Vacation 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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Top guest favorite

A peaceful sunset reflects on the calm waters of the pond, surrounded by lush trees and a gently sloping landscape. The sky displays a blend of warm colors, creating a serene and tranquil atmosphere that enhances the natural beauty of the waterfront setting.

Home in Centerport

5 out of 5 average rating, 20 reviews

Waterfront Home, Heated Pool, 1 Hour from NYC

Escape to your private waterfront oasis! This serene 3-bedroom, 2.5-bath waterfront retreat offers a heated pool (May-Sept), private dock, kayaks, fire pit, pickleball and BBQ lounge. Set 200 feet off the road on a private driveway, it’s perfect for families or quiet getaways. Just 8 minutes west to Huntington’s vibrant shops and restaurants, 6 minutes east to charming Northport Village, and 1 hour by train to NYC. Relax, recharge, and create lasting memories in this peaceful Long Island haven.

Guest favorite

A well-maintained swimming pool is surrounded by a clean concrete deck. Ladders on either end provide easy access to the clear water, which reflects the sunlight. A white privacy fence borders the area, contributing to a serene outdoor environment.

Apartment in Deer Park

4.94 out of 5 average rating, 192 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)

Superhost

A serene pool area features a vibrant blue inground pool surrounded by a well-maintained yard. Two wooden lounge chairs are positioned near the water, providing a comfortable space for relaxation. Lush greenery lines the perimeter, enhancing the tranquil outdoor setting.

Guest suite in Baldwin Harbor

4.9 out of 5 average rating, 259 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 favorite

Home in Commack

4.99 out of 5 average rating, 153 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 favorite

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, 130 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 favorite

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.

Apartment in Dix Hills

5 out of 5 average rating, 37 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.

Superhost

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

4.73 out of 5 average rating, 146 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 favorite

A modern kitchen features light grey cabinetry and a spacious countertop, complemented by stainless steel appliances, including a refrigerator and stove. A cozy living area with a beige sofa and coffee table is visible, along with a soft area rug enhancing the warmth of the space.

Apartment in Deer Park

4.86 out of 5 average rating, 28 reviews

Serene one bedroom retreat w/ backyard oasis

**Welcome to Your Private Oasis!** Enjoy a serene escape at our cozy one-bedroom retreat. Highlights include: - **Above-Ground Pool**: Perfect for refreshing dips. - **Outdoor Patio with Gazebo**: Ideal for relaxing and unwinding. - **Private Daybed**: Your perfect spot for lounging in peace. Experience the tranquility and privacy of our oasis while being close to local attractions. Book your stay today for a relaxing getaway! Pool is seasonal until October 1st.

Guest favorite

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

4.92 out of 5 average rating, 129 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.

Guest favorite

An aerial view of a modern farmhouse set on a spacious lot, featuring a rectangular heated saltwater pool surrounded by a tiled patio. A hot tub is positioned nearby, and landscaped gardens provide greenery. Paved pathways and parking areas are also visible.

Home in Rocky Point

4.93 out of 5 average rating, 115 reviews

Luxury modern farmhouse with heated pool & hot tub

*pool is now open! 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.

Top guest favorite

A sunlit outdoor deck features a refreshing pool surrounded by lounge chairs adorned with red cushions. Umbrellas provide shade for the seating area, which includes a dining table set for al fresco meals. Nearby greenery complements the scene, with a view of the ocean in the distance.

Apartment in Fire Island Pines

5 out of 5 average rating, 110 reviews

"NORTH APT." Renovated 1 Br Apt. In Great Location

The 1 Bedroom "North Apartment" is located in our newly renovated beach house, perfectly located just seconds away from the ocean and only three blocks from the harbor in Fire Island Pines. The house has 2 outdoor decks with a pool and a hot tub, both with ocean views. The apartment has a queen size bed, Heat & A/C units in every room, internet, TV and much more amenities!

Guest favorite

A well-lit studio space features a Murphy bed with soft bedding, ready for use. A flat-screen TV is mounted on the wall opposite. A black dresser with woven baskets provides storage, complementing the simple, clean design of the room.

Guest suite in Massapequa

4.81 out of 5 average rating, 78 reviews

Private Murphy Bed Style Studio

Everything you need is here! This private studio apartment is in a cozy home for long or short stays! Our studio apartment is newly renovated and has it's own private entrance in front of the driveway! Your outdoor area will come with tables and chairs and even access to the pool when you let us know ahead of time!