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Long Island vacation rentals

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Top-rated vacation rentals in Long Island

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

  1. Entire rental unit
  2. Bay Shore
Charming 1 Bedroom Apartment with Parking.

This 1 bedroom unit offers exceptional space and is surrounded by many conveniences. The recently updated unit is located 1 block away from the Long Island Rail and W Main Street. The unit is cozy and is the perfect escape for a weekend stopover or a lengthy stay. The unit comes with free private parking (on-site), as well laundry room access 24/7. This is a second-floor apartment in a private building- it is truly a wonderful place and I hope you will enjoy this apartment as much as I have.

$85 per night
SUPERHOST
  1. Private room
  2. Lake Ronkonkoma
Charming Private Master Bedroom

Three bedroom house with master bedroom available with a Queen bed. The shared space includes a bathroom, eat in kitchen, dining room with Bay window, and living room. Host lives in separate apartment downstairs. Close to LIRR, airport, and Stony Brook University. Host can provide transportation services at competitive rates, as well.

$55 per night
SUPERHOST
  1. Private room
  2. Medford
Super quiet and safe place! (Thomas)

I have been living here more than 10 years so know my neighborhoods very well. No kids and no pets in the house. So if you are looking for a peaceful and quiet night, you can't find better than my home. Ask me if you have any questions. Thank you

$58 per night

Vacation rentals for every style

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Other great vacation rentals in Long Island

  1. Entire rental unit
  2. Bay Shore
Fully Private Studio APT in LI NY! near LiRR
$70 per night
SUPERHOST
  1. Private room
  2. Huntington Station
Super comfortable furnished room in modern house.
$68 per night
  1. Private room
  2. Central Islip
Miraculous Private Room in Central Islip Home (R4)
$49 per night
SUPERHOST
  1. Private room
  2. Hicksville
Convenient and cozy for short time stay.
$59 per night
  1. Entire rental unit
  2. Centereach
[Spacious]-Modern Style Complex
$85 per night
SUPERHOST
  1. Private room
  2. Uniondale
Beautiful upstairs apartment listed as room # 4.
$84 per night
SUPERHOST
  1. Private room
  2. Hempstead
1 bedroom for 1 GUEST ONLYin a beautiful basement.
$60 per night
  1. Private room
  2. Central Islip
Warm and Cozy Room in Central Islip Home
$49 per night
  1. Private room
  2. Smithtown
Short term stay for professionals
$70 per night
  1. Private room
  2. Central Islip
Cheerful Private Room with Fireplace and Patio
$59 per night
  1. Entire loft
  2. Lindenhurst
Brand new•Beachy•1- Bedroom Lower Level Unit
$93 per night
SUPERHOST
  1. Private room
  2. Hauppauge
My Happy Place
$113 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 house rental 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.