Destination guide

Excitement near Long Island vacation home rentals

Long Island is an affluent area with beautiful beaches, interesting historic sites, and rich cultural attractions suited to adults and kids alike. Whether you want to relax on the beach, explore high-end shops and historic neighborhoods, or enjoy theme parks with the whole family, Long Island vacation home rentals put you in reach of all that the island has to offer.


Heritage near Long Island vacation homes

Long Island has a storied history displayed in various heritage sites throughout the area. Vacation homes can be found near the Brooklyn Museum, a premier art space with ancient and modern art exhibits, and the Montauk Lighthouse Museum, a historic 18th-century lighthouse with a museum and sweeping views of the water. The New York Transit Museum, a location within a 1936 subway station with interactive exhibits and vintage trains, showcases the history of the mass transit in the city. The Green-Wood Cemetery is not only the final resting place of many notable figures, it also has a Revolutionary War battlefield.

Things to do

Must-see destinations near Long Island vacation homes

Long Island is a popular destination for family fun and relaxation. Vacation rentals can be found near interesting and exciting sites like Coney Island, a classic amusement park with thrill rides and a lively boardwalk, and Prospect Park, a sprawling city expanse with courts, a playground, and a historic home. The Brooklyn Bridge, a landmark 19th-century bridge, has a unique design and connects Manhattan and Brooklyn. If you enjoy shopping, the trendy DUMBO (Down Under Manhattan Bridge Overpass) area has cobblestone streets lined with independent boutiques and high-end restaurants.


Activities and attractions in Long Island

Are you hoping to find top things to see and do while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Long Island a one-of-a-kind vacation spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Sky Zone (16.4 mi / 26.4 km)
  • Harmony Vineyards (9.4 mi / 15.1 km)
  • Long Island Game Farm (10.5 mi / 16.8 km)
  • Swan Lake Golf Club (10.5 mi / 17 km)
  • Stonebridge Golf Links and Country Club (11.9 mi / 19.2 km)
  • Hidden Vineyard (12.9 mi / 20.8 km)
Outdoor activities

Outdoor recreation near Long Island vacation homes

With dramatic dunes, sandy beaches, vast parks, and lush forests, Long Island offers boundless opportunities for outdoor recreation. Hiking and biking through the ancient forests, walking nature trails, golfing on immaculate greens, and kayaking, canoeing, fishing, or swimming in the many ponds, lakes, and waterways are popular options. Horseback riding has a long history in Long Island, so many stables offer well-bred horses to explore the landscapes. If you’re looking for more adventure, skydiving, gliding, outdoor trapeze lessons, treetop tours, zip-lining, and surfing are among the adrenaline tours in the area.


Seasonal weather averages in Long Island

If you're hoping to enjoy some warm-weather activities on your vacation, July, August, June and September are the hottest months to visit, when temperatures average 81°F.

Natural features

Exploring the beaches and other natural features in Long Island

Whether you're an adventurous traveler or just want to take in the scenery, Long Island is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Country Fair Entertainment Park (0.7 mi / 1.1 km)
  • Fire Island National Seashore (7 mi / 11.2 km)
  • Clifton H. Lee Memorial Park (7 mi / 11.2 km)
  • Lake Ronkonkoma (7 mi / 11.3 km)
  • Shorefront Park (7.3 mi / 11.7 km)
  • Harborfront Park (7.6 mi / 12.3 km)

Beaches near vacation rentals in Long Island

With so much shoreline, Long Island is an excellent destination for seaside fun and relaxation near your summer rental. Robert Moses State Park, an ocean beach with a lighthouse, picnic areas, and playgrounds, is great for children, and Jones Beach State Park has a soft, sandy shore with a snack bar, pool, picnic areas, and summer concerts. Rockaway Beach, a summer beach retreat neighborhood, offers a range of watersports and diving opportunities. Hither Hills State Park has sandy beaches, sand dunes, nature trails, and outdoor recreation areas for family excursions.

