Upper West Side holiday homes

We found 1,081 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Upper West Side that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, which might include air conditioning and a pool. At the end of the day, you'll be sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Upper West Side

  • Cultural Riches: Enjoy a blend of art museums and historic landmarks that showcase the Upper West Side’s rich cultural heritage.
  • Urban Parks: Stroll through scenic parks offering a green escape amidst the bustling cityscape.
  • Family-Friendly Charm: Experience a welcoming atmosphere perfect for family outings and leisurely walks.
  • Culinary Diversity: Savour a diverse range of dining options that reflect the area's vibrant community.
  • City Vibe: Immerse yourself in the dynamic urban life, complete with towering skyscrapers and lively streets.

Top attractions near Upper West Side

Discover the vibrant Upper West Side, a family-friendly urban neighbourhood in New York, New York. Enjoy a mix of culture and city charm with its urban parks, art museums, and towering skyscrapers. Ideal for those seeking outdoor adventures and cultural experiences, the Upper West Side offers a dynamic blend of city life and family fun, making it a perfect destination for a memorable holiday.

  • Times Square: Though located 3km from Upper West Side, its modern square offers vibrant city energy that reflects the urban pulse, perfect for evening strolls and lively ambience.
  • Central Park: Just 966m away, this urban park provides a delightful family-friendly outdoor retreat with scenic paths and lush greenery for leisurely picnics.
  • Grand Central Terminal: Located 3km out, this symbolic landmark exudes cultural charm with its historic architecture and bustling atmosphere, inviting exploration and admiration.

Things to do recommended for couples

For a romantic getaway in the Upper West Side, enjoy a leisurely stroll through Central Park, take in the stunning views from the top of the American Museum of Natural History, and indulge in a cozy dinner at a charming bistro. It's a perfect blend of nature and culture for couples.

Things to do recommended for families

Your family can explore the American Museum of Natural History, where kids will marvel at dinosaur fossils and the planetarium. Enjoy a stroll in Central Park, take a ride on the carousel, and visit the Children’s Museum of Manhattan for interactive fun tailored for young ones.

Things to do recommended for groups

Discover the vibrant Upper West Side in New York City with group activities like exploring hidden local art scenes and sampling authentic street food. Experience the neighbourhood's rich culture and history while bonding with your mates in a truly unique way.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

No matter if you're travelling with a group, enjoying a family getaway, bringing your pets along, or seeking extended stays, it's important to refine your search according to your top priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Upper West Side with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Upper West Side with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with amenities suitable for their age, 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, a family holiday isn’t complete without their furry companion. If this resonates with you, have a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels right at home.
  • Planning for a long term stay visiting Upper West Side: If you're in search of holiday rentals with discounts 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay near Upper West Side

The Upper West Side, a vibrant New York neighbourhood, offers a delightful mix of urban charm and family-friendly attractions. Stroll through the scenic streets and discover iconic landmarks, lush parks, and cultural institutions. Enjoy the friendly atmosphere, where you can engage with locals and experience the lively community vibe. With its rich history and diverse dining options, the Upper West Side promises an unforgettable holiday experience filled with memorable moments.

  • New York, Manhattan, Midtown: New York is a bustling metropolis where the Upper West Side finds its home. This vibrant city offers a rich mix of family, city-themed, and business-themed experiences. Visitors can explore a variety of shopping areas, enjoy captivating theatre productions, or catch an exciting event at an arena entertainment facility. The area is dotted with local landmarks such as tourist precincts, squares, and modern squares, providing a dynamic backdrop for your urban adventure.
  • Manhattan, Upper West Side Vicinity: Manhattan, a renowned borough, lies a mere 483m from the Upper West Side. It delivers a similar blend of family-friendly, city-focused, and business-oriented attractions. Enjoy a leisurely stroll through its shopping areas or immerse yourself in the local theatre scene. With its collection of tourist precincts, squares, and modern squares, Manhattan promises a compact yet enriching travel experience.
  • Midtown, Near Upper West Side: Midtown is a lively neighbourhood positioned 3km from the Upper West Side. It caters to those seeking family, city-themed, and business-themed experiences with ease. The area boasts bustling shopping precincts, engaging theatre venues, and vibrant arena entertainment facilities. Its landmarks, including tourist precincts, squares, and modern squares, ensure a memorable excursion that captures the essence of urban New York.

