Roosevelt Island holiday lettings

We found 7,144 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Roosevelt Island that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a hot tub and garden. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Roosevelt Island

Showing deals for:13 Mar - 20 Mar

Why visit Roosevelt Island

  • Iconic Tramway: Experience breathtaking views of Manhattan and Queens aboard the Roosevelt Island Tramway.
  • Lush Parks: Enjoy leisurely strolls and family picnics in the island's beautiful urban parks.
  • Cultural Experiences: Explore art museums and local cultural attractions that reflect the island's unique heritage.
  • Scenic Beauty: Take in the picturesque surroundings and tranquil atmosphere, perfect for relaxation.
  • Variety of Accommodations: Choose from a range of comfortable rentals, including apartments and holiday homes.

Popular types of accommodation around Roosevelt Island

If you've chosen Roosevelt Island for your next getaway, the next exciting step is selecting your accommodation. Discover a range of delightful options, including apartments, private holiday homes, and condos, all designed to make your stay comfortable and enjoyable. Explore the variety of Roosevelt Island rentals available, ensuring you find the perfect rental property for your needs. Enjoy a memorable holiday with the reassurance of quality choices right at your fingertips.

  • Apartments: The most sought-after choice for holiday stays on Roosevelt Island, offering convenient amenities and a home-like atmosphere.
  • Houses: A popular option for those seeking a spacious, comfortable setting for family gatherings or group retreats.
  • Condos: A frequently chosen accommodation type, providing modern living spaces with shared facilities.
  • Cottages: A charming option that offers a quaint escape, perfect for a relaxing getaway.
  • Villas: An elegant choice for those desiring luxury and ample space during their vacation.**

Top attractions near Roosevelt Island

Roosevelt Island offers a delightful blend of family-friendly activities and urban charm, making it perfect for a city-themed outdoor holiday. Visitors can explore attractions such as urban parks, art museums, and iconic skyscrapers while enjoying a rich cultural experience. For a comprehensive visit, consider friendly rentals on the island and take the time to explore its unique sights and sounds.

  • Times Square: A bustling hub of neon lights and energy, Times Square is known for its vibrant atmosphere, street performers, and iconic billboards, making it a must-visit for a true taste of the city.
  • Central Park: An expansive urban oasis, Central Park offers tranquil paths, lush greenery, and recreational activities, perfect for families and those seeking a break from the city's hustle and bustle.
  • Grand Central Terminal: This historic railway station is a masterpiece of architecture, featuring stunning celestial domes and a bustling concourse, embodying the cultural essence of New York.

Things to do recommended for couples

For a romantic getaway on Roosevelt Island, consider enjoying a concert at Carnegie Hall, just 1.2km away, or indulge in luxury at the Metropolitan Club, only 621m away. Don’t forget a delightful meal at Restaurant Row, also 1.2km away, perfect for a couple's dining experience.

Things to do recommended for families

During your family vacation on Roosevelt Island, enjoy ice skating at the Rink at Rockefeller Center, explore the stars at the Hayden Planetarium, and splash about at McCarren Park Pool. These activities, all within a few miles, promise fun and adventure for everyone.

Things to do recommended for groups

Groups visiting Roosevelt Island can indulge in a shopping spree at Macy's, only 1.2km away, or enjoy a romantic film at the nearby Broadway Theatre. For a touch of luxury, a visit to Tiffany & Co., just 621m away, is a must for a memorable experience.

What do I need to keep in mind when booking a vacation around Roosevelt Island

If you're travelling with a group, family, or pets, or if you're seeking longer stays, it's important to use the appropriate filters to match your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Roosevelt Island with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily apply filters for all these preferences, and more, on Vrbo.
  • Traveling to Roosevelt Island with young kids: Journeying with young children can present its difficulties. It's essential to prioritise their comfort and safety, alongside ensuring access to suitable amenities, like a private swimming pool. Additionally, it would be wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Roosevelt Island: For many, a family holiday isn't truly complete without their furry companion by their side. If that 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 at home.
  • Planning for a long term stay visiting Roosevelt Island: If you're in search of holiday rentals offering discounts for stays of a month or longer, you've come to the perfect place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Roosevelt Island

Roosevelt Island offers a unique blend of urban charm and scenic beauty, making it an ideal destination for families and city explorers alike. Nestled between Manhattan and Queens, this residential area boasts picturesque views and a friendly atmosphere. While visiting, don’t miss the iconic Roosevelt Island Tramway for stunning vistas, or take a leisurely stroll through the lush parks. Nearby, the vibrant neighbourhoods promise a delightful mix of culture and leisure, perfect for creating unforgettable holiday memories.

