Upper East Side holiday lettings

We found 3,966 holiday rentals — enter your dates for availability

Discover a selection of 10 homes, 121 apartments and other holiday rentals in Upper East Side that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday 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 property to rent that has what everyone needs, including a place that is accessible or non-smoking.

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Why visit Upper East Side

  • Cultural attractions: Discover renowned art museums, including the Metropolitan Museum of Art and the Guggenheim, showcasing world-class exhibitions.
  • Urban parks: Enjoy leisurely strolls or picnics in scenic parks like Central Park, perfect for families and nature lovers.
  • Shopping experience: Browse luxury boutiques and designer stores along Madison Avenue for a taste of high-end retail therapy.
  • Family-friendly activities: Participate in various activities suitable for children, from playgrounds to educational museums.
  • Charming neighbourhoods: Explore the vibrant local culture and friendly atmosphere of iconic areas like 97th Street.

Popular types of accommodation around Upper East Side

If you’re considering a getaway to the Upper East Side, you’ll find a delightful array of accommodation options. From stylish apartments and charming houses to modern condos, there’s something to suit every traveller’s needs. Whether you’re looking for apartment rentals, house rentals, or private apartment rentals in Manhattan, we provide transparent information to help you find the perfect home away from home.

  • Apartments: The most sought-after option for holiday rentals in the Upper East Side, offering a comfortable and convenient stay.
  • Houses: A popular choice for those seeking a homely atmosphere, ideal for families or groups.
  • Condos: A well-liked accommodation type featuring modern amenities, perfect for a stylish getaway.
  • Cottages: Quaint and charming, these rentals provide a cosy retreat amidst the city buzz.
  • Villas: Luxurious spaces that offer ample room and high-end features for an indulgent experience.**

Top attractions near Upper East Side

The Upper East Side is ideal for families and city enthusiasts alike, offering a delightful mix of urban parks, art museums, and iconic skyscrapers. Whether you're seeking cultural experiences or family-friendly activities, this vibrant area has something for everyone. Be sure to explore the local attractions that showcase the best of New York's charm and character during your visit.

  • Times Square: A bustling hub of entertainment and culture, Times Square is a vibrant modern square located 1.2km from the Upper East Side, renowned for its bright lights and lively atmosphere, making it the heart of New York City.
  • Central Park: Just 435m away, this expansive urban park offers a serene escape from the city, perfect for families and outdoor enthusiasts, with picturesque pathways, playgrounds, and green spaces to explore.
  • Grand Central Terminal: A majestic symbolic landmark located 1.2km from the Upper East Side, Grand Central Terminal is celebrated for its stunning architecture and cultural significance, serving as a bustling transportation hub.

Things to do recommended for couples

For a romantic getaway in the Upper East Side, enjoy a concert at Carnegie Hall for vibrant entertainment, indulge in relaxation at SoJo Spa Club, or experience luxury at the Metropolitan Club. These experiences promise memorable moments for couples seeking connection and enjoyment.

Things to do recommended for families

Families can glide on ice at the Rink at Rockefeller Center, just 1.2km away, or explore the stars at the Hayden Planetarium, 621m from the Upper East Side. For relaxation, visit the Harlem YMCA, located 1.9km away, offering wellness activities for all ages.

Things to do recommended for groups

Groups visiting the Upper East Side can indulge in shopping at Macy's, experience the magic of Broadway Theatre, and browse the luxurious offerings at Tiffany & Co. These activities provide a delightful mix of entertainment, family fun, and city vibes for an unforgettable experience.

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

If you're travelling with a group, as a family, bringing your pets, or seeking longer stays, it’s important to apply the right filters based on your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Upper East 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. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Upper East Side with young kids: Traveling with young children can be quite demanding. It's important to prioritise their comfort and safety, as well as access to 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 East Side: For many, a family getaway wouldn’t feel complete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. The majority of pet-friendly accommodations provide feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Upper East Side: If you're in search of holiday rentals with special offers 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 accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Upper East Side

The Upper East Side offers a delightful blend of urban charm and family-friendly vibes, making it a perfect destination for a holiday. Explore nearby neighbourhoods like Midtown East and experience the bustling atmosphere of Downtown Brooklyn. From scenic parks to luxurious boutiques, there's something for everyone. Don’t miss the iconic 97th Street area, where vibrant culture and friendly locals await to enhance your travel experience in this enchanting part of New York.

  • New York: New York is a bustling metropolis located approximately 1.2km from the Upper East Side. This vibrant city attracts visitors for family outings, business trips, and immersive city experiences. Notable activities include shopping in iconic districts, enjoying Broadway shows, and attending events at renowned arenas. Within its proximity, you’ll find famous landmarks such as Times Square and various modern squares that exemplify the city's dynamic spirit, making it a must-visit for any tourist.
  • Manhattan: Manhattan, situated about 621m from the Upper East Side, is an iconic borough known for its rich cultural tapestry and energetic atmosphere. Visitors flock to Manhattan for family-friendly activities, business ventures, and the quintessential urban experience. Attractions abound, including world-class shopping areas, theatres hosting spectacular performances, and major entertainment venues. Key landmarks such as Central Park and bustling squares add to its allure, ensuring that there’s always something exciting to explore.
  • Midtown: Midtown, located around 1.2km from the Upper East Side, is a vibrant neighbourhood that serves as the heart of New York's business and entertainment sectors. It’s a popular destination for families, tourists, and professionals alike, offering a plethora of shopping options, captivating theatre productions, and lively arena events. With significant landmarks like the Empire State Building and various modern squares within easy reach, Midtown provides a quintessential New York experience that shouldn’t be missed.

