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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.

Entire guest suite · 2 guests · 1 bed · 1 bath

NEWLY RENOVATED 1 BEDROOM APT W/ HEATED POOLNEWLY RENOVATED 1 BEDROOM BASEMENT APARTMENT W/ HEATED POOL ACCESS. This listing is for the entire basement level of an occupied house. Guests will have full access to the bedroom, living room, and kitchenette with private bathroom. Shared entrance through April 2021 (Private entrance coming May 2021). Beautiful indoor electric fireplace, 42" TV with cable and firestick, & wifi. Kitchenette includes full size fridge, microwave, toaster oven, coffee maker. Large closets in bed & living.

Oasis on the Water
Entire apartment · 2 guests · 2 beds · 1 bath

Oasis on the WaterPLEASE READ OTHER THINGS TO NOTE BEFORE BOOKING. Come take a break from the rush of the city and the fast life. . Enjoy nature on the water while kayaking, take a gander at the bald eagles above while on the sand, or paddleboard your worries away. Go fishing, jog, walk to Mill Dam bridge for amazing views. Drink a hot cup of coffee, hot cocoa, tea while sitting on your own private patio. Kayak to the beaches nearby and take in the sun rays and stay by the firepit at night on our beach. Thanks

Home Away From Home To SBU & SB Hospital
Entire apartment · 2 guests · 1 bed · 1 bath

Home Away From Home To SBU & SB HospitalStay in my private studio apartment that has the vibe of warmth and serenity. It is situated in a quiet neighborhood of Stony Brook with beautiful tree-lined streets. The studio has a warm and rustic feel and detailed amenities to make your visit a pleasure. It is perfect for someone traveling for business at Stony Brook Hospital or for parents or grandparents of a student attending Stony Brook University (5 minutes). It is great for couples attending a wedding at the Harbor or nearby towns.

Vacation rentals for every style

Get the amount of space that is right for you

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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. Entire apartment
  2. Sayville
Cherry Grove, Fire Island Cottage with Hot tub
ﺩ.ﺇ639 per night
  1. Entire apartment
  2. Sayville
"SOUTH APT." Renovated 1 Br Apt. In Great Location
ﺩ.ﺇ918 per night
  1. Entire cottage
  2. Patchogue
Quaint Cottage on Long Island's South Shore.
ﺩ.ﺇ532 per night
  1. Entire apartment
  2. Brooklyn
Air B and B at the Grand Old Mansion
ﺩ.ﺇ307 per night
  1. Entire house
  2. Shirley
3 bedroom cottage rental
ﺩ.ﺇ514 per night
  1. Entire guest suite
  2. Pleasantville
Spacious 1 bedroom apt in great location
ﺩ.ﺇ371 per night
  1. Entire apartment
  2. Long Beach
Frida Studio by the Ocean
ﺩ.ﺇ459 per night
  1. Entire loft
  2. Port Chester
Unique Port Chester loft space.
ﺩ.ﺇ327 per night
  1. Private room
  2. Huntington
Historic Huntington Village Private Retreat
ﺩ.ﺇ312 per night
  1. Entire apartment
  2. Massapequa
New apartment in private home in nice neighborhood
ﺩ.ﺇ286 per night
  1. Entire villa
  2. Pleasantville
One Bedroom Apartment, in a Villa,no share spaces
ﺩ.ﺇ276 per night
  1. Entire cottage
  2. East Hampton
Carriage House - Cottage in East Hampton Village
ﺩ.ﺇ915 per night

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 book a Long Island vacation rental?

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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