Long Island vacation rentals
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Top-rated vacation rentals in Long Island
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Popular amenities for Long Island vacation rentals
Other great vacation rentals in Long Island
Home in Amityville
4.86 out of 5 average rating, 133 reviewsBeautiful Long Island Studio-No Cleaning Fee
Nov 10 – 17
Guesthouse in Oyster Bay
4.88 out of 5 average rating, 611 reviewsCozy private cottage in Oyster Bay
Oct 12 – 19
Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Jan 7 – 14
Apartment in Port Jefferson Station
4.97 out of 5 average rating, 144 reviewsAll Private Bright Spacious Close to All
Jan 31 – Feb 7
Cabin in Rocky Point
4.9 out of 5 average rating, 389 reviewsGreat little place just for a couple
Feb 6 – 13
Home in Freeport
4.87 out of 5 average rating, 303 reviewsCOZY STUDIO with Private Bath Close to LIRR
Jan 11 – 18
Home in Elmont
4.89 out of 5 average rating, 270 reviewsStylish Luxe Apartment!
Dec 31 – Jan 7
Apartment in Stony Brook
4.99 out of 5 average rating, 130 reviewsHome Away From Home To SBU & SB Hospital
Jan 29 – Feb 5
Other great vacation rentals in Long Island
Guest suite in Cutchogue
4.88 out of 5 average rating, 586 reviewsWalk to Vineyards, Beaches, Farms & Town
Oct 6 – 13
Home in Brookhaven
4.95 out of 5 average rating, 127 reviewsBeautiful & Independent Guest House near the water
Jan 15 – 22
Home in Centerport
4.94 out of 5 average rating, 113 reviewsThe Harbor House: Beachfront Home 1 hour from NYC
Jun 8 – 15
Apartment in Milford
4.97 out of 5 average rating, 510 reviewsWater front studio apartment with fireplace.
Sep 26 – Oct 3
Home in Rocky Point
4.91 out of 5 average rating, 178 reviewsThe Katalpa House -by the beach
Feb 20 – 27
Apartment in Hempstead
4.89 out of 5 average rating, 114 reviewsINDUSTRIAL Themed Couples Getaway
Aug 26 – Sep 2
Apartment in Mastic
5.0 out of 5 average rating, 15 reviewsThe Cozy Cellar | Private Art Deco Apartment
Mar 12 – 19
Guesthouse in Sayville
4.98 out of 5 average rating, 45 reviewsCottage: Walk to the bay, ferries and town center.
Sep 29 – Oct 6
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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