Long Island vacation rentals

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Popular amenities for Long Island vacation rentals

Other great vacation rentals in Long Island

Guest favorite

Apartment in Port Jefferson Station

4.97 out of 5 average rating, 144 reviews

All Private Bright Spacious Close to All

Sep 22 – 29

R2,439 ZAR per night
Guest favorite

Guesthouse in Oyster Bay

4.88 out of 5 average rating, 611 reviews

Cozy private cottage in Oyster Bay

Sep 16 – 23

R2,027 ZAR per night
Superhost

Apartment in Port Jefferson Station

4.87 out of 5 average rating, 516 reviews

The Palm Tree 2nd Floor Suite

Mar 23 – 30

R2,128 ZAR per night
Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Oct 1 – 8

R14,276 ZAR per night
Guest favorite

Apartment in Hempstead

4.89 out of 5 average rating, 114 reviews

INDUSTRIAL Themed Couples Getaway

Sep 25 – Oct 2

R2,175 ZAR per night
Guest favorite

Apartment in Stony Brook

4.99 out of 5 average rating, 129 reviews

Home Away From Home To SBU & SB Hospital

Dec 19 – 26

R2,734 ZAR per night
Guest favorite

Guest suite in Patchogue

4.88 out of 5 average rating, 371 reviews

In-Law apt a block away from Patchogue Bay

May 2 – 9

R2,083 ZAR per night
Guest favorite

Townhouse in Cambria Heights

4.93 out of 5 average rating, 167 reviews

Cozy Cambria

Jan 16 – 23

R2,175 ZAR 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.


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.


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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