Upper West Side vacation rentals

We found 1,160 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Upper West Side by choosing from 74 houses, 362 apartments, and other vacation rentals. Whether you're traveling with family, friends, or just your furry companion, vacation homes have the best amenities for hanging out with the people that matter most, which might include a garden and hot tub. No matter what you're looking for, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.
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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.

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.

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.

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.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Upper West Side?
According to our research, apartments are the most sought-after type of vacation rental in Upper West Side. But as you know, everyone’s idea of the perfect stay differs. Vrbo has vacation rentals with every shape, size and budget in mind, so you’re sure to find your ideal match.
How much does it cost to rent a vacation rental in Upper West Side?
Different factors can determine what you’ll pay for a vacation rental in Upper West Side, including the time of year, length of stay and property type. But, all of our vacation homes have one thing in common — amazing value. Just add your travel dates to find your dream escape.
How much does it cost to rent a beach house in Upper West Side?
The average price for a vacation rental near the beach in Upper West Side depends on when you’re traveling and the type and size of property you’re looking for. You can find prices easily and quickly on Vrbo by entering your preferred travel dates. Then use our filter tool to pick the number of bedrooms and amenities important to you, like WiFi, air conditioning and a pool.
Are there pet-friendly vacation rentals in Upper West Side?
With 273 vacation rentals that allow pets, your furry best friend can join in on your Upper West Side getaway. Use our filter tool to browse our pet-friendly vacation rentals and find your pawfect pad on Vrbo.
Can I rent a house with a pool in Upper West Side?
Add a new level of fun to your adventure by booking your family into one of the six houses with a private pool in Upper West Side. Use our search filter to find properties with pools on Vrbo, then spend your days splashing and playing in a swimming pool that’s all your own.
What are popular rental amenities in Upper West Side?
When it comes to rental amenities that guests are looking for in Upper West Side, ski-in/ski-out facilities, a water view and a nearby river rank highest. With Vrbo vacation homes, you’ll have options to match your style and taste, whether you’re going away with your partner, your family or even pets.
Are there large group vacation rentals in Upper West Side?
With 29 properties that can sleep 10 people or more in Upper West Side, you won’t have to keep anyone off the invite list. From extended family vacations to events like anniversary parties and weddings, Vrbo can help you find a large group rental to suit the occasion.
Are there vacation rentals in Upper West Side that welcome kids?
Bring the entire group together for an adventure in Upper West Side at one of our 256 family-friendly vacation properties. Lots of these stays provide conveniences that are just perfect for trips with children, including laundry facilities, extra bedrooms and patios. Simply check the “Properties good for families” filter and pick your favorite option.
Are there one-bedroom vacation rentals in Upper West Side?
You can choose from 155 one-bedroom rentals in Upper West Side. Whether you’re looking for a comfy cottage or a fancy condo, our one-bedroom rentals are ideal if you don’t need lots of space. One of the main perks of having your own pad? You won’t ever have to share your trip with strangers.
Can I find two-bedroom vacation rentals in Upper West Side?
Choose from 63 two-bedroom rentals in Upper West Side. Put the kids in the second room or fill it with a couple of your nearest and dearest friends. There’s ample space for whoever’s fortunate enough to be coming along.
Are there vacation rentals with WiFi in Upper West Side?
Upper West Side has 40 vacation rentals with WiFi, so you can stay connected when you’re away. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movies with the family to updating your social media, these Vrbo homes make it easy to get online.
How can I find vacation rentals with air conditioning in Upper West Side?
Select your travel dates and then use the filter tool to look for vacation rentals with ac in Upper West Side on Vrbo. With 256 air-conditioned properties available, you can look forward to a cool and comfy stay.
How old do you have to be to rent a vacation rental in Upper West Side?
The minimum age can differ across properties on Vrbo, so check the rules of the vacation home in Upper West Side you want. But normally, it’s 16, 18 or 21.
How long can I rent a vacation rental in Upper West Side for?
How long you can book a vacation rental in Upper West Side is down to the property. Simply enter your preferred dates to view a list of options offering extended stays. With a range of features such as air conditioning and full kitchens, as well as some offering discounted weekly or monthly prices, you’re sure to find a perfect place to call your home away from home in Upper West Side.
Does Vrbo offer discounts for vacation homes in Upper West Side?
On Vrbo, you’ll find great bargains and discounts for Upper West Side. Browse our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re planning a weekend getaway or a longer stay, Vrbo has lots of options for every style and budget.

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