Vacation Rentals in Upper West Side

The Upper West Side is well-known for its trendy, upscale appeal with a sleek range of accommodation options to boot. Whether you are traveling as a couple, a family, or a group of friends, there is a spectrum of varying rentals on offer.

Book a chic, romantic vacation rental with city skyline views for your couple’s getaway. Large, urban-style vacation rentals are perfect for large groups and family vacations. If you’ll be traveling with pets, there are several stylish pet-friendly options. Some vacation rentals are near greener areas, like Central Park or one of the other many leafy parts of the neighborhood, while many other urban vacation rentals are conveniently located near restaurants, shops, bars, and more. With so many vacation rentals to choose from, you’ll be sure to find the perfect accommodation for your stay.

The Upper West Side is a neighborhood in the borough of Manhattan in New York City. It is sandwiched between Central Park to the east and the Hudson River to the west. It has long been regarded as one of the most affluent neighborhoods in New York City and features many upscale boutiques, world-class museums, top-rated eateries, and several green parks. It is known for having a distinctly slower and more relaxed atmosphere than other parts of the city, thus making it one of the top travel destinations in NYC.

Public transportation options, such as buses, ferries, and subways, are common and efficient ways to get around the city. Ride-share apps, such as Uber and Lyft are popular among travelers for getting around the Upper West Side as well as other parts of NYC. Taxis are readily available, but fares can often be more expensive than other transportation options.

There is no shortage of romantic things to do during a couple’s getaway to the Upper West Side. A stroll through the well-known Riverside Park is one of the most romantic things to do in the entire city, with vibrant blooms, green grass, and multicolored leaves, depending on the time of the year you’ll be visiting. Enjoy a quintessential NYC-style boozy brunch at Calle Ocho or Maison Pickle, where you can enjoy an impressive menu of brunch options and hand-crafted drinks.

The Upper West Side is the perfect family-friendly destination. If you’re traveling with children or teenagers, then make a stop to satisfy your sweet tooth at Magnolia Bakery (considered to be one of the most Instagrammable cafés in NYC) or Levain Bakery. Families of all ages will enjoy a visit to the American Museum of Natural History, which changes its special exhibits on a regular basis.

No visit to the Upper West Side is complete without spending some time in Central Park. The park is easy to access from just about anywhere in the Upper West Side. Make sure to visit the most popular areas of the park including: Belvedere Castle, Strawberry Fields, Bethesda Terrace, The Mall, and Sheep Meadow.

This picturesque church was constructed in the late 1800s and features a mix of Romanesque Revival and Gothic Revival style architecture. You can spend some time inside the church enjoying the intricate design details and the peaceful, quiet atmosphere.

On the wall of DSW on 79th street and Broadway, you can find a painting coined “Hammer Boy” which was created by the famed street artist Banksy in 2013. The owner of the DSW building used glass to protect the mural from being defaced, since other murals by the artist have been known to be destroyed throughout the city. The painting depicts a boy swinging a hammer toward an actual red fire hydrant on the street.

The Lincoln Center is one of the top attractions in the Upper West Side. You can find regular performances here featuring the American Ballet Theatre, the New York City Ballet, the Metropolitan Opera, the New York Philharmonic, and many others. It also makes for a stellar rainy day activity.

The Upper West Side is one of the top locations in the city to enjoy a bagel, by locals and visitors alike. Be sure to check out Absolute Bagels, where the bagels are so loved that the line regularly goes out the door.

On average, how much do vacation rentals in Upper West Side cost?

We can see from last year that Upper West Side had an average price of $335 per night, a relatively high one for a destination in the USA.

During which months can you find the best price for vacation rentals in Upper West Side?

If it is your aim to save as much as possible during your vacation to Upper West Side, pack your bags and travel there in April ($279 per night on average), November ($295), or May ($302), to find the lowest prices for the whole year.

In which months is it more expensive to rent a vacation rental in Upper West Side?

When booking a vacation rental in Upper West Side, the highest prices are usually found in the month of January (with an average of $404 per night), followed by December ($397), and then February ($392).

Is Upper West Side a good location for a last-minute getaway?

It is better to book sooner than later in Upper West Side as only 14% of the accommodations are free throughout the year, following the data observed in the previous year.

What are the best months for a last-minute getaway?

Last year, the months with the largest number of available properties of the year in Upper West Side were February, January and May, with average availabilities of 25%, 24%, and 21%, respectively.

When are there fewer vacation rental options available in Upper West Side?

During this period, the availability is only 3%. It is therefore preferable to book far in advance.

How many rentals are there in Upper West Side?

Holidu collaborates with 5 different partners to give you an inventory to choose between 740 properties we have in Upper West Side.