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Vacation rentals in Long Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Long Island

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

Cozy studio
Entire residential home · 2 guests · 1 bed · 1 bath
Cozy studioWe are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet.
Newly Renovated Apartment w/Backyard & Fire Pit
Entire rental unit · 3 guests · 2 beds · 1 bath
Newly Renovated Apartment w/Backyard & Fire PitCome enjoy this beautifully renovated full 1 bedroom apartment with a full kitchen, living room, bedroom, bathroom, and a sun-soaked backyard. Private entrance and off-street parking available for 1 car. Well-appointed for long-term stays or quick trips.
King suite free parking/Wi-Fi/laundry Hamptons/NYC
Entire guest suite · 6 guests · 2 beds · 1 bath
King suite free parking/Wi-Fi/laundry Hamptons/NYCHAS A HUGE KING SUITE!!! So close to the Hampton’s(40 mins), the beaches and even NYC (1 hour) Grocery store 2 mins away (stop and shop) 2 mins from Sunrise Highway and 5 mins from the 495 highway. Has enough sleeping for 4 adults if you need more spaces to sleep just bring the air mattresses. Has two 50 inch smart tvs that you can have Netflix, Hulu, Amazon prime, Disney plus Or HBO max. This location is perfect for short term and long term stays has tons of amenities too many to list.

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Other great vacation rentals in Long Island

  1. Entire residential home
  2. Freeport
COZY STUDIO with Private Bath Close to LIRR
$96 per night
  1. Entire rental unit
  2. Bethpage
Comfy studio in Bethpage
$63 per night
  1. Entire bungalow
  2. Bellport
High Design Bellport Bungalow with Saltwater Pool
$149 per night
  1. Private room
  2. Freeport
Basic one person bedroom near train station
$29 per night
  1. Entire place
  2. Dix Hills
Woolley’s guest house #2
$87 per night
  1. Entire rental unit
  2. West Babylon
The Cozy Apartment
$83 per night
  1. Entire guest suite
  2. Sound Beach
Charming fully-equipped apt near North Fork Farms!
$82 per night
  1. Entire cabin
  2. Commack
Need Some Social Distancing? This is IT!
$160 per night
  1. Entire rental unit
  2. Bay Shore
Fully Private Studio APT in LI NY! near LiRR
$69 per night
  1. Entire residential home
  2. Mattituck
Modern Farmhouse Steps to Beach & Love Lane
$108 per night
  1. Private room
  2. Medford
Super quiet and safe place! (Thomas)
$34 per night
  1. Entire guesthouse
  2. Oyster Bay
Cozy private cottage in Oyster Bay
$75 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.