Lenox Hill holiday homes

We found 1,794 holiday rentals — enter your dates for availability
Discover a selection of 46 apartments and other holiday rentals in Lenox Hill that are perfect for your trip. Holiday homes provide the amenities that you need and want for your family, friends or furry companion, such as air conditioning and cable TV. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

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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 Lenox Hill

  • Urban Culture: Lenox Hill offers a vibrant mix of art galleries and quaint boutiques creating a rich cultural experience.
  • Family-Friendly Parks: Enjoy leisurely walks and picnics in its tree-lined, urban parks.
  • Historic Streets: Stroll through tree-lined streets that reflect the neighbourhood’s unique history and charm.
  • Culinary Delights: Savor local cuisine that showcases the diverse flavours of the area.
  • Modern Urban Adventure: Discover impressive skyscrapers and a lively urban atmosphere for a memorable city break.

Top attractions near Lenox Hill

Experience the vibrant charm of Lenox Hill, New York, where family-friendly urban parks, world-class art museums and impressive skyscrapers set the scene for a memorable city adventure. Enjoy an immersive cultural and outdoor experience, perfectly suited for travellers seeking a blend of art, history and modern urban excitement.

  • Times Square: Experience the vibrant energy of Times Square with its dazzling lights, bustling crowds, and iconic billboards, providing a true taste of the city's dynamic atmosphere.
  • Central Park: Enjoy the lush greenery and serene landscapes of Central Park, perfect for a leisurely stroll or a family picnic amidst the city's urban backdrop.
  • Grand Central Terminal: Marvel at the stunning architecture and rich history of Grand Central Terminal, a cultural hub showcasing beautiful murals and a grand concourse.

Things to do recommended for couples

For a romantic getaway in Lenox Hill, explore the enchanting Central Park, take a leisurely walk along the East River, or enjoy a candlelit dinner at a cosy bistro. Don't miss the stunning views from the 59th Street Bridge at sunset, perfect for capturing special moments together.

Things to do recommended for families

Families visiting Lenox Hill can enjoy a delightful day at the nearby Central Park, where kids can play in the vast green spaces and explore the Central Park Zoo. Additionally, the Children's Museum of Manhattan offers engaging exhibits and hands-on activities for young explorers.

Things to do recommended for groups

Groups visiting Lenox Hill can enjoy a leisurely stroll through Central Park, visit the historic Frick Collection, and indulge in local cuisine at charming eateries, making for a memorable New York 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 Lenox Hill

No matter if you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, it's important to filter your options based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Lenox Hill with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Lenox Hill with young kids: Travelling with young children can present some challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s worthwhile to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Lenox Hill: For many families, a holiday isn't truly complete without their furry companion. If this resonates with you, take a look at Vrbo 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 Lenox Hill: If you're on the hunt for 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 features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Lenox Hill

Lenox Hill, nestled on Manhattan's Upper East Side, offers a perfect blend of urban charm and family-friendly experiences. Stroll through tree-lined streets, visit local parks, and explore vibrant neighbourhoods filled with friendly faces. The area boasts a rich cultural atmosphere, with art galleries and quaint boutiques waiting to be discovered. Whether you’re enjoying a leisurely walk or indulging in local cuisine, Lenox Hill provides a delightful backdrop for your holiday adventure.

  • New York: Encompassing Lenox Hill, New York is a bustling metropolis that offers a diverse travel experience, with attractions suited to families, urban explorers and business travellers. Wander through vibrant shopping areas, catch a live show at a local theatre, or enjoy the excitement at an arena entertainment facility. The city’s cultural tapestry is enriched by landmarks such as a well-known tourist precinct, a central square, and a modern square, each contributing to its dynamic character.
  • Manhattan: Just 2km from Lenox Hill, Manhattan provides a quintessential urban experience. This iconic borough is celebrated for its blend of family-friendly activities, city chic, and business-oriented attractions. Visitors can explore bustling shopping zones, enjoy performances at theatres, or experience the thrill of nearby arena events. Manhattan’s proximity to key landmarks like a tourist precinct, an inviting square, and a modern square ensures there is never a shortage of things to see and do.
  • Long Island City: Located 3km from Lenox Hill, Long Island City is a vibrant city offering a mix of family fun, city sophistication, and business appeal. Discover a variety of shopping areas, local theatres, and arena entertainment facilities that cater to a range of interests. The area is also known for its notable landmarks, including a prominent tourist precinct, a welcoming square, and a modern square, making it an ideal destination for those keen to explore a lively urban landscape.

