Flatiron District holiday lettings

We found 2,872 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Flatiron District to find one that's perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you expect for your stay, which might include a garden and pool. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Find spaces that suit your style

Why visit Flatiron District

  • Iconic Flatiron Building: Marvel at the unique architecture of the Flatiron Building, a symbol of New York's skyline.
  • Vibrant Parks: Enjoy leisurely strolls in nearby urban parks, perfect for relaxing and soaking in the atmosphere.
  • Diverse Accommodation: Choose from stylish apartments and charming holiday homes to suit every traveller's taste.
  • Local Culture: Immerse yourself in the lively streets filled with eateries and shops that reflect the area's vibrant culture.
  • Family-Friendly Activities: Discover a variety of attractions and activities suitable for both families and city explorers.

Popular types of accommodation around Flatiron District

If you're considering a getaway to the Flatiron District, you'll find a delightful array of accommodation options. Our most sought-after choices include stylish apartments, charming houses, and modern condos. Whether you're after a sleek flatiron apartment or a luxurious flatiron rental, we have something to suit every traveller's needs. Enjoy the iconic Flatiron Building and immerse yourself in the vibrant atmosphere of this fantastic neighbourhood.

  • Apartments: The top choice for visitors in the Flatiron District, offering a stylish and comfortable base for your city adventures.
  • Houses: A fantastic option for families or groups seeking privacy and the comforts of home during their stay.
  • Condos: A popular selection that combines modern amenities with a convenient location, perfect for a city getaway.
  • Cottages: A charming alternative, providing a quaint and cosy atmosphere for a relaxing retreat.
  • Villas: The ideal choice for those desiring luxury and spaciousness, offering an upscale experience in the city.**

Top attractions near Flatiron District

The Flatiron District in New York City offers a delightful experience for families and city enthusiasts alike. With its blend of urban parks, impressive skyscrapers, and vibrant streets, visitors can immerse themselves in the local culture and enjoy various attractions. Whether you're seeking a family outing or a leisurely stroll through the city, this area provides plenty of opportunities to create lasting memories in an exciting urban environment.

  • Times Square: A vibrant hub of neon lights and bustling energy, Times Square is an iconic destination that embodies the spirit of New York City. Experience the thrill of street performers, world-class shopping, and a variety of dining options.
  • Madison Square Garden: This legendary arena is renowned for hosting top-tier concerts, sporting events, and family shows. The electric atmosphere and impressive line-up ensure an unforgettable entertainment experience.
  • Grand Central Terminal: A stunning architectural masterpiece, Grand Central Terminal offers a glimpse into New York's rich history. Marvel at the celestial dome and intricate details while enjoying the vibrant atmosphere of this cultural landmark.

Things to do recommended for couples

For a romantic getaway in the Flatiron District, consider a night at Carnegie Hall for enchanting music, or indulge in wine tasting at City Winery. Don’t forget to dine at Restaurant Row, where you can savour delightful meals in a charming atmosphere.

Things to do recommended for families

Families visiting the Flatiron District can enjoy ice skating at the Rink at Rockefeller Center, play at the West Fourth Street Courts, or have a fun-filled adventure at City Treehouse, all within a short distance, offering memorable experiences for all ages.

Things to do recommended for groups

Explore the vibrant Flatiron District by indulging in a shopping spree at Macy's, just 435m away, or immerse yourselves in the quirky exhibits at the Museum of Sex, located a mere 124m away. For an evening out, enjoy a performance at Town Hall theatre, 621m from the district.

What do I need to keep in mind when booking a vacation around Flatiron District

When travelling with a group, family, pets, or seeking extended stays, it’s important to filter your options based on your specific needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Flatiron District with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group get-togethers. Fortunately, you can easily refine your search for these options and many more on Vrbo.
  • Traveling to Flatiron District with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities, 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 Flatiron District: For many, a family holiday just wouldn’t be the same without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. The majority of pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Flatiron District: If you’re in search of holiday rentals offering 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 accommodations. Don’t forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Flatiron District

The Flatiron District in New York City offers an enchanting blend of urban charm and friendly atmosphere, perfect for families and city explorers alike. Stroll through the iconic streets, marvel at the stunning Flatiron Building, and discover vibrant parks and eateries nearby. With its lively vibe and picturesque scenery, you’ll find plenty of delightful spots to explore, making it an ideal base for your New York adventure.

