Upper East Side holiday homes

We found 3,494 holiday rentals — enter your dates for availability
Discover a selection of 9 homes 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.
  • 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 East Side

  • Cultural Richness: Discover renowned art museums and galleries that showcase world-class collections and exhibitions.
  • Urban Parks: Enjoy serene parks perfect for leisurely strolls and family picnics amidst the urban landscape.
  • Iconic Architecture: Marvel at the impressive skyscrapers and historic buildings that define the neighbourhood's skyline.
  • Charming Streets: Wander through bustling streets lined with classy boutiques and cosy cafes, capturing the essence of city life.
  • Family-Friendly Vibes: Experience a welcoming atmosphere with activities suited for all ages, ensuring an authentic urban adventure.

Top attractions near Upper East Side

The Upper East Side in New York City is a vibrant neighbourhood perfect for families and city enthusiasts. Visitors can explore stunning urban parks, renowned art museums, and iconic skyscrapers, offering a rich blend of culture and outdoor experiences. Whether you're strolling through its scenic streets or enjoying family-friendly activities, the Upper East Side promises an unforgettable urban adventure for every traveller.

  • Times Square: A modernSquare buzzing with vibrant city vibes. Although 3km from Upper East Side, it offers an exhilarating urban experience with its dazzling lights and dynamic atmosphere.
  • Central Park: A family-friendly urbanPark just 1km away, where locals and visitors enjoy leisurely strolls, picnics, and outdoor activities in a lush, green retreat within the city.
  • Grand Central Terminal: A symbolicLandmark 3km from Upper East Side, celebrated for its cultural significance and impressive architectural design.

Things to do recommended for couples

Visiting Upper East Side, you'll savour intimate walks through leafy streets, explore quaint cafes, and enjoy scenic views along the East River – a perfect setup for a couple's getaway that feels both local and enchanting.

Things to do recommended for families

Families visiting Upper East Side can explore kid-friendly museums and parks, delight in interactive exhibits, and savour local flavours in cosy cafes, creating memorable experiences in a welcoming neighbourhood.

Things to do recommended for groups

Groups in New York's Upper East Side can enjoy local art galleries, a leisurely stroll through Central Park, and dining at cosy cafes, making for a unique and engaging 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 East Side

If you're planning a trip with a group, family, or pets, or if you're considering longer stays, it's important to prioritise your preferences when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Upper East Side with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group get-togethers. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Upper East Side with young kids: Travelling with young children can present its challenges. It's important to prioritise 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 East Side: For many, a family holiday isn’t complete without the presence of their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring everyone feels comfortable and at home.
  • Planning for a long term stay visiting Upper East Side: If you're searching for holiday rentals with 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Upper East Side

Discover the charm of Upper East Side, New York, where family-friendly urban vibes blend with cultural sophistication. Wander through renowned galleries, serene parks, and bustling streets lined with classy boutiques and cafes. Enjoy the balance of leisure and city excitement in this iconic New York neighbourhood, making it an ideal destination for an authentic urban holiday experience.

  • New York: As a bustling metropolis, New York offers a vibrant atmosphere that attracts visitors from all over the globe. The Upper East Side, where you’ll be staying, is renowned for its upscale shopping, cultural institutions, and picturesque parks. Explore the iconic Central Park, indulge in high-end retail therapy along Madison Avenue, or catch a show at one of the many theatres nearby. The city is a hub for family-friendly activities, business ventures, and a rich diversity of experiences, making it a perfect base for your adventures.
  • Manhattan: Located a mile from the Upper East Side, Manhattan is the quintessential New York experience. This borough is teeming with energy, offering a multitude of shopping areas, theatres, and entertainment venues. Stroll through Times Square, visit the renowned Museum of Modern Art, or enjoy a scenic walk along the Hudson River. Whether you're here for family fun, business, or simply to soak in the urban vibe, Manhattan is a dynamic destination that showcases the best of New York City.
  • Lenox Hill: Just half 1.6km away from the Upper East Side, Lenox Hill is a charming neighbourhood that blends residential tranquility with urban excitement. Known for its family-friendly atmosphere, this area features a range of shopping options, theatres, and a bustling shopping mall centre. Enjoy a leisurely afternoon at one of the local parks or explore nearby attractions that highlight the neighbourhood's rich cultural heritage. Lenox Hill offers a delightful mix of outdoor experiences and vibrant city life, making it a great spot to explore.

