Upper East Side holiday rentals

We found 3,499 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.
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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 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.
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.
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 Stayz.
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.
Are all fees included in the Upper East 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 East Side holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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 East Side holiday homes?
You can find great discounts on holiday homes in Upper East 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 East Side holiday home booking on Stayz?
To find Upper East 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 East Side?
A long-stay holiday home 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 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 East Side holiday home?
Book your Upper East 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 East Side?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Upper East 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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