Upper West Side vacation rentals

We found 1,072 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Upper West Side by choosing from 64 houses, 384 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

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 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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