Upper East Side holiday rentals

We found 3,790 holiday rentals — enter your dates for availability

Discover a selection of 7 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.
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  • More quality time

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  • 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: Immerse in world-class museums and art institutions showcasing heritage and modern art.
  • Elegant Urban Parks: Enjoy leisurely strolls through picturesque, expansive city parks.
  • Upscale Shopping & Dining: Discover refined avenues lined with chic boutiques and exquisite dining options.
  • Family-Friendly Atmosphere: Experience a welcoming neighbourhood with vibrant streets ideal for all ages.
  • Iconic Cityscape: Marvel at striking skyscrapers that blend historical charm with modern elegance.

Popular types of accommodation around Upper East Side

If you are unsure what type of accommodation you can expect in Upper East Side, we have you covered. The most popular options are apartments, private holiday homes, and condos, offering comfortable guestrooms and a chance to experience this iconic New York neighbourhood. Enjoy attractions, landmarks, and genuine local experiences while exploring the best accommodation Upper East Side has to offer.

  • Apartments: The most favoured booking choice, offering modern living spaces in the heart of Upper East Side.
  • Private Holiday Homes: A cosy retreat, providing a home-away-from-home experience with privacy and charm.
  • Condos: Stylish and contemporary, these units blend comfort with urban sophistication.
  • Cottages: Quaint and picturesque, ideal for a tranquil escape amidst the city's buzz.
  • Caravan Parks: A unique option for those seeking an adventurous and flexible holiday experience.**

Top attractions near Upper East Side

The Upper East Side offers a rich tapestry of family-friendly urban experiences, from its expansive city parks to celebrated art museums and striking skyscrapers. Here, visitors can immerse themselves in culture, enjoy outdoor leisure, and explore urban attractions that create a perfect blend of heritage and modernity in the heart of New York City.

  • Times Square: Whilst nearby, this modern square offers vibrant city vibes and a bustling atmosphere, perfect for experiencing the energetic urban life.
  • Central Park: A short stroll away, this urban park invites families and outdoor enthusiasts to enjoy its verdant expanses and recreational amenities.
  • Grand Central Terminal: A symbolic landmark, it exudes cultural charm and historic splendour, providing a glimpse into the city's rich heritage.

Things to do recommended for couples

Seeking a romantic getaway in the Upper East Side? Delight in a leisurely stroll through the beautiful Central Park, visit the stunning Metropolitan Museum of Art, or indulge in a candlelit dinner at a charming bistro. Each moment here promises a touch of magic for couples.

Things to do recommended for families

Families visiting the Upper East Side can explore the enchanting Central Park Zoo, where kids can marvel at the animals, or visit the American Museum of Natural History for interactive exhibits. Don't miss a stroll along Museum Mile, filled with cultural treasures and family-friendly activities.

Things to do recommended for groups

Explore the iconic Metropolitan Museum of Art with your group, enjoying guided tours and engaging activities. Stroll through the picturesque Central Park, or indulge in a delightful picnic. Don't miss the chance to savour exquisite dining at local bistros, perfect for sharing memorable moments together.

*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 travelling with a group, family, pets, or seeking extended stays, be sure to apply the appropriate filters to match your priorities. Here are some helpful Stayz booking tips for you.

  • Traveling to Upper East Side with a group: Consider the number of bedrooms required, along with amenities like a fully-equipped kitchen or an outdoor area for group gatherings. Luckily, you can filter for all these features, and more, on Stayz.
  • Traveling to Upper East Side with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities, such as a private swimming pool. Additionally, considering your closeness to family-friendly attractions is wise.
  • Taking your pets with you to Upper East Side: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer 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 offering discounts for stays of a month or longer, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features such as 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 is a charming and sophisticated neighbourhood that offers a delightful blend of culture and elegance. Visitors can immerse themselves in world-class museums, lush parks, and upscale shopping along iconic avenues. The area is perfect for families, with its friendly atmosphere and vibrant streets. Enjoy leisurely strolls through picturesque parks, explore exquisite dining options, and soak in the urban scenery that defines this quintessential part of Manhattan.

  • New York, Manhattan, Lenox Hill: New York, a vibrant metropolis where the Upper East Side is nestled, offers a diverse urban tapestry. Visitors enjoy family, business and city-themed experiences, exploring a range of attractions such as expansive shopping areas, theatres and entertainment arenas. The city’s proximity to major landmarks like tourist precincts, charming squares and modern plazas provides an immersive cultural encounter, making it a hub of activity and a gateway to the dynamic energy of New York.
  • Manhattan, Manhattan, Lenox Hill: Manhattan, a bustling borough located 2km from Upper East Side, is renowned for its blend of residential charm and urban sophistication. It appeals to travellers seeking family, business and city-themed experiences. With its array of shopping areas, theatres and entertainment venues, Manhattan is an ideal spot for a day out. Its nearby landmarks, including tourist precincts, picturesque squares and contemporary plazas, offer delightful insights into its vibrant character.
  • Lenox Hill, Manhattan, Lenox Hill: Lenox Hill, a quaint neighbourhood situated 805m from Upper East Side, is celebrated for its family, city-themed and outdoor experiences. This charming area features bustling shopping areas, theatres and a shopping centre that invites exploration. The local attractions, ranging from tourist precincts to inviting squares and modern plazas, contribute to its tranquil yet engaging atmosphere, making it a perfect complement to a diverse holiday itinerary.

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.

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 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 Stayz is a breeze

Are you hoping to save on your upcoming holiday? Being flexible with your travel dates can be beneficial, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the ideal Stayz property that fits your budget, feel free to utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Sure, here is the paraphrased text:Stayz’s Trip Board provides you with a dedicated area to initiate new journeys, resume your existing plans, or review and arrange your bookings. Properties you have either saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To discover 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 home accommodation in Upper East Side?
The most desirable types of holiday homes in Upper East Side are apartments. Prefer something different? Stayz 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 Stayz 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 Stayz. 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 Stayz. 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 Stayz. 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, Stayz 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, Stayz 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 Stayz 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 Stayz, 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 Stayz holiday properties may also offer weekly or monthly discounted prices, so you can stay even longer for less.

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