Long Island holiday lettings

We found 7,467 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts - Long Island

Showing deals for:26 Sept - 3 Oct
  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why visit Long Island

  • Beautiful beaches: Long Island boasts stunning beaches perfect for sunbathing, swimming, and seaside strolls.
  • Picturesque parks: Explore scenic state parks offering hiking trails, picnicking spots, and nature observation.
  • Cultural heritage: Visit esteemed colleges and historical sites that celebrate the rich culture of the region.
  • Charming neighbourhoods: Discover quaint neighbourhoods filled with unique shops, eateries, and friendly locals.
  • Diverse accommodation: Choose from a range of holiday rentals, from cosy cottages to modern apartments.

Popular types of accommodation around Long Island

Discover a variety of holiday rentals in Long Island, perfect for every type of traveller. From charming houses and cosy cottages to modern apartments, you’ll find the ideal base for your getaway. Whether you seek a relaxing retreat or a vibrant adventure, our selection of holiday lettings ensures transparency and reassurance. Explore Long Island's finest holiday homes and make your next escape unforgettable.

  • Houses: The top choice for visitors to Long Island, these homes offer spacious living and a home-like atmosphere, ideal for families and groups.
  • Apartments: A popular option for those seeking convenience, apartments provide a comfortable base for exploring the area.
  • Cottages: These quaint dwellings offer a charming escape, perfect for a romantic getaway or a peaceful retreat.
  • Condos: Offering modern amenities, condos are a great option for a more luxurious stay.
  • Villas: These upscale properties provide lavish spaces for those looking to indulge during their holiday.**

Top attractions near Long Island

Long Island offers a delightful mix of family-friendly activities, urban exploration, and outdoor adventures. Visitors can enjoy stunning beaches, picturesque state parks, and esteemed colleges renowned for their history and culture. Whether you're keen on sightseeing or immersing yourself in the local scenery, there's something for everyone to experience and enjoy around Long Island.

  • Stony Brook University: A vibrant campus that blends modern architecture with a lively atmosphere, offering a glimpse into collegiate life and various cultural events.
  • Lake Ronkonkoma: A picturesque lake surrounded by stunning scenery, perfect for outdoor activities and romantic strolls along the shore.
  • Private: A serene beach that provides a tranquil escape, ideal for sunbathing and enjoying the calming sounds of the waves.

Things to do recommended for couples

For a romantic getaway on Long Island, visit Harmony Vineyards for a delightful wine tasting experience, then challenge each other at Bay Shore Mini Golf for some light-hearted fun. Don't forget to explore the thrills at Country Fair Entertainment Park, adding a touch of adventure to your trip.

Things to do recommended for families

Families can unwind at Lakeland County Park, a serene recreation area just 1.6km from Long Island. For sports enthusiasts, Lasorda Legacy Park, located 6.2km away, offers vibrant sporting activities. Additionally, Bowl Long Island at Patchogue, 3.7km out, promises fun-filled arcade adventures.

Things to do recommended for groups

Experience the vibrant atmosphere at Smithaven Mall, only 3.1km away, perfect for shopping and entertainment. Enjoy a cultural evening at Patchogue Theatre for the Performing Arts, 4.3km from Long Island, or challenge your group at the Bethpage Black State Park Golf Course, located 14.3km away.

Booking with Vrbo is a breeze

Are you keen to make some savings on your next getaway? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, opting for a longer stay can lead to considerable discounts. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Where to stay near Long Island

Long Island offers a delightful blend of family-friendly activities and vibrant city life, making it an ideal holiday destination. Visitors can explore charming neighbourhoods, enjoy outdoor adventures, and relax in holiday rentals that cater to all needs. With a welcoming atmosphere and plenty of recreational options, from romantic seaside strolls to bustling business hubs, Long Island promises a memorable experience for everyone, all while basking in the warm sunshine that the region is known for.

  • Ronkonkoma: Situated a mere mile from Long Island, Ronkonkoma is a charming city that offers a delightful blend of outdoor and family-oriented experiences. Visitors can enjoy a range of activities, including educational attractions, a variety of shopping areas, and well-maintained golf courses. The city is also home to notable landmarks, such as a modern college university, scenic lakes, and lovely beaches. Whether you're looking to relax by the water or engage in some retail therapy, Ronkonkoma has something for everyone.
  • Fire Island: Located approximately 6.2km from Long Island, Fire Island is a stunning natural haven known for its pristine beaches and romantic atmosphere. This idyllic island is perfect for those seeking outdoor adventures, with activities ranging from leisurely strolls along the boardwalk to exploring recreational areas. Fire Island is renowned for its beautiful beaches and family-friendly spots, making it an ideal destination for a romantic getaway or a fun day with loved ones. Its unique charm and natural beauty are sure to captivate any visitor.
  • Hauppauge: Just 2.5km from Long Island, Hauppauge is a vibrant city that caters to families and outdoor enthusiasts alike. Visitors can immerse themselves in a variety of experiences, including educational venues, shopping centres, and golf courses. The city boasts several local attractions, such as a modern college university, picturesque beaches, and a lively tourist precinct. Hauppauge’s welcoming atmosphere and diverse offerings make it a great place to explore and enjoy with family and friends.