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.

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

Booking with Vrbo is simple

Looking to save on your next holiday adventure? Consider being flexible with your travel dates, as prices can fluctuate. Plus, opting for a longer stay often results in significant savings. To discover the ideal Vrbo property that suits your budget, make use of our filters to search by price, location, and type of holiday rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board is designed to help you plan your trips with ease. You can create new itineraries, manage your existing plans, and organise your bookings all in one place. Your saved or booked properties are conveniently categorised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Upper West Side?
Apartments are the most popular style of holiday home in Upper West Side, according to our data. Even if you've got a different idea about what you'd like, Bookabach has holiday homes in loads of sizes and shapes. Compare our options to find your ideal match.
How much does it cost to rent a holiday home in Upper West Side?
Length of stay, property type and season are some of the things that can influence the price of a holiday home. Simply add your travel dates to find your ideal match. From cosy chalets to expansive luxury villas, all Bookabach holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Upper West Side?
The average price for a holiday home by the beach in Upper West Side depends on when you're going and the style and size of property you're looking for. You can quickly and easily find prices on Bookabach by entering your travel dates and destination. Then use our filter tool to choose the number of bedrooms and amenities important to you, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday homes in Upper West Side?
With 258 properties that host four-legged guests, your furry little friend can join you on your Upper West Side holiday. Use our filter tool to search our pet-friendly holiday homes and find the pawfect pad on Bookabach.
Can I rent a house with a pool in Upper West Side?
Grab your swimsuit and swim ring, because there are three houses with a private pool in Upper West Side. Base yourself at one of these sought-after holiday homes and let every day be a pool day. Simply enter your travel dates into Bookabach, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular home amenities in Upper West Side?
When it comes to home amenities that guests prefer in Upper West Side, a firepit, a garden and mountain views are at the top of the list. With Bookabach holiday homes, you'll find options to match your taste and style, whether you're taking a trip with your partner, your friends or even pets.
Are there large group holiday homes in Upper West Side?
Upper West Side has 27 holiday properties that can fit 10 or more guests. These stays come with all the space you need to enjoy good times with family and friends.
Are there holiday homes in Upper West Side that welcome kids?
With 248 family-friendly holiday homes available in Upper West Side, there's never been a better time to introduce the kids to the excitement of travel. Simply check our "Properties good for families" filter box to locate stays packed with conveniences perfect for families on the move, such as living rooms, private pools, hot tubs and entertainment areas.
What are the top attractions for families in Upper West Side?
Keeping the kiddos entertained during your stay in Upper West Side is simple with these fabulous family-friendly attractions:

  • Rockefeller Centre
  • American Museum of Natural History
  • Chelsea Piers

Are there one-bedroom holiday homes in Upper West Side?
Yes, you can choose from 148 one-bedroom homes in Upper West Side. Whether you're on the lookout for a cosy chalet or a cabin, Bookabach's one-bedroom homes are just right if you don't require lots of space. One of the perks of having your own place? You won't ever have to share your getaway with strangers.
Can I find two-bedroom holiday homes in Upper West Side?
Pick from 61 two-bedroom homes in Upper West Side. Give your little ones the second room or fill it with a couple of your besties. There's enough space for whoever's fortunate enough to be joining in on the fun.
Are there holiday homes with WiFi in Upper West Side?
Whether you want to keep up with the headlines, send some emails or surf social media, there are 29 holiday homes with WiFi in Upper West Side. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Upper West Side?
There are 248 Bookabach holiday homes with air conditioning in Upper West Side giving you that cool, cool breeze and extra element of comfort. Just enter your desired travel dates and then use our handy filter tool to find properties with air conditioning.
How old do you have to be to rent a holiday home in Upper West Side?
The minimum age permitted can differ across properties on Bookabach, so check the rules of the holiday home in Upper West Side you want to book. But in general, it's 16, 18 or 21.
How long can I rent a holiday home in Upper West Side for?
The amount of time you can stay in an Upper West Side holiday home for is up to the property. Just enter your dates of travel to find available options that offer long-term stays. They feature the things you need to make your extended holiday more enjoyable and convenient, such as kitchens and air conditioning. Some Bookabach holiday homes may also offer weekly or monthly discounted prices, so you can stick around for longer for less.