Upper West Side vacation rentals

We found 1,003 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Upper West Side by choosing from 64 houses, 350 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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Find out more about Upper West Side

Find out more about Upper West Side

Why visit Upper West Side

  1. Iconic Attractions: Visit the renowned American Museum of Natural History and explore its fascinating exhibits.
  2. Central Park: Enjoy leisurely strolls, picnics, and outdoor activities in this urban oasis.
  3. Vibrant Atmosphere: Experience the lively neighborhood filled with friendly locals and a dynamic community spirit.
  4. Cultural Experiences: Discover art and culture at nearby museums and galleries that showcase the area's rich heritage.
  5. Diverse Accommodations: Choose from a variety of vacation rentals, from cozy apartments to spacious homes, perfect for any group.

Popular types of accommodation around Upper West Side

Experience the charm of the Upper West Side with a variety of vacation rentals to choose from. Whether you're looking for a cozy studio apartment, a spacious private vacation home, or a stylish condo, we have the perfect fit for your getaway. Each rental offers unique features, including generous square footage and the comfort of home. Explore our selection of NY apartments and find your ideal base for exploring this iconic neighborhood.

  • Apartments: The top choice for vacation rentals in the Upper West Side, offering a variety of styles and amenities for solo travelers or families.
  • Houses: A great option for larger groups or families seeking comfort and privacy during their stay.
  • Condos: Ideal for those looking for modern living spaces with shared amenities in a vibrant neighborhood.
  • Cottages: Charming and cozy, these rentals provide a quaint retreat amidst the city bustle.
  • Villas: Luxurious accommodations perfect for travelers wanting a lavish experience in the heart of New York.**

Top attractions near Upper West Side

The Upper West Side is an ideal destination for families and city lovers alike, offering a vibrant mix of outdoor activities, cultural experiences, and iconic attractions. Explore urban parks, art museums, and stunning skyscrapers that reflect the rich heritage of the area. Whether you're visiting with family or friends, you'll find plenty to enjoy in this dynamic neighborhood of New York City.

  1. Times Square: A bustling hub of entertainment and neon lights, Times Square is famous for its vibrant atmosphere, street performers, and massive digital billboards, embodying the energy of New York City.
  2. Central Park: This expansive urban oasis offers serene landscapes, family-friendly activities, and outdoor adventures, making it a perfect escape from the city hustle while still capturing the city vibes.
  3. Broadway: Renowned for its world-class theaters, Broadway is the heart of American theater, showcasing iconic performances and musicals, and pulsating with the excitement of live entertainment.

Things to do recommended for couples

For a romantic getaway in the Upper West Side, catch a concert at Carnegie Hall, indulge in relaxation at SoJo Spa Club, or savor a meal on Restaurant Row, where the ambiance is perfect for couples. Each experience promises to create lasting memories together.

Things to do recommended for families

Your family will have a fantastic time in the Upper West Side! Visit the Hayden Planetarium for an educational adventure, skate at the Rink at Rockefeller Center, and catch a game at Yankee Stadium for some thrilling sports excitement—all within a short distance!

What do I need to keep in mind when booking a vacation around Upper West Side

When planning your trip—whether you're traveling with a group, enjoying a family getaway, bringing along your pets, or seeking extended stays—it's important to prioritize your preferences. Here are some helpful booking tips for Vrbo to guide you.

  • Traveling to Upper West Side with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Upper West Side with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Upper West Side: For many families, a vacation isn't truly fulfilling without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Upper West Side: If you’re in search of vacation rentals that offer great deals for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like parking, a fully-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Upper West Side

Exploring the Upper West Side offers a delightful blend of urban charm and family-friendly activities. Stroll through Central Park, visit the iconic American Museum of Natural History, and enjoy the vibrant atmosphere filled with friendly locals. Just a short distance away, the Upper East Side awaits with its upscale boutiques and cultural treasures. Whether you're seeking art, scenic views, or a taste of city life, the Upper West Side and its surroundings have something for everyone.

