Vacation rentals with a pool in East Side

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in East Side

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

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Guest favorite

A private, fenced-in above-ground pool is surrounded by a wooden deck. Clear blue water invites relaxation, while a small pool house with a window and light-colored exterior is visible in the background. The pool area is well-maintained, providing a serene outdoor space.

Home in Stamford

4.98 out of 5 average rating, 57 reviews

Gameroom, backyard + pool! 7m to train + downtown

Welcome to our family-friendly 2-story Cape Cod! Enjoy a private fenced-in pool, game room and: - Expansive fenced backyard w/ grill + pool - Game room: foosball table w/ 55" Roku TV - 4 bedrms: 2 king, 1 queen, 2 Twin XL, feat beautiful, red hardwood floors - High-Speed 1 Gig Fiber-optic internet & 2 desks - Private parking for 2 cars with additional free street parking - 3 full baths, stocked kitchen, washer/dryer, - 8min to Downtown/UConn, 7min to Train Station (50m Express toGrand Central)

Top guest favorite

A private guesthouse is situated beside a large saltwater pool, framed by lush greenery. The structure features a charming facade with multiple windows and a covered porch area, enhancing the outdoor setting. Poolside seating is available for relaxation.

Guesthouse in Montclair

5 out of 5 average rating, 86 reviews

Cottage-Airbnb Top 1% (NYC/American Dream/Metlife)

Top 1% of AirBNB listings! More than just a place to stay, this guesthouse is a true escape, with SALTWATER POOL (Apr to Oct), in-ground gas FIREPIT, and spectacular cozy LOFT-LIKE SPACE with fireplace - all in walking distance to NYC trains and in walkable neighborhood with 40 unique restaurants/coffee shops. Great for romantic getaways, relaxed remote working - or fun for the family with swimming and games. All with the excitement of NYC only a 12 mile drive or 40 minute train ride away.

Guest favorite

A private backyard pool area is showcased, featuring a rectangular pool surrounded by a stone patio. Lounge chairs are arranged on one side, with a fence providing safety. Adjacent, a storage shed is visible, and the background includes a row of residential buildings.

Guest suite in Staten Island

4.87 out of 5 average rating, 39 reviews

Breezy Bay Guest Suite with pool

Welcome to Breezy Bay retreat with a pool. POOL will be Open May 1st to September 28th. Escape to our serene oasis nestled in the heart of Staten Island while being just 25 minutes ferry ride away from Manhattan (NYC). Perfectly blending tranquility with modern comforts, our home promise an unforgettable getaway for family and friends. A sparkling pool beckoning you for a refreshing dip under the sun. Not to mention a BBQ grill in our outdoor private backyard for a family get to getter.

Guest favorite

A stylish bedroom features a queen bed adorned with plush pillows and a cozy throw blanket. A custom photo booth is framed with greenery beside a vintage telephone. Large windows provide ample natural light, complemented by a crystal chandelier above.

Apartment in Elizabeth

4.89 out of 5 average rating, 101 reviews

Tub couch ,pool, phone booth ,EWR 7min ,NY27

We just know you're going to love your stay at our Luxe Glass house 2 .Get a good nights rest on our Queen pillow top mattress. Walk into a custom mirror background including a beautiful crystal chandelier in the bedroom . Custom photo phone-booth along side our custom cast iron claw foot tub.Just 7 minutes away from EWR & 27 mins from NYC . Enjoy a beautiful city skyline view with our oversized windows ! We are dedicated to giving our Glass House guest a 5 star experience!✨

Guest favorite

The open living area features a modern dining table set with plates, complemented by a comfortable green sofa and a wooden coffee table. A large flat-screen TV is mounted on the wall, providing a focal point in the upgraded, well-lit space.

Home in West Hempstead

4.91 out of 5 average rating, 35 reviews

Modern Cozy 2.5 Bedroom Apartment PRIME Location

Modern COZY 2.5 bedroom / 1 bath retreat! Stay relaxed and indulge in this peaceful and centrally-located lower level (no stairs) apartment located in a beautiful, peaceful and family friendly neighborhood! JFK only 20 mins - LGA only 35 mins away - NYC/Manhattan only 35-45 mins away. Near all beaches, restaurants, shopping, parks (including state park), 10-15 min walk to train station! Truly a HOME AWAY FROM HOME! ** All the coffee you can ask for! **

Superhost

A modern living area features a comfortable sofa and two accent chairs. A sleek coffee table sits in the center, complemented by a vibrant artwork displayed on the flat-screen TV. Natural light filters through large windows, enhancing the relaxed ambiance with green plants placed nearby.