Booking with Vrbo is simple

Are you hoping to save some dollars on your next getaway? Being flexible with your travel dates can really help, as prices can vary. Additionally, extending your stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, make use of our filters to sort by price, location, and type of holiday rental. We're here to help you find the best options for your journey.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a dedicated place to craft fresh trips, pick up where you left off, or organise your reservations. Your saved or booked properties are now neatly categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please 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 Lenox Hill?
The most in-demand types of holiday homes in Lenox Hill are apartments. Searching for something different? Bookabach has plenty of options to match the diverse needs of our guests, so you'll see properties in lots of shapes and sizes. The ideal fit is waiting for you — find yours today.
How much does it cost to rent a holiday home in Lenox Hill?
The average price for a holiday home in Lenox Hill is determined by several factors, such as season, property type and length of stay. Whether you'd like a sprawling house with room for friends and family or an apartment for just you and the kids, just add your travel dates to see stays with unbeatable value.
How much does it cost to rent a beach house in Lenox Hill?
When you travel and the size and style of the property will influence how much you'll pay for your beachside escape. Enter your Lenox Hill travel dates to view your available options on Bookabach. Did someone just say "private pool"? Use the filters to select the amenities and features you want in your beach house.
Are there pet-friendly holiday homes in Lenox Hill?
Pack up a suitcase for your canine companion because Lenox Hill has 84 holiday homes that throw out the welcome mat to doggie guests. Let your happy hound join in on the family trip at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates and destination, then check the "Pets allowed" filter box.
What are popular home amenities in Lenox Hill?
The most popular home amenities people look for in Lenox Hill are a barbecue grill, a garden and a swimming pool. Whether you're travelling with friends, family or even pets, Bookabach holiday homes include the best amenities for ultimate relaxation with your loved ones.
Are there large group holiday homes in Lenox Hill?
Take your pick of 14 Bookabach properties in Lenox Hill that can host five or more people. You'll enjoy all the space and privacy you need to have fun with your favourite people — and nobody else.
Are there holiday homes in Lenox Hill that welcome kids?
Gather your whole crew for a fun-filled adventure in Lenox Hill at one of our 80 family-friendly holiday homes. Many of these stays feature amenities that are just perfect for trips with the little ones, such as dining rooms, extra bedrooms and entertainment areas. Just check the "Properties good for families" filter box and pick your favourite option.
What are the top attractions for families in Lenox Hill?
Keep your kids occupied at these fun family-friendly attractions in Lenox Hill:

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

Are there one-bedroom holiday homes in Lenox Hill?
Lenox Hill has 46 one-bedroom homes on offer. Typically situated in prime spots due to their compact size, a one-bedroom property is ideal if you're travelling with your partner or a buddy. And with comforts like laundry facilities and more privacy than a standard hotel, you'll be able to kick back and relax while exploring this fantastic destination.
Can I find two-bedroom holiday homes in Lenox Hill?
Gather your family and relax in total privacy and comfort in one of the 13 two-bedroom holiday homes Lenox Hill has to offer.
Are there holiday homes with WiFi in Lenox Hill?
Whether you want to keep up with world events, send a few emails or post a pic to social media, there are 36 holiday homes with WiFi in Lenox Hill. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Lenox Hill?
Decide on your travel dates and then use our filter tool to view holiday homes with air conditioning in Lenox Hill on Bookabach. With 75 air-conditioned properties available, you can look forward to a cool and comfy break.
How old do you have to be to rent a holiday home in Lenox Hill?
The minimum age permitted can differ across properties on Bookabach, so be sure to check the rules of the holiday home in Lenox Hill you want. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Lenox Hill for?
The length of time you can rent a holiday home in Lenox Hill is down to the property. Just enter your desired dates to view a list of options offering extended stays. With loads of creature comforts like air conditioning and kitchens, as well as some offering weekly or monthly discounts, you're sure to get the perfect place to call your home away from home in Lenox Hill.

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