Lenox Hill vacation rentals

We found 1,607 vacation rentals — enter your dates for availability

Discover a selection of 44 homes, 196 apartments, and other vacation rentals in Lenox Hill that are perfect for your trip. Vacation homes offer the best amenities for your stay with friends, family, or just your pet, such as a fireplace and a washer and dryer. At the end of the day, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Lenox Hill

Find out more about Lenox Hill

Why visit Lenox Hill

  1. Urban Parks: Enjoy the lush greenery and recreational activities available in Lenox Hill's beautiful parks.
  2. Cultural Landmarks: Immerse yourself in the rich cultural experience with nearby art museums and modern colleges.
  3. Vibrant Neighborhoods: Explore friendly local communities filled with charming shops and eateries.
  4. Diverse Accommodations: Choose from luxurious apartments to cozy studio rentals for a comfortable stay.
  5. Family-Friendly Atmosphere: Engage in activities suitable for all ages, making it perfect for family vacations.

Popular types of accommodation around Lenox Hill

Looking for the perfect vacation rental in Lenox Hill? You're in the right place! Our most popular accommodations include luxury apartments, cozy studio apartments, and houses. Whether you're after a chic Manhattan apartment or a spacious apartment in Lenox Hill, we have a range of options to suit your needs. Enjoy the charm and convenience of this vibrant neighborhood while experiencing the comfort of home away from home.

  • Apartments: The top choice for visitors in Lenox Hill, offering convenient and comfortable living spaces often equipped with modern amenities.
  • Houses: A great option for families and groups seeking privacy and home-like comfort during their stay.
  • Condos: These stylish units provide a blend of luxury and practicality, perfect for a city getaway.
  • Cottages: A quaint and charming option for those looking for a cozy retreat.
  • Caravan Parks: An affordable and unique way to experience the area, ideal for adventurous travelers.**

Top attractions around Lenox Hill

Lenox Hill offers a delightful vacation spot for families and outdoor enthusiasts alike. Visitors can explore a variety of attractions, including urban parks, modern colleges, and art museums, providing a rich cultural experience. Whether you're traveling with family or seeking an outdoor adventure, Lenox Hill has something for everyone, making it an ideal destination in New York City.

  1. Times Square: Known as "The Crossroads of the World," Times Square is vibrant with dazzling lights, bustling crowds, and entertainment options. It's the perfect spot to soak in the city's energy and enjoy street performances.
  2. Central Park: This expansive urban oasis offers lush landscapes, serene lakes, and walking paths. It's an ideal place for families to picnic, bike, or simply unwind amidst nature while surrounded by the city skyline.
  3. Rockefeller Center: A hub of art and culture, Rockefeller Center features stunning architecture, seasonal ice skating, and the iconic Top of the Rock observation deck, providing breathtaking views of Manhattan.

Things to do recommended for couples

For a romantic getaway in Lenox Hill, enjoy a captivating performance at Carnegie Hall, indulge in relaxation at SoJo Spa Club, or experience the luxury of the Metropolitan Club. Each destination offers a unique atmosphere perfect for couples seeking memorable moments together.

Things to do recommended for families

Your family can enjoy a thrilling day at MetLife Stadium, just 7 miles from Lenox Hill. For ice skating fun, visit the Rink at Rockefeller Center, 1 mile away. Don't miss the Hayden Planetarium, also 1 mile away, for an engaging and educational experience!

Things to do recommended for groups

Explore the vibrant atmosphere of Macy's for an unforgettable shopping experience, enjoy a unique visit to the Museum of Sex, or catch a captivating show at the nearby Broadway Theatre, perfect for groups looking for entertainment and fun in Lenox Hill.

What do I need to keep in mind when booking a vacation around Lenox Hill

When planning your trip—whether you're traveling with a group, with family, bringing along pets, or seeking extended stays—be sure to prioritize your preferences during the search. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Lenox Hill with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group activities. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Lenox Hill with young kids: Traveling with young kids can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Lenox Hill: For many families, a vacation wouldn't feel whole without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Lenox Hill: If you're in search of vacation rentals that offer discounts 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 features like a parking space, a spacious kitchen, or a private pool in your search criteria as well.

Where to stay around Lenox Hill

Lenox Hill offers a delightful blend of urban charm and family-friendly atmosphere, making it an ideal vacation spot. Visitors can explore its verdant parks, vibrant neighborhoods, and cultural landmarks. Nearby areas showcase friendly locals and stunning cityscapes, perfect for outdoor adventures and leisurely strolls. Whether you're enjoying the serene greenery or immersing yourself in the bustling city life, Lenox Hill promises a memorable experience for all types of travelers.

  • Manhattan: Located approximately 1 mile from Lenox Hill, Manhattan is the vibrant heart of New York City. Renowned for its bustling streets and iconic skyline, this neighborhood offers a mix of family-friendly activities and a bustling business atmosphere. Visitors can enjoy world-class shopping, catch a Broadway show, or experience thrilling arena entertainment. Key attractions include famous tourist precincts and modern squares, making it a hub for both tourists and locals alike.
  • Midtown: Situated about 2 miles from Lenox Hill, Midtown is a dynamic area teeming with energy and excitement. Known for its family-friendly environment and outdoor experiences, Midtown is a hotspot for shopping and cultural attractions. Explore the numerous theaters and enjoy arena entertainment, or take a leisurely stroll through the local squares and precincts. This neighborhood beautifully encapsulates the spirit of New York with its iconic landmarks and vibrant atmosphere.
  • Upper East Side: Just 0.5 miles from Lenox Hill, the Upper East Side is a charming blend of urban sophistication and family-friendly appeal. This upscale neighborhood is perfect for leisurely shopping trips and cultural outings, with theaters and shopping mall centers readily accessible. The area boasts beautiful squares and tourist precincts, making it an attractive destination for those looking to immerse themselves in the NYC lifestyle while enjoying its rich history and culture.

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by booking a longer stay. To discover a Vrbo property that aligns with your budget, simply use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

Secure your group trip by booking an eligible Vrbo and earn OneKeyCash™ on your entire reservation. As the trip planner, you truly benefit! When you join our travel rewards program, One Key, you'll gain access to exclusive member discounts and earn OneKeyCash™ on qualifying bookings. Sign up today and begin enjoying your savings right away!

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform for planning your travel. You can easily create new trips, continue from where you last left off, or manage your travel itinerary all in one place. Your saved or booked properties will be neatly organized under categories such as Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Transportation options to and around Lenox Hill

The nearest airport is in John F. Kennedy Intl. Airport (JFK), located 12.6 mi (20.3 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Newark Liberty Intl. Airport (EWR), which is 12.5 mi (20.1 km) away.

It's easy to get around Lenox Hill by jumping on the metro at 68 St. - Hunter College Station, 72nd Street Station or Lexington Av.-63 St. Station.

Frequently asked questions

What is the most popular type of vacation rental in Lenox Hill?
In Lenox Hill, apartments are the most popular type of vacation rental, with several options available in this upscale neighborhood. These apartments typically feature modern amenities such as fully equipped kitchens, stylish living areas, and access to building facilities like gyms or rooftop terraces, ideal for enjoying city views. Additionally, there are several vacation houses for those seeking more space, which often come with multiple bedrooms, private outdoor areas, and a homely atmosphere.
How much does it cost to rent a vacation home in Lenox Hill?
Prices for vacation rentals in Lenox Hill 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 Lenox Hill 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 Lenox Hill vacation house rentals?
You can find great discounts on house rentals in Lenox Hill 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 Lenox Hill?
In Lenox Hill, travelers can expect a variety of popular rental amenities that enhance their stay. Most vacation rentals feature fully equipped kitchens, allowing guests to prepare their meals conveniently. A coffee and tea maker is often included, superb for those who enjoy a morning brew before heading out to explore the nearby attractions like Central Park and the Metropolitan Museum of Art. Many properties also provide onsite parking, which is a valuable perk in this bustling New York neighborhood. For families, rentals often come with travel cribs, ensuring a comfortable stay for little ones. Additionally, some properties permit pets, making it easier for pet owners to travel without leaving their furry companions behind.
Are there any family house rentals in Lenox Hill?
In Lenox Hill, New York, there are several family-friendly house rentals available, making it a great choice for those traveling with children. This neighborhood is known for its charming streets and proximity to Central Park, where families can enjoy outdoor activities, playgrounds, and scenic walks. Many properties in the area feature spacious living rooms, fully equipped kitchens for preparing meals, and comfortable bedrooms that accommodate larger groups.

Visitors can also benefit from amenities such as Wi-Fi, air conditioning, and laundry facilities, ensuring a convenient and enjoyable stay. Additionally, being close to various cultural attractions, including the Metropolitan Museum of Art and the Guggenheim Museum, offers families enriching experiences right at their doorstep.
Can I rent a vacation home with a pool or hot tub in Lenox Hill?
In Lenox Hill, there are several vacation homes available for rent that feature pools and hot tubs, providing a luxurious option for travelers looking to unwind. This upscale neighborhood on Manhattan's Upper East Side offers a blend of urban sophistication and comfort, making it a desirable location for visitors.

Many of the rentals in this area come equipped with modern amenities such as private pools, hot tubs, and spacious outdoor areas that allow guests to relax amidst the city's hustle and bustle. Inside, travelers can expect contemporary furnishings, fully equipped kitchens, and stylish living spaces that enhance the overall experience.
Are there any Lenox Hill vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Lenox Hill with parking available—perfect for families or travelers 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.
Are there pet-friendly vacation rentals in Lenox Hill?
In Lenox Hill, travelers can find several pet-friendly vacation rentals that cater to both comfort and convenience. The neighborhood is known for its charming brownstones and modern apartments, many of which offer amenities such as fully equipped kitchens, spacious living areas, and laundry facilities. These properties often come with outdoor spaces, like balconies or shared gardens, where pets can enjoy some fresh air.

Additionally, Lenox Hill is close to several parks, including the nearby Central Park, which features expansive lawns, walking paths, and designated dog areas, making it an ideal spot for pet owners. The area also boasts pet-friendly cafes and shops, enabling travelers to enjoy the local scene with their furry companions.
Can I find long-stay vacation rentals in Lenox Hill?
A long-stay vacation rental in Lenox Hill is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* 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.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Lenox Hill for a vacation rental?
The best time to visit Lenox Hill for a vacation rental is during the vibrant summer months, particularly in July. This peak season attracts travelers looking to immerse themselves in the cultural richness and lively atmosphere of New York City. With warm temperatures ranging from the mid-70s to mid-80s Fahrenheit, visitors can comfortably explore nearby Central Park, enjoy outdoor dining, and take part in various summer festivals and events.

While July is bustling with activity, it also marks a time when many tourists flock to the area, drawn by the allure of iconic attractions and events. The convenience of public transportation allows easy access to renowned sites such as the Metropolitan Museum of Art and the historic architecture of the Upper East Side.

For those considering a more cost-effective option, October presents a wonderful opportunity. The cooler temperatures in the low 50s to mid-60s Fahrenheit create a pleasant atmosphere for exploring the streets adorned with fall foliage.
Are there any remote work vacation rentals in Lenox Hill?
In Lenox Hill, New York, there are several vacation rentals that cater to remote workers. This upscale neighborhood on the Upper East Side offers a mix of modern amenities and classic charm, making it an appealing choice for those looking to combine work and leisure. Travelers can expect accommodations equipped with essential remote work amenities, including high-speed Wi-Fi and dedicated workspace areas, such as desks or office nooks, to ensure productivity during their stay.

The area is well-situated near various points of interest, including Central Park, the Metropolitan Museum of Art, and a variety of dining options. Many rentals in Lenox Hill come with additional luxuries like spacious living areas, fully equipped kitchens, and in-unit laundry facilities, providing both comfort and convenience. The neighborhood's vibrant atmosphere, coupled with its accessibility to public transportation, allows for easy exploration of the rest of Manhattan during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Lenox Hill vacation rental?
Book your Lenox Hill vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Lenox Hill?
In Lenox Hill, visitors can enjoy a variety of attractions that reflect the neighborhood's blend of culture and urban living. The area is home to the iconic Lenox Hill Hospital and offers proximity to Central Park, where guests can explore the park's vast green spaces, scenic walking paths, and recreational facilities. Just a short stroll away is the Museum Mile stretch along Fifth Avenue, featuring popular institutions like the Metropolitan Museum of Art and the Guggenheim Museum, making it a cultural hotspot for art enthusiasts.

For dining and shopping, the neighborhood boasts a range of upscale boutiques and eateries, particularly along Madison Avenue. The nearby East River also provides picturesque views and waterfront parks, great for leisurely walks.
Can I change or cancel my Lenox Hill home rental booking on Vrbo?
To find Lenox Hill vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Lenox Hill vacation 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.

More Vacation Rentals ideas

People also search for