Long Island vacation rentals
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Top-rated vacation rentals in Long Island
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Vacation rentals for every style
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Popular amenities for Long Island vacation rentals
Long Island beach vacation rentals
Home in East Haven
4.96 out of 5 average rating, 120 reviewsThe Breakaway - a waterfront gem.
Guest suite in Long Beach
4.97 out of 5 average rating, 106 reviewsPura Vida Long Beach, walk to beach, shops etc.
Home in Rocky Point
4.9 out of 5 average rating, 205 reviewsThe Katalpa House -by the beach
Home in Shirley
4.98 out of 5 average rating, 193 reviewsLuxurious Waterfront All Season Home Private Beach
Home in Mattituck
4.93 out of 5 average rating, 103 reviewsModern Farmhouse Steps to Beach & Love Lane
Loft in Milford
4.92 out of 5 average rating, 119 reviewsLovely water front lower-level loft, free parking
Cottage in Milford
4.97 out of 5 average rating, 268 reviewsFall Sale|Cozy Cottage |Walk to Beach|Pet-friendly
Rental unit in Long Beach
4.87 out of 5 average rating, 101 reviewsFrida Studio by the Ocean
Long Island home rentals
Home in Elmont
4.96 out of 5 average rating, 195 reviewsCozy 1BR 1FB Queen Suite in Elmont near UBS Arena
Home in Greenport
4.91 out of 5 average rating, 270 reviews1830 Historic garden wing - walk to it all
Home in Stamford
4.99 out of 5 average rating, 141 reviewsSTAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING
Home in Freeport
4.87 out of 5 average rating, 316 reviewsCOZY STUDIO with Private Bath Close to LIRR
Home in Centerport
4.94 out of 5 average rating, 132 reviewsThe Harbor House: Beachfront Home 1 hour from NYC
Home in Branford
4.92 out of 5 average rating, 398 reviewsAdorable Beach House on the Long Island Sound
Home in Greenport
4.94 out of 5 average rating, 156 reviewsHarbor Heights
Home in West Sayville
4.95 out of 5 average rating, 100 reviewsSeaside Getaway w/two queen beds & 55” 4KTV +
Vacation rentals with pools in Long Island
Guest suite in Redding
4.91 out of 5 average rating, 133 reviewsArtist Retreat in Beautiful Country Setting
Cottage in Guilford
4.96 out of 5 average rating, 168 reviewsLuxury cottage by the sea with hot tub and pool
Cottage in Southampton
4.96 out of 5 average rating, 175 reviewsSecluded Southampton Cottage w/Pool & Spa
Home in Stamford
4.96 out of 5 average rating, 233 reviewsMidcentury Modern ZenHouse Sculptor Studio
Home in Cutchogue
4.97 out of 5 average rating, 113 reviewsSecluded Farmhouse - Studio Apartment Style Unit
Bungalow in Montauk
4.91 out of 5 average rating, 558 reviewsMontauk Oceanview with Fireplace (2)
Home in Hampton Bays
4.98 out of 5 average rating, 125 reviewsBeach House Feel - newly renovated backyard Oasis
Home in Southampton
4.95 out of 5 average rating, 143 reviewsPool Until Oct22! Dogs StayFree! Kayaks, Waterview
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.
Destinations to explore
- New City Vacation rentals
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- Montauk Vacation rentals
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- Jersey City Vacation rentals
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- Things to do Long Island
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