  • New York: As a bustling metropolis, New York is a mere mile from the Flatiron District and is a must-visit for any tourist. The city is known for its vibrant atmosphere, offering a plethora of family-friendly attractions, business opportunities, and city-themed experiences. Explore iconic shopping areas, enjoy world-class theatre productions, or catch a thrilling event at a renowned arena. Nearby landmarks include famous tourist precincts and modern squares that encapsulate the essence of city life.
  • Manhattan: Located three miles from the Flatiron District, Manhattan is a dynamic borough that attracts visitors seeking an immersive urban experience. Renowned for its family-oriented activities and business hubs, this iconic area is home to exceptional shopping venues and theatres. Discover the rich culture and history of Manhattan while visiting its local landmarks, including vibrant squares and bustling precincts that offer a taste of New York's unique charm.
  • Midtown: Just 1.6km away from the Flatiron District, Midtown is a lively neighbourhood that epitomises the heart of New York City. Visitors flock to this area for its family-friendly attractions and vibrant city atmosphere, making it ideal for both leisure and business travellers. Midtown boasts an array of shopping options, theatrical performances, and exciting arena events. Don't miss the chance to explore its prominent landmarks, including well-known tourist precincts and modern squares that contribute to the area's dynamic appeal.

Best time to go to Flatiron District

If you're planning a trip to Flatiron District, 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 January to February and October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.6°F (-0.2°C)Light RainMostly SunnySlightly LowSlightly Low
February33.1°F (0.6°C)Light RainMostly SunnySlightly LowSlightly 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 SunnyAverageAverage
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 SunnyAverageAverage
December37.9°F (3.3°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Are you hoping to save some money on your upcoming trip? Being flexible with your travel dates could be beneficial, as prices can vary. Additionally, opting for a longer 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.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform to plan your next holidays, pick up from where you last saved, or manage your current itineraries. You can easily access your saved or booked properties, organised into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental in Flatiron District?
In the Flatiron District, apartments are the predominant type of holiday rental, with several available throughout this vibrant area. These apartments typically offer modern amenities such as fully equipped kitchens, stylish living spaces, and often access to communal facilities like gyms or rooftop terraces that provide stunning views of the iconic Flatiron Building and the surrounding cityscape. For those looking for a great experience, some rooms may also feature characterful design elements that reflect the neighbourhood's historic charm.
How much does it cost to rent a holiday home in Flatiron District?
Prices for holiday rentals in Flatiron District 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 Flatiron District 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 Flatiron District holiday house rentals?
You can find great discounts on house rentals in Flatiron District 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 Flatiron District?
In the Flatiron District, holiday rentals typically offer a variety of popular amenities to enhance the guest experience. Many properties are equipped with kitchens, allowing travellers to prepare their own meals, which is particularly convenient for those looking to save on dining expenses. Additionally, dining areas are common, providing a comfortable space for meals or gatherings. For coffee enthusiasts, coffee and tea makers are often included, ensuring a warm beverage is always at hand.
Are there any Flatiron District holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Flatiron District 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 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 holiday rentals in Flatiron District?
In the Flatiron District, visitors can find several pet-friendly holiday rentals that cater to both comfort and convenience. Many of these properties feature modern amenities such as fully equipped kitchens, high-speed internet, and spacious living areas, making them suitable for both short and extended stays. The neighbourhood itself is vibrant, characterised by its iconic architecture, trendy restaurants, and boutique shops.
Can I find long-stay holiday rentals in Flatiron District?
A long-stay holiday rental in Flatiron District 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Flatiron District for a holiday rental?
The best time to visit the Flatiron District for a holiday rental is during the vibrant peak season from May to July. This bustling period is marked by pleasant weather, with temperatures typically ranging from 20 to 30 degrees Celsius, making it ideal for exploring the neighbourhood's iconic architecture, diverse dining options, and vibrant street life. The summer atmosphere draws in both locals and tourists, creating a lively environment that's superb for outdoor activities and sightseeing.

July stands out as the most popular month, when visitors can enjoy a range of events, festivals, and open-air markets. The Flatiron District, with its proximity to attractions like Madison Square Park and the historic Flatiron Building, offers plenty of opportunities for leisurely strolls and people-watching in the sun.

If you are looking for a more budget-friendly option, consider visiting in October. This month, while quieter, provides a wonderful experience with the beautiful autumn foliage and less crowded streets, allowing for a more relaxed exploration of the area. You can still enjoy the vibrant local culture, but with a more laid-back feel.
Are there any remote work holiday rentals in Flatiron District?
In the Flatiron District of New York City, there are several remote work-friendly holiday rentals available, making it an excellent choice for those seeking a productive environment. The area is known for its iconic architecture, including the famous Flatiron Building, and offers a vibrant atmosphere with plenty of cafes and co-working spaces nearby. Many rentals in this bustling district come equipped with high-speed Wi-Fi, dedicated workspaces, and comfortable living areas, ensuring that travellers can work efficiently while enjoying the city's dynamic energy. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Flatiron District holiday rental?
Book your Flatiron District holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Flatiron District?
In the Flatiron District, visitors can explore a range of fascinating attractions. The iconic Flatiron Building, a historical landmark known for its distinctive triangular shape, is a must-see. Just a short walk away, Madison Square Park offers a lovely green space with art installations and seasonal events, making it a superb spot to relax.
Can I change or cancel my Flatiron District home rental booking on Vrbo?
To find Flatiron District holiday 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 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 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, Vrbo 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 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 Flatiron District holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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