Best time to go to Upper East Side

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnySlightly HighSlightly Low
April51.1°F (10.6°C)Light RainMostly SunnySlightly HighAverage
May61.3°F (16.3°C)Light RainMostly SunnySlightly LowAverage
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 SunnyAverageAverage
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 SunnyAverageSlightly High

Booking with Vrbo is simple

Looking to make your next holiday more affordable? Consider being flexible with your travel dates, as this can significantly affect prices. Moreover, extending your stay can often lead to substantial savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient area for you to plan new journeys, carry on with your arrangements, or review and organise your bookings. The properties you’ve saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Upper East Side?
In the Upper East Side of New York, apartments are the predominant type of holiday rental, with several available throughout the area. These rentals are typically situated in elegant residential buildings, providing guests with a taste of city living. Most apartments include amenities such as fully equipped kitchens, comfortable living areas, and access to fitness centres or rooftop terraces, allowing visitors to relax and enjoy their surroundings. The neighbourhood is known for its proximity to cultural landmarks such as the Metropolitan Museum of Art and Central Park, making it a desirable location for those looking to experience the city's rich offerings.
How much does it cost to rent a holiday home in Upper East Side?
Prices for holiday rentals in Upper East 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 East 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 East Side holiday house rentals?
You can find great discounts on house rentals in Upper East 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 East Side?
In the Upper East Side of New York, popular rental amenities include dedicated workspaces such as desks and desk chairs, making it convenient for travellers who need to catch up on work during their stay. Most rentals also feature fully equipped kitchens, allowing guests to prepare their own meals and enjoy the comforts of home. For families travelling with young children, many properties offer travel cribs, ensuring a comfortable sleeping arrangement for the little ones.
Can I find family house rentals in Upper East Side?
In the Upper East Side of New York, there are several family-friendly house rentals available, making it an excellent choice for groups visiting the city. This neighbourhood is famed for its upscale atmosphere, tree-lined streets, and proximity to Central Park, where families can enjoy picnics, playgrounds, and outdoor activities.

Many properties in this area offer spacious living rooms, fully equipped kitchens for preparing meals, and multiple bedrooms to accommodate larger families. You may also find amenities such as Wi-Fi, air conditioning, and laundry facilities, which enhance comfort during your stay.

Additionally, the Upper East Side is home to numerous cultural attractions, including the Metropolitan Museum of Art and the Guggenheim Museum, providing enriching experiences for visitors of all ages.
Are there any Upper East Side holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Upper East 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 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.
Can I find long-stay holiday rentals in Upper East Side?
A long-stay holiday rental in Upper East 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Upper East Side for a holiday rental?
July is the most popular time to visit the Upper East Side, when the city buzzes with energy and excitement. This summer month attracts tourists eager to experience the vibrant setting, enjoy outdoor dining, and explore the many cultural attractions the area has to offer. The pleasant weather, typically ranging from 20 to 30 degrees Celsius, makes it great for leisurely strolls through Central Park or visiting the renowned museums along Museum Mile.

While July offers a lively scene with plenty of activities, the quieter months of February to April provide a unique opportunity to enjoy the Upper East Side without the hustle and bustle of peak tourist crowds. During these early spring months, the city begins to bloom, and visitors can take in the beautiful cherry blossoms at the nearby parks. This period is ideal for those who appreciate art and history, as many galleries and museums host special exhibitions, often with fewer visitors.

For travellers looking to save a bit, November presents a fantastic option. This month is marked by a charming fall atmosphere, with the city dressed in autumnal hues. The streets are less crowded, allowing for peaceful sightseeing and a more intimate experience at local eateries. It's also a great time to enjoy seasonal events, including Thanksgiving festivities.
Are there any remote work holiday rentals in Upper East Side?
In the Upper East Side of New York City, there are several holiday rentals available that cater specifically to remote workers. This affluent neighbourhood is known for its elegant brownstones and proximity to Central Park, making it an attractive location for those looking to combine work with leisure. Many of the rentals in this area come equipped with essential amenities such as free Wi-Fi, dedicated work desks, and comfortable desk chairs, ensuring a productive environment.

With its rich cultural offerings, including the Metropolitan Museum of Art and various high-end boutiques, the Upper East Side provides a vibrant backdrop for remote workers. Additionally, the area's cafes and parks offer excellent spaces for those looking to take work outside or enjoy a break from their routine. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Upper East Side holiday rental?
Book your Upper East Side holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Upper East Side, New York, United States of America?
The Upper East Side is renowned for its cultural and historical attractions. Visitors can explore the iconic Museum Mile, which is home to several world-class institutions, including the Metropolitan Museum of Art and the Guggenheim Museum, both of which are must-see destinations for art enthusiasts. The area also features Central Park, offering a beautiful escape with picturesque landscapes and recreational activities, easily accessible from many holiday rentals.

For those interested in history, the Frick Collection, housed in a former mansion, presents an impressive array of European paintings and decorative arts. The picturesque streets are lined with elegant brownstones and upscale boutiques, particularly along Madison Avenue, where shoppers can find luxury brands and unique shops.

Additionally, the Upper East Side boasts a variety of fine dining options and charming cafes, superb for enjoying a leisurely meal after a day of exploration.
Can I change or cancel my Upper East Side home rental booking on Vrbo?
To find Upper East Side holiday 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 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 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Upper East Side holiday 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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