  • New York: New York City is a vibrant metropolis located 1.2km from Roosevelt Island, renowned for its dynamic atmosphere and endless possibilities. Visitors flock to this iconic city for family outings, business engagements, and urban exploration. The city boasts an impressive array of shopping districts, world-class theatres, and exhilarating arena entertainment. Key attractions include bustling tourist precincts and modern squares that encapsulate the essence of city life, making every visit a memorable experience.
  • Manhattan: As one of the five boroughs of New York City, Manhattan is situated a mere 1.2km from Roosevelt Island. This lively area draws tourists for family experiences and business opportunities alike. Manhattan is famous for its shopping areas, renowned theatres, and top-notch arena entertainment. With landmarks like vibrant tourist precincts and contemporary squares, visitors can immerse themselves in the cultural heartbeat of the city, exploring iconic sights and enjoying the urban landscape.
  • Midtown: Midtown, located close to Roosevelt Island at just 1.2km away, is a bustling neighbourhood in Manhattan known for its central role in the city's business and entertainment scenes. This area offers a wealth of family-friendly activities alongside opportunities for corporate ventures. Visitors can enjoy a variety of shopping options, captivating theatre performances, and thrilling arena events. Noteworthy attractions include lively tourist precincts and modern squares, making Midtown a must-visit for anyone wanting to experience the essence of New York City.

Best time to go to Roosevelt Island

If you're planning a trip to Roosevelt Island, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnyAverageSlightly 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 SunnySlightly HighAverage
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 SunnySlightly LowSlightly High

Booking with Vrbo is a breeze

Looking to make the most of your next holiday? Consider being flexible with your travel dates, as this can significantly affect prices. Moreover, opting for a longer stay can often result in substantial savings. To discover the ideal Vrbo property that suits your budget, feel free to utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's groundbreaking Trip Board offers you a dedicated space to plan new journeys, pick up from where you last stopped, or review and manage your travel arrangements. You can easily find the properties you've saved or booked under the categories of Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

How much does it cost to rent a holiday home in Roosevelt Island?
Prices for holiday rentals in Roosevelt Island 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 Roosevelt Island 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 Roosevelt Island holiday house rentals?
You can find great discounts on house rentals in Roosevelt Island 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.
Are there any Roosevelt Island holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Roosevelt Island 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.
Can I find long-stay holiday rentals in Roosevelt Island?
A long-stay holiday rental in Roosevelt Island 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 Roosevelt Island for a holiday rental?
The best time to visit Roosevelt Island for a holiday rental is during the peak season from June to August, with July being the most popular month. This vibrant period attracts families and city dwellers seeking a refreshing escape from the bustling streets of New York City. With warm temperatures averaging around 25°C, it's superb for leisurely strolls along the waterfront and enjoying the lush parks that dot the island.

During summer, visitors can partake in various outdoor activities, including biking and picnicking, all while soaking up the stunning views of Manhattan's skyline. The island's proximity to the city allows for easy access to attractions, making it an ideal base for those wanting to explore both Roosevelt Island and the wider New York area.

If you're looking for a more budget-friendly option, consider visiting in November. This off-peak month offers a quieter atmosphere, allowing for intimate exploration of the island's historic sites and natural beauty without the crowds. The crisp autumn air also makes it a delightful time for scenic walks as the leaves change colour.
How early should I book a Roosevelt Island holiday rental?
Book your Roosevelt Island 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 Roosevelt Island?
Roosevelt Island offers a unique blend of attractions and experiences. One of the main highlights is the Franklin D. Roosevelt Four Freedoms Park, a beautifully designed space that pays tribute to the former president and offers stunning views of the Manhattan skyline. The park is a peaceful retreat, ideal for leisurely strolls and picnics. Additionally, the island is home to the historic Smallpox Hospital ruins, which provide a glimpse into the area's past and are an intriguing site for history enthusiasts.
Can I change or cancel my Roosevelt Island home rental booking on Vrbo?
To find Roosevelt Island 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 Roosevelt Island 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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