Apartment in Yonkers

4.83 out of 5 average rating, 6 reviews

Luxury Condo Near NYC! W/ Pool, Gym, & More

Experience Yonkers in Luxury! Also offering discounts for long term stays! Building Amenities: - 360 panoramic rooftop - Fitness Center/ Gym - Basketball Court - Pool, Sauna - Lounge Area - Pool Table - Movie Theater - Etc. Unit Amenities: - Fast Wifi - 2 Smart TVs - Fully Stocked Kitchen - Comfortable Queen Bed - Sofa Sleeper- Sleeps 2 Ideal for business travelers, solo adventures, & couples to live 30 minutes away from NYC.

Guest favorite

Apartment in Harrison

4.96 out of 5 average rating, 125 reviews

Peaceful 2 Bedroom Apartment in Amenity Building

Welcome to the home you'll never want to leave. You'll be staying in a comfortable and impeccably designed two-bedroom apartment with a huge living/kitchen area overlooking a lush courtyard. Both bedrooms have queen sized beds and built in closets. The primary bedroom has an en-suite bathroom for added privacy, and the bedrooms are separated by the living room, allowing for a peaceful nights sleep, even with a noisy travel buddy.

Guest favorite

A charming carriage house features large windows and a high peaked roof, set amidst lush greenery. A well-maintained pool with a gentle fountain is situated in front, surrounded by landscaped gardens and inviting white lounge chairs.

Home in Englewood

4.93 out of 5 average rating, 153 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 favorite

Home in Yonkers

4.93 out of 5 average rating, 73 reviews

Beautiful home w/ outdoor space + Pool/Hot tub~new

Let all your day-to-day worries fade away in this beautifully home! Private sanctuary which includes a dedicated office space, fireplace, swimming pool, hot tub(soon) deck & much more. This is your little piece of heaven. A private oasis 20 minutes from NYC. Lots of room to hang, play games, watch movies and more. Plenty of free street parking available! Enjoy!!

Guest favorite

The skyline of downtown Jersey City and New York City is captured at dusk, featuring a reflection of sunlight on the tall skyscrapers. A river with boats and a marina lined with vessels creates a vibrant urban scene.

Apartment in Jersey City

5 out of 5 average rating, 10 reviews

Chic Pad w/ Beautiful City Views 15 min From NYC

Surround yourself with style in this standout space. Conveniently located in downtown Jersey City this space is perfect for visiting NYC or surrounding areas. Luxury building equipped with gym, pool, game room, theatre room and more. Path train and Lightrail close by, 15 min to NYC. ⭐️ Save 15% by booking direct. Inquire for details

Superhost

A stylish lobby area features large glass walls allowing natural light to flood the space. Lush greenery is displayed in various decorative pots, enhancing the vibrant atmosphere. Comfortable seating is arranged on a patterned rug, providing a welcoming environment for guests.

Apartment in Stamford

4.83 out of 5 average rating, 6 reviews

Sunny 1BR Apartment

A chic apartment situated in a gorgeous property, you’ll be sad to leave Urby at check out. This 1 bedroom apartment is completely private to you and your guests with large closets, a walk-in shower, a beautifully designed open floor plan kitchen and a cozy bedroom space to settle down into after a long day exploring the city.

Guest favorite

Home in Freeport

4.97 out of 5 average rating, 38 reviews

Waterfront Getaway Just 20 Min from Bethpage Park!

Breathtaking Waterfront home with outdoor pool. 3 spacious bedrooms with wood burning fireplace in the living room. WiFi, tiki BBQ room . Wraparound deck, dock , outdoor kitchen, bar & patio with tables & BBQ grills & fire pit. Ability to catch abundant fish & blue crabs right from the dock. Picture tells a thousand words.