
Vacation rentals with a pool in Upper West Side
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Upper West Side
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Views ! King Bed ! Free Parking ! 30 min to NYC !
Amazing Views 🌅! Enjoy this 1BR KING Apt, Centrally located to all major highways and airport. 20 min from MetLife and American Dream Mall. The unit is complete with amenities such as free parking and fitness center . Guests will enjoy a spacious luxury apt, with a great atmosphere. The surrounding area is ideal with local grocery and restaurants all within walking distance. Convenient walk to bus stop for NYC travel. Whether for business or leisure this versatile space will be perfect.

The Grand Haven
Step into a luxury 4-bedroom, 2.5-bath smart home in Jersey City where modern elegance meets comfort. Unwind in your private backyard oasis with BBQ—ideal for up to 16 guests. Smart TVs, fast Wi-Fi, in-unit laundry, parking, and a sleek gourmet kitchen complete the experience. Prime Location - Journal Square PATH: 1.2 miles (8 Min) - Times Square: 4.9 miles (20 Min) - MetLife Stadium: 6.5 miles - Liberty State Park: 3.8 miles - World Trade Center: 6.3 miles - American Dream Mall: 6.3 miles

Private, cute one bedroom apartment close to NYC!
The Arlington House is the perfect get away, vacation home for families, friend groups, remote workers, looking to explore New York City! Easy access to trains, 15 minutes from NYC, Big Apple. Backyard, hot tub, pool, a private entrance, and an apartment in a quiet, safe, family-friendly, walkable neighborhood in Jersey City. **Travel nurse friendly We provide maps to help you get around, offer NYC tour options, Newark Airport transportation services, and menus for some of the best food!

13-Room Colonial Montclair NJ House, 30 min to NYC
Be at home in this grand historic 1906 house in Montclair. 6400 square feet - a "4 square" colonial 8 bedroom house (6 setup as bedrooms, 2 as offices), 4.5 bathrooms, 3 living areas (incl. fireplace), dining room, gourmet kitchen, excellent wifi, 4 fully furnished floors, etc. Smart TVs. Private , fenced-in yard, large covered porch. 10-minute walk to downtown Montclair: restaurants, coffee shops, movie theater, gyms, etc. Trains/buses to New York city. 30-minute drive to NYC non-rush hour.

Cozy apartment near NYC 15 min
Apartment located in a house only 15 min from Manhattan. Bus stop in front of the building . Parking permit required to park on the street. Located in central area nearby restaurants, pizzeria, coffee shops, supermarkets and a laundry mat.The neighborhood is quiet, and with a privileged view of the skyline of Manhattan . Just across a tennis court and a block away a public swimming pool . 3 spacious bedrooms . Office room, spacious living room dining room,Kitchen,pantry room and a bathroom.

*NEW* Luxe 2bd/2ba w/ Pool & More
After the success of our first listing, we bring our talents to Hoboken, New Jersey. Echelon Living presents a luxurious residence just off Manhattan. This 1,300-square-foot apartment features two well-appointed bedrooms, a king and a queen, plus two modern bathrooms. Explore Hoboken’s scenic waterfront, lively Pier A Park, and Washington Street’s unique shops and restaurants. Visit the Hoboken Historical Museum or stroll the Hudson River Waterfront Walkway with stunning skyline views..

Studio, Fire Pl, Spa BTR, EWR 7mins NY 27
🖤 Welcome to The BLACK AFFECT – A Luxury Studio Apartment with a Spa-Inspired Bathroom! Experience the perfect blend of comfort and convenience in the heart of Elizabeth. Our stylish studio features premium amenities, including a heated toilet seat, towel warmer, and cold water bidet, ensuring a truly relaxing stay. 10 minutes to Newark Airport(EWR), 25 mins to Penn Station, NYC (Madison Square Garden), 25 mins to Met Life Stadium. Surrounded by top-rated restaurants, shops, and malls.

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!✨

Renovated Townhouse 15 mins from Midtown.
Newly renovated townhouse in the up-and-coming West New York, NJ. Easy access to the city and to all local attractions. Steps away from the bus stop. The ride to midtown Manhattan takes 15-20 min. Each bedroom has smart TV, air conditioning and ceiling fan. Fully fenced private back yard with a grill and your own pool for hot summer days. Pool has highest grade Saltwater system. 16 ft round, 52" deep, professionally cleaned and maintained weekly.

Lovely modern fully furnished and equipped private
Newly created modern living space with sleeping for up to two couples and two kids. Full kitchen, laundry, full bath, with TVs in every room. Brand new modern appliances. 100 yards from the bus to NYC or Jersey City. 10 minutes from train. Approximately 35 minute commute to the World Trade Center in Manhattan. Private entrance, quiet and safe neighborhood just steps to the nicest park in NJ, Stephen Gregg Park.

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!

Modern Oasis w/ outdoor space
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!!
Popular amenities for Upper West Side rentals with a pool
House rentals with a pool

Great Family Times in this 5 Bedroom House

Midcentury Modern ZenHouse Sculptor Studio

Riverfront Cottage-Pool-Hot Tub-Fireplace 35m>NYC

The Rahway Loft Experience

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Waterfront Getaway Just 40 Min from Manhattan!

Modern 3 Bedroom Apartment Oasis PRIME Location

Private 1br apt/private entrance/inground pool
Condo rentals with a pool

Condo at Mtn Crk 1 Bdr 1 Bath sleep 4 Mtn view 234

206 · Renovated Chic Premium 1 bdrm

Valley Overlook @ Mtn Creek Resort Park & Play

Cozy Retreat | Pool & Hot Tub | Mountain Creek Resort @ Appalachian

Comfy Studio at Mountain Creek Resort

Appalachian Lodge Top Floor w/views

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

✰ 255 Mountain Creek Luxury 1 bd Deluxe sleeps 5
Other vacation rentals with a pool

Entire Luxury Apartment just minutes to Manhattan

Luxury 2 BR Apt with Gym and Pool

Cozy 2 bed / Terrace / Pool / Gym /Grill /Rooftop

Charming Home with Pool & Patio

Luxury Hoboken Stay |Views, Pool & Easy NYC Access

Cozy 1BD With East River Views & NYC Skyline!

The Chestnut luxe

Love and Enjoy The NYC SkyLine Fabulous View.
When is the best time to visit Upper West Side?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,148 ZAR | R3,182 ZAR | R3,301 ZAR | R3,588 ZAR | R3,994 ZAR | R4,282 ZAR | R4,011 ZAR | R3,978 ZAR | R4,062 ZAR | R3,961 ZAR | R3,842 ZAR | R3,791 ZAR |
| Avg. temp | 1°C | 2°C | 6°C | 12°C | 17°C | 22°C | 25°C | 25°C | 21°C | 14°C | 9°C | 4°C |
Quick stats about vacation rentals with a pool in Upper West Side

Total vacation rentals
Explore 80 vacation rentals in Upper West Side

Nightly prices starting at
Upper West Side vacation rentals start at R677 ZAR per night before taxes and fees

Verified guest reviews
Over 670 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
80 of Upper West Side vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Upper West Side rentals

4.6 Average rating
Upper West Side stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Upper West Side's top spots, include The Metropolitan Museum of Art, American Museum of Natural History, and Solomon R. Guggenheim Museum
Destinations to explore
- Boutique hotels Upper West Side
- Pet-friendly rentals Upper West Side
- Fitness-friendly rentals Upper West Side
- Rentals with a patio Upper West Side
- Rentals with a fireplace Upper West Side
- Rentals with a fire pit Upper West Side
- House rentals Upper West Side
- Rentals with a hot tub Upper West Side
- Rentals with outdoor seating Upper West Side
- Waterfront rentals Upper West Side
- Condo rentals Upper West Side
- Rentals with breakfast Upper West Side
- Townhouse rentals Upper West Side
- Hotel rooms Upper West Side
- Smoking-friendly rentals Upper West Side
- Rentals with a washer and dryer Upper West Side
- Family-friendly rentals Upper West Side
- Apartment rentals Upper West Side
- Rentals with pools New York
- Rentals with pools New York
- Rentals with pools United States
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- New York Public Library - Bloomingdale Library
- Grand Central Terminal
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Asbury Park Beach
- Jones Beach
- Mountain Creek Resort
- Yankee Stadium
- Manasquan Beach
- United Nations Headquarters
- Citi Field
- Fairfield Beach
- Empire State Building
- Sea Girt Beach
- Statue of Liberty
- Radio City Music Hall
- Canarsie Beach
- USTA Billie Jean King National Tennis Center
- Rye Beach
- Things to do Upper West Side
- Things to do New York
- Sightseeing New York
- Entertainment New York
- Nature and outdoors New York
- Sports activities New York
- Tours New York
- Food and drink New York
- Art and culture New York
- Things to do New York
- Art and culture New York
- Sports activities New York
- Entertainment New York
- Nature and outdoors New York
- Wellness New York
- Food and drink New York
- Sightseeing New York
- Tours New York
- Things to do United States
- Entertainment United States
- Art and culture United States
- Nature and outdoors United States
- Sightseeing United States
- Tours United States
- Food and drink United States
- Wellness United States
- Sports activities United States




