Upper West Side holiday homes

We found 863 holiday rentals — enter your dates for availability
Discover a selection of 88 apartments 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 rental in Upper West Side?
In the Upper West Side of New York, apartments are the most prevalent type of holiday rental, with several options available throughout the neighbourhood. These apartments typically boast modern amenities, including fully equipped kitchens, spacious living areas, and often feature large windows that provide stunning views of the city or nearby parks. Many rentals are conveniently located near iconic attractions such as Central Park and the American Museum of Natural History, making them ideal for those looking to explore the vibrant culture of the area.
What are popular rental amenities in Upper West Side?
In the Upper West Side of New York, popular rental amenities include a fully equipped kitchen, allowing guests to prepare their own meals, as well as conveniences like a blender and a coffee or tea maker for those who enjoy their morning brews. Many properties also provide essential items such as paper towels, enhancing the home-like experience. Additionally, for those travelling with pets, several rentals permit animals, making it easier for pet owners to enjoy their stay without leaving their furry friends behind.
Can I book pet-friendly holiday rentals in Upper West Side?
In the Upper West Side of New York, there are several pet-friendly holiday rentals available, making it an excellent choice for travellers with furry companions. This vibrant neighbourhood offers a mix of modern apartments and classic brownstones, many of which feature amenities such as fully equipped kitchens, spacious living areas, and easy access to laundry facilities.One of the highlights of the Upper West Side is its proximity to several parks, including the iconic Central Park and Riverside Park, both of which are superb for leisurely strolls and outdoor activities with pets. Central Park, in particular, offers expansive green spaces, walking trails, and designated off-leash areas, allowing dogs to roam freely while their owners enjoy the scenic surroundings.Additionally, the Upper West Side is home to a variety of pet-friendly cafes and shops, providing convenient options for dining and shopping while accommodating your pet.
When is the best time to visit Upper West Side for a holiday rental?
The best time to visit the Upper West Side for a holiday rental is during the peak season from July to September. This vibrant period attracts many tourists, as the neighbourhood buzzes with energy, offering a delightful mix of outdoor activities, cultural events, and iconic sights. The warm summer weather makes it great for leisurely strolls in Central Park or enjoying a picnic near the Great Lawn, with temperatures typically ranging from 20 to 30 degrees Celsius.July stands out as the most popular month to explore this iconic area. Visitors can take part in the lively option, attend open-air concerts, and take advantage of the many street fairs and festivals that take place. The proximity to landmarks like the American Museum of Natural History and the historic architecture adds to the allure of a summer visit.For those looking for a more budget-friendly option, November presents a quieter yet charming time to experience the Upper West Side. The crisp autumn air offers a refreshing backdrop for exploring the neighbourhood's quaint cafés and shops, while the fall foliage enhances the beauty of nearby parks.Ultimately, your choice of when to visit will depend on your preferences for lively summer activities or the peaceful allure of autumn colours.
What are the top attractions in Upper West Side, New York, United States of America?
In the Upper West Side, visitors can enjoy a variety of attractions that showcase the neighbourhood's cultural and historical significance. Central Park, with its expansive green spaces, meandering pathways, and iconic landmarks like Bethesda Terrace, is a major highlight, offering opportunities for leisurely strolls and recreational activities.The American Museum of Natural History is another key attraction, renowned for its vast collection of exhibits, including the impressive dinosaur fossils and the Rose Centre for Earth and Space. Just a short walk away, the Lincoln Centre for the Performing Arts stands as a cultural hub, featuring world-class performances in music, dance, and theatre.Additionally, the Upper West Side is home to the historic Dakota building, famous for its architectural beauty and as the former residence of John Lennon.
Are all fees included in the Upper West Side holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Upper West Side holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Upper West Side with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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 any discounts for Upper West Side holiday homes?
You can find great discounts on holiday homes in Upper West Side on Bookabach, 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.
Can I change or cancel my Upper West Side holiday home booking on Bookabach?
To find Upper West Side holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Upper West Side?
A long-stay holiday home in Upper West Side is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Upper West Side holiday home?
Book your Upper West Side holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Upper West Side?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Upper West Side to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas