Lenox Hill vacation rentals

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Discover a selection of 8 homes 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.
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Find out more about Lenox Hill

Why visit Lenox Hill

  • Urban parks and outdoor activities: Lenox Hill features charming parks perfect for family outings and relaxation amidst the city hustle.
  • Cultural experiences: Explore nearby art museums and cultural venues that celebrate the rich heritage of New York City.
  • Luxury living: Enjoy the upscale environment with elegant homes and a vibrant atmosphere that defines Lenox Hill.
  • Diverse accommodation options: Choose from a variety of vacation rentals, including apartments and condos, to suit any traveler's needs.
  • Friendly locals: Experience the welcoming spirit of the community, enhancing your visit to this iconic Manhattan neighborhood.

Popular types of accommodation around Lenox Hill

Lenox Hill offers a variety of vacation rental options to suit every traveler’s needs, including apartments, houses, and condos. Whether you're looking for an active apartment, a cozy studio, or a spacious bedroom apartment, you'll find the perfect place to unwind. For those interested in exploring nearby neighborhoods, consider checking out Chelsea or Harlem apartments. With so many choices, you'll enjoy a memorable stay in this vibrant part of New York City.

  • Apartments: The top choice for visitors seeking vacation rentals in Lenox Hill, offering a blend of comfort and convenience.
  • Houses: A favored option for families and groups, providing spacious living and a home-like atmosphere.
  • Condos: A popular selection for travelers, combining modern amenities with a vibrant community feel.
  • Cottages: A charming option for those looking for a cozy retreat in a picturesque setting.
  • Villas: The luxurious choice for those seeking upscale accommodations with exclusive features.**

Top attractions near Lenox Hill

Lenox Hill is a fantastic destination for families and city enthusiasts alike, offering a blend of outdoor activities and cultural experiences. Visitors can explore urban parks, art museums, and iconic skyscrapers while enjoying the vibrant atmosphere of the area. Whether you're traveling solo, with family, or as part of a group, Lenox Hill promises memorable experiences that celebrate both the city's charm and its rich cultural heritage.

  • Times Square: A bustling hub known for its bright lights and vibrant atmosphere, Times Square is a must-visit destination filled with entertainment, shopping, and dining options, located 2 miles from Lenox Hill.
  • Central Park: This expansive urban oasis offers family-friendly activities, beautiful landscapes, and outdoor adventures, all just 1 mile away from Lenox Hill, perfect for a leisurely stroll or a picnic.
  • Broadway: Renowned for its world-class theaters and performances, Broadway is an iconic street just 1 mile from Lenox Hill, where you can catch a variety of spectacular shows.

Things to do recommended for couples

For a romantic getaway in Lenox Hill, enjoy a concert at Carnegie Hall, indulge in luxury at the Metropolitan Club, and savor a delightful dinner at Restaurant Row. Each experience offers a unique atmosphere, perfect for couples looking to create unforgettable memories together.

Things to do recommended for families

Families in Lenox Hill can have a blast at the Rink at Rockefeller Center for ice skating, explore the wonders of the Hayden Planetarium, or enjoy a thrilling day at DreamWorks Water Park, all offering fun and engaging experiences for everyone.

Things to do recommended for groups

Explore the vibrant shopping scene at Macy's, just 2 miles from Lenox Hill, indulge in a Broadway show 1 mile away for family fun and romance, and don’t miss the iconic Tiffany & Co., located only 0.8 miles away, perfect for group souvenirs.

*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

If you're planning a trip with friends, family, or pets, or if you're considering an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for 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 area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Lenox Hill with young kids: Traveling with young children can present some hurdles. It's important to prioritize their comfort and safety, along with finding age-appropriate features, 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 Lenox Hill: For many families, a trip isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these 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 searching for vacation rentals that offer great deals for month-long stays, 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 preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Lenox Hill

Lenox Hill, nestled on Manhattan's Upper East Side, offers a delightful blend of luxury living and family-friendly experiences. Explore the vibrant streets lined with upscale homes and charming parks, perfect for outdoor adventures. Just a stone's throw away, you'll find a dynamic urban atmosphere, friendly locals, and a variety of affordable neighborhoods. Whether you're enjoying the scenic views or indulging in the city's rich culture, Lenox Hill promises a memorable vacation for everyone.

  • New York: New York City is a bustling metropolis and the cultural nucleus of the United States. Lenox Hill is nestled within this vibrant city, making it a prime spot for tourists seeking a blend of urban excitement and family-friendly activities. If you're into shopping, the city boasts iconic retail districts, while theater enthusiasts can catch a Broadway show or enjoy performances in various venues. The area is rich in landmarks, including famous squares and modern plazas that offer a glimpse into the city's dynamic lifestyle.
  • Manhattan: As one of the five boroughs of New York City, Manhattan is located just a mile away from Lenox Hill. It's a hub for family outings, business meetings, and city exploration. Visitors can explore numerous shopping areas, indulge in world-class theater productions, or attend events at major arena entertainment facilities. Manhattan is home to several must-visit landmarks, including tourist precincts and modern squares, ensuring you'll have plenty to see and do while soaking in the energy of this iconic borough.
  • Midtown: Midtown is a vibrant neighborhood situated two miles from Lenox Hill, known for its blend of business and leisure activities. It attracts families and tourists alike, offering a plethora of shopping options, theater experiences, and entertainment venues. Highlights in Midtown include popular tourist precincts and modern squares, where you can immerse yourself in the city's lively atmosphere. This neighborhood is perfect for those looking to experience the heart of New York City while enjoying its unique attractions.

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate significantly. Plus, booking an extended stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your full booking. Being the planner has its perks. When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash on eligible bookings. Sign up today and start enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan new adventures, pick up right where you left off, and manage your travel arrangements with ease. You can easily access properties you've saved or booked, now organized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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 cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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