How to get there

Transportation to and around Long Island

The nearest airport is in Shirley, NY (WSH-Brookhaven Calabro), located 6.5 mi (10.5 km) from the city center. If you're unable to find a flight that fits your schedule, you could book a flight to Islip, NY (ISP-MacArthur), which is 7.1 mi (11.5 km) away.

If you prefer to travel by train, Medford Station, Yaphank Station and Bellport Station are the main stations in the city. It's easy to get around Long Island by catching a ride on the metro at Jamaica 179 St. Station, 169 St. Station or Far Rockaway - Mott Av. Station.

Getting around

Transportation from your Long Island summer rental

Long Island has numerous transportation options to get to and from vacation homes to nearby destinations. The Long Island Rail Road, major airports, and bus lines are all available for transportation to Long Island from neighboring areas. To get around the local area, ferries, buses, limousines, car rentals, and taxis are an option.

Family friendly

Family fun near Long Island vacation rentals

Long Island has a variety of attractions for kids and adults alike. The Brooklyn Botanic Garden is a huge urban oasis with an annual, kid-friendly Cherry Blossom Festival, a Japanese-style garden, and water features, and the Brooklyn Bridge Park has barbecue areas, picnic areas, and green spaces with river views. The Flushing Meadows Corona Park, a vast green space with World’s Fair relics, sports facilities, and a zoo, is also great for kids. Animal lovers will enjoy the New York Aquarium, a marine wildlife boardwalk attraction with sea lion shows and marine life exhibits. Luna Park, a beachside amusement park with thrill rides and carnival games, is also a kid-friendly location.

Can I find a vacation rental around Long Island?

Yes, our 2019 property listings offer a large selection of 6,031 vacation rentals near Long Island. From 4,526 Houses to 338 Cottages, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Long Island for a holiday or a weekend are on HomeAway.

What are the most popular destinations to visit in Long Island?

There are many lovely places to stay for a holiday trip or just for a weekend in Long Island. From HomeAway travelers, the most popular destinations to visit are:

  • New York: 5,811 vacation rentals
  • Manhattan: 3,132 vacation rentals
  • The Hamptons: 4,066 vacation rentals
  • Montauk: 1,418 vacation rentals
  • New Jersey: 9,286 vacation rentals

And HomeAway offers you the chance to discover many other popular destinations in Long Island! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Long Island?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Long Island:

  • New York: 5,811 rentals
  • Montauk: 1,418 rentals
  • Block Island: 82 rentals
  • Fire Island: 752 rentals
  • East Hampton: 3,079 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Long Island?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Long Island are:

  • John F. Kennedy International Airport (JFK): 5,571 vacation rentals
  • LaGuardia Airport (LGA): 5,780 vacation rentals
  • Francis S Gabreski Airport (FOK): 1,918 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Long Island?

HomeAway offers a large selection of rentals near lovely places in Long Island. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Times Square: 5,755 rentals
  • Central Park: 4,003 rentals
  • Misquamicut State Beach: 364 rentals
  • United States Military Academy: 147 rentals
  • Montauk Point: 807 rentals

But there are many other points of interest around Long Island listed on HomeAway where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Long Island

New York
5,811 vacation rentals
1,418 vacation rentals
Block Island
82 vacation rentals
Fire Island
752 vacation rentals
East Hampton
3,079 vacation rentals
The Village of Southampton
2,620 vacation rentals
Sag Harbor
2,939 vacation rentals
491 vacation rentals
518 vacation rentals
Jersey City
5,353 vacation rentals
Long Beach
125 vacation rentals
1,050 vacation rentals
1,003 vacation rentals
Old Lyme
389 vacation rentals
Long Branch
833 vacation rentals
Westhampton Beach
1,032 vacation rentals
Old Saybrook
348 vacation rentals
Hampton Bays
2,489 vacation rentals
574 vacation rentals
Shelter Island
2,565 vacation rentals