Discover a selection of 1,500 vacation rentals in Upper West Side, New York 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 $98 per night, and houses and condos 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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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.

What are the top vacation rentals in or near Upper West Side?

The heart wants what it wants, and right now that's a vacation. Now's the time to pack your suitcase and escape to one of these top vacation rentals in or near Upper West Side:

  • "Midtown East Apartment On High Floor With Balcony" is a favorite with guests. Around 2 miles from Upper West Side, it has 1 bedroom and lots of useful amenities, including shopping and a kitchen.
  • "Chez Isabelle:the Place To Stay" is another winner, offering 1 bedroom, a fridge, cable/satellite TV services and more. It's around 5 miles from Upper West Side.

For even more great options, use the search bar at the top of the page to find the perfect Upper West Side vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Upper West Side?

There's nothing like a short trip away to reset your batteries. If you're ready for some good old-fashioned R&R, these highly rated weekend getaways in and around Upper West Side make the ideal base for a mini break:

  • If spending time in the outdoors is a top priority for you, you'll love "Cozy Apartment In A Private House". Around 6 miles southeast of Upper West Side, it's close to Everett Children's Adventure Garden and Bar Beach. Amenities at this getaway include a nearby laundromat and air conditioning.
  • "Chez Isabelle:the Place To Stay" is also ideal for a whirlwind getaway. Located around 5 miles to the southeast of Upper West Side, this vacation rental offers amenities like spa and beauty services and a private pool. Brooklyn Botanic Gardens and Sunset Park should be on your to-do list if you stay here.

Can I find studio apartments for rent in and around Upper West Side?

Experience the culture and energy of Upper West Side from the privacy and comfort of your own studio apartment. Whether you'd love to escape on your own or paint the town red with pals, we'll help you find the perfect studio apartment in or near Upper West Side:

  • Make "Midtown East Apartment On High Floor With Balcony" your home for a few days or more. This great vacation rental comes with amenities including air conditioning and a fridge.
  • Alternatively, organize a stay at "Chez Isabelle:the Place To Stay", which offers conveniences including housekeeping services and a TV.

There are loads of sights around Upper West Side to add to your agenda. Satisfy the culture vulture in you with a visit to Provincetown Playhouse and Rattlestick Playwrights Theater.

Can I find short term rentals in or near Upper West Side?

Every once in a while, you just need to get away from it all, even if it's only for a few days or so. Enjoy a delightful combination of sightseeing and relaxation at one of these short-term rentals in or around Upper West Side:

  • If you'd like to be near the action, "Harlem Hideaway Parlor Apartment" is calling your name. It's within reach of the center of Upper West Side and a handy base to discover attractions like Times Square and Broadway.
  • "1880's Carroll Gardens Sunny Studio" is another enticing option. Don't forget to add Statue of Liberty and Rockefeller Center to your travel itinerary when it's time to sightsee.

What are the best romantic weekend getaways in or near Upper West Side?

Forget about flowers and chocolates. Sometimes all you need is to take off for a weekend, just you and your boo. At Vrbo, we've got romantic getaways in and around Upper West Side that would make even old Cupid swoon. Here are some to tempt you:

  • Put on some soothing music and kick back together at "Midtown East Apartment On High Floor With Balcony". Around 2 miles from Upper West Side, this property has everything you could want for a romantic weekend getaway, including beauty services and air conditioning.
  • "Chez Isabelle:the Place To Stay" is another option that'll woo you. It's approximately 5 miles from Upper West Side and has housekeeping services and shopping facilities.

What are the best large group vacation rentals in or near Upper West Side?

Share your trip and have twice as much fun. Whether you're planning an active escape with friends or a big family get-together, you'll have your pick of large group vacation rentals in and around Upper West Side:

  • You'll have enough space to sprawl out at "The Best Panoramic Views Of Manhattan Have To Offer 3 Great Units". Around 1 mile southwest of Upper West Side, this generous retreat has 3 bedrooms and sleeps up to 12 guests. It comes with a host of amenities, including nearby museums and fitness facilities.
  • Invite as many as 14 of your favorite folks to "Upper West Side Townhouse Apt - Historical But Renovated" and fill its spaces with laughter and love. This popular option has 4 bedrooms and is around 1 mile to the southwest of central Upper West Side. It's packed with features to keep a large group occupied, including a kitchen and a garden.

What are the best houses for rent with a pool in or near Upper West Side?

A pool is often a must-have amenity for any unforgettable vacation. Enjoy hours of entertainment splashing about or simply relaxing by the water at one of these rejuvenating escapes in or near Upper West Side:

  • Top on our list of cool pool escapes is "Cozy Apartment In A Private House". Traveling families will feel at home here, with convenient amenities like a TV and a living room also at hand.
  • Another inviting option is "Elegant Parlor Row House, Near Central Park - Upper East Side". There's loads to love about this retreat apart from its pool, such as towels and a fridge.

What are the best large family vacation rentals in or near Upper West Side?

No matter if your idea of the perfect escape is out in the countryside or by the beach, you'll have so much more fun if you share the experience with loved ones. Look up these large family vacation rentals in or near Upper West Side and bring along the whole gang:

  • Around 1 mile to the south of Upper West Side, "Huge True 3/2 Columbus Circle/times Sq" has 3 bedrooms and fits up to 8 guests. It's equipped with a range of amenities, including a dishwasher and free toiletries.
  • "Gorgeous Duplex Apartment Off Nyc's Central Park" also offers the space you need to share special moments with loved ones. This option is around 1 mile to the east of central Upper West Side and accommodates as many as 7 guests in its 4 bedrooms. A stereo and a dishwasher will help keep everyone content and comfortable.

If you want to see some family-friendly attractions around the area, you're spoiled for choice. Broadway, Rockefeller Center and Brooklyn Bridge promise lots of fun for young and old.

Are there one-bedroom vacation rentals in or near Upper West Side?

Romantic getaways, business trips or adventures all on your own — a one-bedroom rental property works for all sorts of occasions. One of our options in or near Upper West Side is sure to impress:

  • Great things really do come in small packages, and "Midtown East Apartment On High Floor With Balcony" is no exception. This one-bedroom vacation property is just a short distance from the center and offers amenities like a kitchen and nearby museums.
  • Or perhaps "Harlem Hideaway Parlor Apartment" is a better match. Another central one-bedroom option, this place comes with a kitchen, a fireplace and more.

Can I find two-bedroom vacation rentals in or near Upper West Side?

It's easy to lock in a fantastic vacation with Vrbo. Whether you'd rather have a cute cottage or a swish apartment, you'll find great two-bedroom options in or near Upper West Side: Here are a few of our top picks:

  • "Beautiful Harlem Brownstone Garden Apartment" is a winning choice for families or smaller groups. As well as two bedrooms, this delightful stay offers handy amenities like a kitchen and a garden.
  • Another great option is "Wonderful Apartment In Nyc". With amenities like a kitchen and a restaurant dining guide, you'll have no dramas making yourselves at home here. Pick your favorite room, unpack your bags and let the good times roll!