Long Island vacation rentals

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Popular amenities for Long Island vacation rentals

Other great vacation rentals in Long Island

Guest favorite

Home in Amityville

4.86 out of 5 average rating, 133 reviews

Beautiful Long Island Studio-No Cleaning Fee

Nov 10 – 17

G$25,379 GYD per night
Guest favorite

Guesthouse in Oyster Bay

4.88 out of 5 average rating, 611 reviews

Cozy private cottage in Oyster Bay

Oct 12 – 19

G$22,050 GYD 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

Jan 7 – 14

G$155,278 GYD per night
Guest favorite

Apartment in Port Jefferson Station

4.97 out of 5 average rating, 144 reviews

All Private Bright Spacious Close to All

Jan 31 – Feb 7

G$28,764 GYD per night
Guest favorite

Cabin in Rocky Point

4.9 out of 5 average rating, 389 reviews

Great little place just for a couple

Feb 6 – 13

G$30,790 GYD per night
Superhost

Home in Freeport

4.87 out of 5 average rating, 303 reviews

COZY STUDIO with Private Bath Close to LIRR

Jan 11 – 18

G$23,406 GYD per night
Guest favorite

Home in Elmont

4.89 out of 5 average rating, 270 reviews

Stylish Luxe Apartment!

Dec 31 – Jan 7

G$30,479 GYD per night
Guest favorite

Apartment in Stony Brook

4.99 out of 5 average rating, 130 reviews

Home Away From Home To SBU & SB Hospital

Jan 29 – Feb 5

G$29,740 GYD per night

Other great vacation rentals in Long Island

Guest favorite

Guest suite in Cutchogue

4.88 out of 5 average rating, 586 reviews

Walk to Vineyards, Beaches, Farms & Town

Oct 6 – 13

G$35,519 GYD per night
Guest favorite

Home in Brookhaven

4.95 out of 5 average rating, 127 reviews

Beautiful & Independent Guest House near the water

Jan 15 – 22

G$39,677 GYD per night
Guest favorite

Home in Centerport

4.94 out of 5 average rating, 113 reviews

The Harbor House: Beachfront Home 1 hour from NYC

Jun 8 – 15

G$150,012 GYD per night
Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 510 reviews

Water front studio apartment with fireplace.

Sep 26 – Oct 3

G$41,888 GYD per night
Guest favorite

Home in Rocky Point

4.91 out of 5 average rating, 178 reviews

The Katalpa House -by the beach

Feb 20 – 27

G$33,014 GYD per night
Guest favorite

Apartment in Hempstead

4.89 out of 5 average rating, 114 reviews

INDUSTRIAL Themed Couples Getaway

Aug 26 – Sep 2

G$23,658 GYD per night
Guest favorite

Apartment in Mastic

5.0 out of 5 average rating, 16 reviews

The Cozy Cellar | Private Art Deco Apartment

Mar 12 – 19

G$14,366 GYD per night
Guest favorite

Guesthouse in Sayville

4.98 out of 5 average rating, 45 reviews

Cottage: Walk to the bay, ferries and town center.

Sep 29 – Oct 6

G$22,527 GYD 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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