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.

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 SunnySlightly High
April51.1°F (10.6°C)Light RainMostly SunnySlightly High
May61.3°F (16.3°C)Light RainMostly SunnySlightly Low
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 SunnyAverage
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 SunnyAverage

Booking with Vrbo is a breeze

If you're keen to save on your upcoming journey, consider the flexibility of your travel dates, as prices can fluctuate. You might also enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits both your budget and preferences, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s forward-thinking Trip Board offers you a dedicated space to start fresh journeys, pick up where you left off, or review and arrange your travel plans. You can now find properties you’ve previously saved or booked under Potential, Upcoming, or Current Trips. To access your Trip Boards, simply visit: 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 East Side?
The most desirable types of holiday homes in Upper East Side are apartments. Prefer something different? Bookabach has plenty of options to match our guests' unique needs, so you'll see properties in loads of shapes and sizes. The ideal fit is waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Upper East Side?
Length of stay, season and property type are some things that can determine the price of a holiday home. Simply click on your travel dates to find your ideal escape. From homey country cottages to sprawling luxury villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Upper East Side?
When you travel and the style and size of the property will influence the cost of your beachside stay. Enter your Upper East Side travel dates to see your options on Bookabach. Can't live without a hot tub, or maybe a private pool? Use our filters to pick the features and amenities you want in your beach house.
Are there pet-friendly holiday homes in Upper East Side?
Pack a bone and a squeezy toy for your canine companion because Upper East Side has 247 properties that roll out the welcome mat to doggie guests. Let your furriest friend have fun with the family at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates and destination, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Upper East Side?
Check the "pool" box in our filter tool and you can choose from 15 houses with private pools in Upper East Side on Bookabach. Morning dip, sunset soak or midnight swim? How you spend your leisure time is up to you when your holiday home boasts its own swimming pool.
What are popular home amenities in Upper East Side?
The most popular home amenities people search for in Upper East Side are a nearby waterfront, a water view and a swimming pool. Whether you're travelling with your besties, family or even pets, Bookabach holiday homes feature the best amenities for ultimate relaxation with the people you cherish the most.
Are there large group holiday homes in Upper East Side?
With 19 properties that can host 10 people or more in Upper East Side, you won't have to keep your invite list short. From holidays with the extended family to events like birthday and Christmas parties, Bookabach will help you find a large group home to suit the occasion.
Are there holiday homes in Upper East Side that welcome kids?
With 243 family-friendly holiday homes to pick from in Upper East Side, there's never been a better time to introduce your children to the pleasures of travel. Just click on our "Properties good for families" filter to find stays that come with amenities perfect for holidaying families, like multiple bedrooms, yards, bunk beds and entertainment units.
What are the top attractions for families in Upper East Side?
Keep the kids entertained at these popular family-friendly attractions in Upper East Side:

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

Are there one-bedroom holiday homes in Upper East Side?
Yes, you'll find 127 one-bedroom properties in Upper East Side to select from. A one-bedroom holiday home is a superb choice if it's only you and your partner or if you're flying solo. Throw in more space, convenience and privacy than a standard hotel, and you'll be sure to have a trip to remember.
Can I find two-bedroom holiday homes in Upper East Side?
Choose from 58 two-bedroom holiday homes in Upper East Side. Put the kids in the second room or maybe fill it with a couple of your besties. There's a spot for whoever's fortunate enough to be coming along for the ride.
Are there holiday homes with WiFi in Upper East Side?
Whether you want to stay in touch with the news, write a few emails or surf social networks, there are 71 holiday homes with WiFi in Upper East Side. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in Upper East Side?
You'll have your pick of 229 holiday homes with air conditioning in Upper East Side offering that gentle, cool breeze and extra touch of comfort. Just enter your chosen travel dates and then take advantage of our filters to find properties with air conditioning.
How old do you have to be to rent a holiday home in Upper East Side?
The minimum age is typically 16, 18 or 21. It can differ from one property to another on Bookabach, so look at the rules of your chosen Upper East Side stay before making a booking.
How long can I rent a holiday home in Upper East Side for?
The amount of time you can book an Upper East Side holiday home for differs depending on the property. Simply enter your dates of travel to browse options that offer long-term stays. They have all the things you need to make your extended break more comfortable and convenient, such as air conditioning and laundries. Some Bookabach holiday properties may also offer weekly or monthly discounted prices, so you can stay even longer for less.