  • Manhattan: As one of the most iconic boroughs in New York City, Manhattan is located a mere 0.3 miles from the Upper West Side. This vibrant area draws travelers for its family-friendly attractions, bustling city life, and business opportunities. Visitors can enjoy a plethora of activities, from shopping at high-end boutiques to catching a Broadway show in the Theater District. Notable landmarks include Times Square and Central Park, where you can immerse yourself in the urban landscape or relax in green spaces amid the hustle and bustle.
  • Midtown: Situated 2 miles from the Upper West Side, Midtown is a dynamic neighborhood known for its skyscrapers and energy. Ideal for families, business travelers, and tourists alike, Midtown offers a diverse range of experiences. The area is famous for its shopping avenues, such as Fifth Avenue, and entertainment venues like the iconic Madison Square Garden. Visitors can explore famous attractions, including the Empire State Building and Bryant Park, soaking in the vibrant city atmosphere and enjoying the numerous dining options available.
  • Uptown: Located 0.9 miles from the Upper West Side, Uptown is a charming neighborhood that blends urban life with outdoor opportunities. This area attracts families and those seeking an outdoor experience. Uptown features a wealth of shopping options, theaters, and educational institutions, making it a great spot for both relaxation and exploration. Key highlights include the historic Apollo Theater and the lush landscapes of Fort Tryon Park, where visitors can enjoy stunning views of the Hudson River and the majestic Cloisters museum.

Best time to go to Upper West Side

If you're planning a trip to Upper West Side, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April, July and September, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.6°F (-0.2°C)Light RainMostly SunnyAverageSlightly Low
February33.1°F (0.6°C)Light RainMostly SunnyAverageSlightly Low
March40.5°F (4.7°C)Light RainMostly SunnyAverageSlightly Low
April51.1°F (10.6°C)Light RainMostly SunnySlightly HighAverage
May61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
June70.2°F (21.2°C)Light RainMostly SunnyAverageAverage
July76.8°F (24.9°C)Light RainMostly SunnySlightly HighSlightly High
August75.4°F (24.1°C)Light RainMostly SunnyAverageSlightly High
September68.7°F (20.4°C)Light RainMostly SunnySlightly HighAverage
October57.9°F (14.4°C)Light RainMostly SunnySlightly LowAverage
November46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
December37.9°F (3.3°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is a breeze

Planning to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilize our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway!

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. Being the planner definitely has its perks! By enrolling in our travel rewards program, OneKey, you can immediately access member discounts and earn as well as redeem OneKeyCash™ on eligible reservations. Sign up today and start enjoying the savings!

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your journeys, pick up from where you last left off, and manage your travel arrangements. You can easily access properties you've saved or booked, now categorized under Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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 in Upper West Side?
In the Upper West Side of New York, apartments are the predominant type of vacation rental, with several available throughout the neighborhood. These rentals are typically situated close to iconic landmarks such as Central Park and the American Museum of Natural History. Travelers can expect modern amenities, including fully equipped kitchens, spacious living areas, and access to laundry facilities. Many apartments also feature large windows offering stunning city views, as well as balconies or terraces for enjoying the vibrant urban atmosphere.
How much does it cost to rent a vacation home in Upper West Side?
Prices for vacation rentals in Upper West Side vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Upper West Side to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Upper West Side vacation house rentals?
You can find great discounts on house rentals in Upper West Side on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Upper West Side?
In the Upper West Side of New York City, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals in this vibrant neighborhood feature fully equipped kitchens, allowing guests to prepare their own meals and enjoy the convenience of home dining. Coffee and tea makers are commonly included, suiting those who appreciate a warm beverage to start their day. Many properties also permit pets, making it easier for travelers to bring their furry companions along. Additionally, service animals are welcomed, ensuring that guests with specific needs can enjoy their stay comfortably. Some rentals may also include blenders, great for those who want to whip up smoothies or other blended drinks.
Are there any family house rentals in Upper West Side?
In the Upper West Side of New York City, there are several family-friendly house rentals available, making it an excellent choice for those traveling with children. This vibrant neighborhood offers a mix of spacious apartments and charming brownstones, many of which feature multiple bedrooms and ample living space for families. Visitors can expect amenities such as fully equipped kitchens, laundry facilities, and sometimes private outdoor areas, ideal for relaxation after a day of exploring the city.

