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Vacation rentals in Long Island

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Top-rated vacation rentals in Long Island

Guests agree: these stays are highly rated for location, cleanliness, and more.

Patchogue village close to Main Street and lirr
SUPERHOST
Entire rental unit · 2 guests · 2 beds · 1 bath

Patchogue village close to Main Street and lirrIt’s a basement apartment, has one bedroom with a double bed and for additional guest a air mattress can be offer. Private entrance, private bathroom. It’s an independent apartment. Walking distance to main st where many restaurants, bars, library, deli, stores and laundry are located, two blocks from lirr train, ferry to fire island, bus station. 10 minutes walk to the water front. Tennis court close by as well. 5 minutes drive to Corey beach, st. Joseph university and Long Island community hospital, 20 minutes drive to stony Brook university and hospital. About 1 1/2 hr train ride to Manhattan about the same time to Montauk

Cozy Cottage in Hauppauge
Entire guesthouse · 2 guests · 1 bed · 1 bath

Cozy Cottage in HauppaugeYou will thoroughly enjoy this newly remodeled 1902 cottage guest suite, just 10 minutes from the Long Island Railroad and a quick eighty minute relaxing train ride to the city that never sleeps (NYC). Close to the LIE, local restaurants and shopping. A very comfortable stay.

Beautiful 2- bedroom condo getaway on Long Island
Entire condominium (condo) · 4 guests · 2 beds · 2 baths

Beautiful 2- bedroom condo getaway on Long IslandEnjoy your stay in a sweet and peaceful condo on Middle Island. 2 bedroom 2 bathroom home, the master bedroom has an on suite bathroom to make for convenience. This entire home offers all your favorite amenities, including a cozy fireplace, a washer and dryer, front-yard deck with beautiful views of our swamp and an office area with plenty of books to easily tuck away for a relaxing evening. Forget your worries in this spacious and serene space.

Vacation rentals for every style

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Popular amenities for Long Island vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Long Island

  1. Private room
  2. Huntington Station
#Cozy & Luxury suite with private Main entrance
$125 per night
SUPERHOST
  1. Hotel room
  2. Cutchogue
SunnySide Up NOFO B&B: Over Easy
$275 per night
SUPERHOST
  1. Private room
  2. Bayville
Romantic, Cozy and Private, 1 Block from Beach
$78 per night
SUPERHOST
  1. Private room
  2. Lake Grove
Lake Grove Charmer 1
$65 per night
SUPERHOST
  1. Entire residential home
  2. Stony Brook
Spacious Studio Apartment- near SBU
$90 per night
  1. Entire rental unit
  2. Dix Hills
Woolley’s Guest house
$87 per night
SUPERHOST
  1. Entire loft
  2. Bridgeport
Cozy Loft in beautiful St. Mary's by the Sea
$130 per night
  1. Private room
  2. Medford
Super quiet and safe place! (Thomas)
$40 per night
  1. Entire cottage
  2. Patchogue
Patchogue Entire Beach Cottage NYC to Fire Island
$158 per night
  1. Entire loft
  2. Queens
Modern Studio w/ PRIVATE ENTRY close to JFK Airprt
$91 per night
SUPERHOST
  1. Entire cottage
  2. Brookhaven
Beautiful Independent Guest House near the water
$156 per night
SUPERHOST
  1. Entire guest suite
  2. Hampton Bays
CHARMING OCEAN BUNGALOW
$166 per night

Your guide to Long Island

Welcome to Long Island

To the east of New York City, Long Island stretches from just past John F. Kennedy International Airport all the way to Montauk, and has a personality all of its own. At its heart, it’s a comfortable suburb so many New Yorkers call home, but it’s just as vibrant of a destination, especially thanks to its 118 miles of white-sand coastline with 150 beaches on both sides. It also has its own wineries and breweries, more than 60 golf courses, art and science museums, historic landmarks, and the fanciest of mansions along its Gold Coast. And with fresh seafood and farms of every kind, the food scene is just as thrilling.


How do I get around Long Island?

As the name implies, Long Island’s geography means that the amount of time it takes to get to your destination depends on just how far east you’ll be traveling. The western destinations can be as close as a 30-minute train ride from Manhattan taking Penn Station’s shiny new Moynihan Train Hall on the Long Island Rail Road (LIRR), which services 124 stations in Long Island. Driving from Manhattan will no doubt take longer because of the ever-present traffic, but should take about an hour to western villages such as Valley Stream and closer to three hours to get to the far end in Montauk. The Hampton Jitney bus also runs to many cities on both the North and South Forks of the eastern end. Ferries run across Long Island Sound from Connecticut to Port Jefferson from Bridgeport and Orient Point from New London. For those flying in, Long Island MacArthur Airport (ISP) is the most central, though John F. Kennedy International Airport (JFK) and LaGuardia Airport (LGA) will have more flight options. Rideshare services are available throughout the region.


When is the best time to stay in a vacation rental in Long Island?

The warmest months in Long Island are from May to September, and the coldest are between December and February. While it does snow during the winter months, it tends to be less than the rest of the state — usually just a few snowstorms a year, and most times, it’s less than an inch. Annual events include the oldest Triple Crown race, the Belmont Stakes, in Elmont in June; the Tomato Festival in Mattituck in August; the Long Island Summer Festival at Smith Haven Mall in Lake Grove in July; and the Festival of Trees at the Cradle of Aviation Museum in Garden City during the holidays.


What are the top things to do in Long Island?

Fire Island

No cars are allowed on this 32-mile-long barrier island along the Atlantic coast, inherently making it an idyllic beach destination where the pace of life slows down. Along with its 17 separate communities is the 40-acre maritime Sunken Forest and 168-foot-tall Fire Island Lighthouse — the tallest on Long Island.

Gold Coast Mansions

All that glitters just might be gold here. On the northern side of Long Island from Port Washington to Centerport, the coastline is dotted with mansions so extravagant that they’ve inspired literature. Highlights include the Vanderbilt Museum and Planetarium in Centerport.

Montauk Point State Park

At the far eastern point of the South Fork, the waters of the Atlantic Ocean meet the strait of the Block Island Sound, causing a phenomenon where the tides seem to race against one another. Take a hike along the shore and you might also see seals out on the rocks, or grab a board and surf the waves (surf fishing is also popular here). For a higher perspective, stop by the state’s oldest lighthouse, Montauk Lighthouse, right next door.

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