surrounds the space, with bushes adorned with purple blossoms. A wooden deck offers a view over the lush, well-maintained landscape.
Guest house in Brookhaven
4.97 out of 5 average rating, 233 reviews

The Unhampton

This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!

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