The Upper West Side is conveniently located near several family-friendly attractions. Just a short walk away, you will find the American Museum of Natural History, which is great for curious minds, as well as Central Park, where kids can enjoy playgrounds, open spaces, and various recreational activities. Additionally, the neighborhood is home to a variety of restaurants, cafes, and shops that cater to families, ensuring a delightful stay for all ages. See all family-friendly rentals in Upper West Side.
Are there any Upper West Side vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Upper West Side with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there pet-friendly vacation rentals in Upper West Side?
In the Upper West Side of New York City, travelers can find several pet-friendly vacation rentals that cater to both comfort and convenience. This vibrant neighborhood offers a variety of properties, including modern apartments and cozy brownstones, many of which come equipped with amenities like fully stocked kitchens, in-unit laundry, and spacious living areas ideal for families or groups.

The Upper West Side is home to several parks, such as Central Park and Riverside Park, which are superb for pet owners looking to enjoy the outdoors with their furry friends. Central Park, just a short walk away, features extensive walking paths, open spaces, and designated dog areas, providing ample opportunities for exercise and play. Riverside Park, with its picturesque waterfront views and walking trails, also allows pets on leashes, making it a great spot for leisurely strolls.

In addition to the parks, the neighborhood boasts a variety of pet-friendly cafes and shops, ensuring that both pets and their owners have a delightful experience during their stay. See all pet-friendly rentals in Upper West Side.
Can I find long-stay vacation rentals in Upper West Side?
A long-stay vacation rental in Upper West Side is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Upper West Side for a vacation rental?
July is the most popular time to visit the Upper West Side, as it falls within the bustling peak season from July to September. This vibrant neighborhood comes alive with outdoor activities, cultural events, and an array of dining options. Visitors can enjoy leisurely strolls in nearby Central Park, explore the iconic American Museum of Natural History, or savor a meal at one of the many charming bistros lining the streets.

During the summer months, the weather is typically warm and inviting, with temperatures ranging from the mid-70s to low 80s Fahrenheit. This makes it an ideal time for sightseeing and participating in outdoor events. The lively atmosphere is enhanced by street fairs and outdoor concerts, creating a memorable experience for travelers who appreciate a dynamic urban environment.

If you're looking to visit at a more budget-friendly time, consider November. This month offers a quieter experience with fewer crowds, allowing for a more relaxed exploration of the Upper West Side's cultural gems. You'll still find plenty to enjoy, from cozy cafes to art galleries, all while benefiting from potential savings on vacation rentals.

Ultimately, your choice of when to visit the Upper West Side will depend on your preference for a bustling summer atmosphere or a more tranquil fall experience.
Are there any remote work vacation rentals in Upper West Side?
In the Upper West Side of New York City, travelers will find several vacation rentals that are well-suited for remote work. This vibrant neighborhood offers a mix of charming brownstones and modern apartments, many of which provide amenities that cater to those working remotely. Expect to find properties with dedicated office spaces or desks, high-speed internet, and comfortable living areas, allowing for a productive work environment while enjoying the city's culture.

The Upper West Side is conveniently located near numerous points of interest, including Central Park, the American Museum of Natural History, and a variety of cafes and restaurants that are great for breaks or casual meetings. Additionally, many rentals feature cozy kitchens for preparing meals and communal spaces for unwinding after a day's work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Upper West Side vacation rental?
Book your Upper West Side vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Upper West Side?
In the Upper West Side of New York City, visitors can enjoy a variety of attractions that showcase the neighborhood's cultural and recreational offerings. Central Park runs along the eastern edge, providing easy access to expansive green spaces, walking paths, and scenic views. The American Museum of Natural History, located at the western edge of the neighborhood, is a must-visit for its extensive exhibits and planetarium.

The historic architecture along Broadway includes renowned venues like the Lincoln Center for the Performing Arts, where travelers can catch world-class performances ranging from ballet to opera. For those interested in literary history, the Upper West Side is home to the famous Café Lalo and the iconic New York Public Library's branch at 79th Street, both of which provide a charming atmosphere for reading or relaxing.
Can I change or cancel my Upper West Side home rental booking on Vrbo?
To find Upper West Side vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Upper West Side vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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