Upper West Side holiday rentals

We found 1,030 holiday rentals — enter your dates for availability
Discover a selection of 90 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.

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Why visit Upper West Side

  • Urban parks: Enjoy leisurely strolls in picturesque parks that offer a serene escape from the city hustle.
  • Cultural landmarks: Explore renowned museums and art galleries that showcase diverse artistic expressions.
  • Architectural gems: Admire iconic skyscrapers and historic buildings that define the neighbourhood's character.
  • Family-friendly atmosphere: Discover activities and attractions suitable for visitors of all ages, ensuring a delightful experience.
  • Vibrant dining scene: Savour a diverse array of culinary delights from local eateries and restaurants.

Popular types of accommodation around Upper West Side

Experience the charm of Upper West Side with its diverse holiday rentals. Our selection includes apartments, private holiday homes and cosy condos, ensuring there's a friendly accommodation option for every traveller. Located in the heart of Upper West Side, our offerings provide the perfect base to explore local attractions and enjoy a memorable New York holiday. Find the best accommodation, holiday rentals and short stay options for your ideal stay in this vibrant neighbourhood.

  • Apartments: Enjoy the timeless charm of city-centre flats, offering modern comforts and convenience in the heart of Upper West Side.
  • Private Holiday Homes: Relish the privacy and space of standalone dwellings, perfect for a cosy retreat in a bustling urban setting.
  • Condos: Experience stylish living in contemporary condominiums, blending luxury with practicality.
  • Cottages: Discover quaint, characterful cottages, ideal for a peaceful escape from the city's pace.
  • Caravan Parks: Embrace the adventurous spirit with caravan parks that cater to those seeking a unique, mobile holiday experience.**

Top attractions near Upper West Side

Discover the charm of Upper West Side, where urban parks, art museums, and iconic skyscrapers create a vibrant cityscape perfect for family adventures and cultural exploration. Enjoy the blend of outdoor experiences and cultural attractions in this lively neighbourhood, designed for those seeking a memorable city-themed holiday. The area offers ample opportunities to explore both local heritage and modern urban life, ensuring a delightful stay with diverse attractions for every visitor.

  • Times Square: Modern square with vibrant city vibes, located 3km from the Upper West Side, offering a dynamic urban experience.
  • Central Park: Urban park with family-friendly, outdoor ambience, situated 966m from the Upper West Side, perfect for leisurely strolls.
  • Grand Central Terminal: Iconic landmark exuding cultural vibes, positioned 3km from the Upper West Side, a must-see for history and architecture enthusiasts.

Things to do recommended for couples

Seeking a romantic getaway in the Upper West Side? Delight in a leisurely walk through Central Park, savour a candlelit dinner at a charming bistro, or catch a show at the iconic Lincoln Center for an unforgettable evening together. Embrace the area's vibrant culture and create lasting memories.

Things to do recommended for families

Families visiting the Upper West Side can explore the delightful American Museum of Natural History, featuring fascinating exhibits and a planetarium. Enjoy a leisurely stroll in Central Park, where children can play, and experience the enchanting Carousel for a fun-filled day.

Things to do recommended for groups

Groups visiting the Upper West Side can enjoy a leisurely stroll through Central Park, visit the American Museum of Natural History, and dine at local eateries offering diverse cuisines. Don't miss a Broadway show for a truly unforgettable evening experience.

*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

Whether you're journeying with a group, travelling as a family, accompanied by your pets or seeking extended stays, ensure that you filter by the appropriate criteria. Here are some Stayz booking pointers for you.

  • Traveling to Upper West Side with a group: Consider how many bedrooms you require, along with amenities like a fully-equipped kitchen or an outdoor area for group get-togethers. Luckily, Stayz allows you to filter for these features and many others.
  • 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 ensuring that there are suitable amenities, such as a private swimming pool. Additionally, it’s wise to take into account your closeness to attractions that are suitable for families.
  • Taking your pets with you to Upper West Side: For many, a family holiday isn’t complete without their four-legged companion in tow. If this resonates with you, then explore Stayz properties that welcome pets. Most pet-friendly properties offer feeding bowls and beds, ensuring every member of the family feels at home.
  • Planning for a long term stay visiting Upper West Side: If you are seeking holiday lets offering discounts for stays of a month or more, you've come to the right place. With the appropriate filter, you can effortlessly discover and save on monthly rentals. Consider including a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Upper West Side

Discover the charm of Upper West Side, New York, where urban sophistication meets family-friendly allure. Enjoy leisurely walks through tree-lined avenues, explore cultural landmarks, and savour the vibrant cityscape from the upper floors. This neighbourhood offers a blend of artistic expression and a warm, inviting atmosphere, making it perfect for both city explorers and those seeking a relaxed, outdoor holiday experience.

  • New York, Manhattan, Midtown: New York is a bustling metropolis that offers a diverse range of experiences for family, city-themed, and business-themed travellers. Situated within this dynamic cityscape, the Upper West Side is perfectly positioned to enjoy the vibrant attractions of New York. Visitors can explore a variety of popular activities, including shopping areas, theatres and arena entertainment facilities. The city is adorned with well-known landmarks such as tourist precincts, expansive squares and modern plazas, all of which contribute to an energetic and cosmopolitan atmosphere.
  • Manhattan: As a prominent borough, Manhattan is located 483m from the Upper West Side. This vibrant area is known for its rich cultural tapestry and dynamic urban life, appealing to families, city enthusiasts and business travellers alike. Its close proximity makes it an ideal destination for a quick jaunt. Enjoy a day out exploring its renowned shopping districts, theatres and entertainment venues, while also taking in local attractions like bustling tourist precincts, charming squares and contemporary modern squares.
  • Midtown: Midtown, situated 3km from the Upper West Side, is a lively neighbourhood that promises a mix of family-friendly attractions and a vibrant urban vibe. The area is celebrated for its diverse cultural offerings, including shopping areas, theatres and arena entertainment facilities. Visitors can immerse themselves in the local scene by exploring nearby tourist precincts, historic squares and modern plazas, each offering a unique slice of New York’s dynamic urban charm.

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 Stayz is simple

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can lead to significant savings, given that prices fluctuate. Moreover, opting for a longer stay can often result in even better deals. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board provides you with a convenient platform to plan new journeys, manage your existing arrangements, or review your bookings. The properties you’ve saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To discover the Trip Boards, please visit: https://www.stayz.com.au/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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Upper West Side holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Upper West Side to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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