Discover a selection of 353 vacation rentals in Upper West Side that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including WiFi and air conditioning. Prices start at $43 per night, and condos and studios are popular options for a stay in Upper West Side. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Upper West Side
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Destination guide

Is this the Upper West Side... or the Upper BEST Side?

Gossip Girl put the Upper East Side on the map, but don't ignore its counterpart neighborhood across town. Full of the nightlife, culture, and dining expected of New York, the Upper West Side also boasts a strong family appeal. Starting from Lincoln Center and moving all the way up through Harlem, visitors can find tons of park spaces, kid-friendy museums, and restaurants perfect for the whole famly. Whether you're looking for the best bagel or lounging in your Upper West Side vacation rental, it seems there's something worth seeing on every block.

Things to do

Where opera lovers and Beatles fanatics can live as one

While the Upper West Side is most known for its charming residential streets, there's plenty of culture to be found, too. Music-lovers can't miss the Metropolitan Opera House or Lincoln Center, while history buffs will have a field day at the Natural History Museum. Those looking for a more laid-back itinerary will love simply taking in the sights from their Upper West Side vacation rental, or walking around the neighborhood, casually passing iconic spots such as The Dakota or the John Lennon Memorial at Strawberry Fields. The shopping rivals 5th Avenue, while the culinary scene is perfect for al fresco dining.

Activities

Graze with the sheep in the city that never sleeps

Nestled between Riverside and Central Parks, the Upper West Side boasts more green space than any other neighborhood in Manhattan. Whether you're picnicking in Central Park's sprawling Sheep Meadow or jogging along the Hudson River, there's a good chance your Upper West Side vacation rental could have a view of more trees than you'd expect in the concrete jungle. For true urbanites, the streets sandwiched between each park are packed with sights worth seeing -- from world-famous concert halls to incredible museums, from neighorhood tours to outdoor cafes.

Weather

From "Summer in the City" to "Autumn in New York"

There's a reason every season in New York has inspired tons of songs and films, and the Upper West Side is particularly iconic. Winter brings a blanket of snow that quiets the city streets, while spring offers cherry blossoms set against the skyline. Summer is when the city comes alive during the week, especially at night, but empties out almost entirely on the weekends. Fall in New York is crisp, cool, and vibrant, with the leaves glowing red and yellow against the Upper West Side's stunning architecture.

Natural features

Running and jumping and rowing and paddling

Sandwiched between 2 parks, the Upper West Side is known for being much greener than its surrounding neighborhoods. Riverside Park overlooks the Hudson River and neighboring New Jersey, while Central Park has plenty of space to run and jump, or row and paddle. Of course much of the park is well tended, but some trails do offer a more rugged experience, ideal for bird-watching or horseback riding. Catch the sunset from the Sheep Meadow, or climb up high to 1 of the many rooftop bars in the neighborhood, and watch the lights begin to twinkle over the Big Apple.

How to get there

Transportation to and around Upper West Side

Fly into New York, NY (LGA-LaGuardia), the closest airport, located 5.5 mi (8.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Teterboro, NJ (TEB), which is 6.6 mi (10.7 km) away.

You can see more of Upper West Side by jumping on the metro at 79 St. Station, 96 St. Station or 72nd St. Station.

How many vacation rentals are available around Upper West Side?

Our 2021 property listings offer a large selection of 353 vacation rentals around Upper West Side. From 230 condo and apartment rentals to 222 studio vacation rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.