Best time to go to Long Island

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January34.7°F (1.5°C)Light RainMostly SunnyAverageModerately Low
February34.7°F (1.5°C)Light RainMostly SunnyAverageModerately Low
March41.0°F (5.0°C)Light RainMostly SunnyAverageModerately Low
April50.0°F (10.0°C)Light RainMostly SunnyAverageAverage
May60.6°F (15.9°C)Light RainMostly SunnyAverageAverage
June68.7°F (20.4°C)Light RainMostly SunnySlightly HighModerately High
July76.8°F (24.9°C)Light RainMostly SunnySlightly HighModerately High
August75.4°F (24.1°C)Light RainMostly SunnySlightly HighModerately High
September69.6°F (20.9°C)Light RainMostly SunnyAverageAverage
October59.9°F (15.5°C)Light RainMostly SunnySlightly LowAverage
November48.0°F (8.9°C)Light RainMostly SunnySlightly LowAverage
December40.1°F (4.5°C)Light RainMostly SunnySlightly LowAverage

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

If you're planning a trip with a group, family, or pets, or if you're considering longer stays, it's important to refine your search according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Long Island with a group: Think about how many bedrooms you'll require, as well as additional features like a fully equipped kitchen or outdoor areas for socialising with your group. Thankfully, you can easily filter for all these options, and many more, on Vrbo.
  • Traveling to Long Island with young kids: Journeying with young children can be quite demanding. It's essential to prioritise their comfort and safety, alongside 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 Long Island: For many, a family holiday isn't truly fulfilled without their furry companion by their side. 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 Long Island: If you’re in search of holiday 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 benefit from savings on monthly rentals. Don’t forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Vrbo Trips: Effortless planning

Vrbo's cutting-edge Trip Board offers you a convenient platform to plan new getaways, pick up from where you last stopped, or keep track of your travel arrangements. You can easily access your previously saved and booked properties under the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to lively Long Island

The area's live music and wineries are just some of the reasons to come on holiday to Long Island. Renowned for its island views, shopping and beaches, this city welcomes all visitors. Brooklyn Bridge and Brooklyn Cruise Terminal are just a couple of the must-see attractions. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Long Island

Do you want to find attractions to see while you're in town? Venture out of your cosy holiday rental and check out everything that makes Long Island a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Stonebridge Golf Links and Country Club (5 mi / 8.1 km)
  • Adventureland (15.1 mi / 24.3 km)
  • Bethpage Black State Park Golf Course (17.1 mi / 27.5 km)
  • Bethpage Black (17.2 mi / 27.8 km)
  • Cold Spring Harbor Laboratory (18.1 mi / 29.2 km)
  • Swan Lake Golf Club (19.2 mi / 30.8 km)

Exploring the beaches and other natural features in Long Island

Whether you're an active traveller or just want to spend some time taking in the scenery, Long Island is a great place to spend some time outside. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Ronkonkoma (2.6 mi / 4.2 km)
  • Fire Island National Seashore (6.6 mi / 10.7 km)
  • Islip Town Beach (7.1 mi / 11.4 km)
  • Shorefront Park (7.3 mi / 11.7 km)
  • Avalon Park and Preserve (8.3 mi / 13.4 km)
  • Sunken Forest (9.3 mi / 15 km)

Travelling to and around Long Island

The nearest airport is in Islip, NY (ISP-MacArthur), located 2 mi (3.1 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Shirley, NY (WSH-Brookhaven Calabro), which is 14 mi (22.5 km) away.

If you prefer to travel by train, Ronkonkoma Station, Central Islip Station and Oakdale Station are the main stations that serve the city. You can see more of Long Island by jumping on the metro at Jamaica 179 St. Station, Far Rockaway - Mott Av. Station or 169 St. Station.

Frequently asked questions

What is the best area to stay in Long Island when booking a holiday rental?
If you're on your way to Long Island, Springs is among the more sought-after areas to book a holiday home. While here, keep busy by exploring leading attractions like Pollock-Krasner House and Study Centre and Kaplan Meadows Sanctuary.
What is the most popular type of holiday rental accommodation in Long Island?
Based on our data, houses are the most popular property type in Long Island. But as you know, everyone's idea of an epic stay is bound to be different. Vrbo has holiday homes of all shapes, sizes and budgets, so you're sure to find your ideal match.
How much does it cost to rent a holiday rental in Long Island?
Different factors determine how much you'll pay for a holiday rental in Long Island, including the time of year, length of stay and property type. But, all of our holiday homes have something in common --- exceptional value. Simply add your travel dates to find your home away from home.
How much does it cost to rent a beach house in Long Island?
When you travel and the size and style of the property will help determine the cost of your beachside stay. Put in your Long Island travel dates to see your options on Vrbo. Can't live without a private pool? Use the filters to select the features and amenities you want in your rental.
What are popular rental amenities in Long Island?
Some of the most popular rental amenities people look for in Long Island include a sauna, an electric car charging station and tennis. Whether you're holidaying with family, friends or even pets, Vrbo holiday properties feature the best amenities for making new memories with the people closest to you.
Can I find two-bedroom holiday rentals in Long Island?
Take off with your loved ones and experience complete comfort and privacy in one of the 477 two-bedroom holiday homes Long Island has to offer.
Are there holiday rentals with WiFi in Long Island?
Pick from 1,688 holiday rentals with WiFi in Long Island. If you want to disconnect from daily life during your trip, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a holiday rental in Long Island?
You should check with the Long Island holiday rental you want on Vrbo as the age limit varies. However, typically it's 16, 18 or 21.
How long can I rent a holiday rental in Long Island for?
It's up to the Long Island property. To see all available options offering extended stays, simply type your travel dates and number of people into Vrbo's search page. Enjoy having the whole place to yourself, along with amenities such as a kitchen, air conditioning and outdoor spaces to play in. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

More Holiday Rentals ideas

People also search for