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 home rentals
Home in Levittown
4.94 out of 5 average rating, 105 reviewsConfortable House
Home in Elmont
4.97 out of 5 average rating, 206 reviewsCozy 1BR 1FB Queen Suite in Elmont near UBS Arena
Home in East Haven
4.96 out of 5 average rating, 128 reviewsThe Breakaway - a waterfront gem.
Home in Rocky Point
4.89 out of 5 average rating, 212 reviewsThe Katalpa House -by the beach
Home in Milford
4.98 out of 5 average rating, 188 reviewsDesigner Beach Retreat on Exclusive Cedar Beach
Home in Shirley
4.98 out of 5 average rating, 197 reviewsLuxurious Waterfront All Season Home Private Beach
Home in Mattituck
4.93 out of 5 average rating, 112 reviewsModern Farmhouse Steps to Beach & Love Lane
Home in Greenport
4.93 out of 5 average rating, 164 reviewsHarbor Heights
Long Island beach vacation rentals
Guest suite in Northport
4.94 out of 5 average rating, 101 reviewsCoastal Villa Suite pool•sauna•gym•theater•beach
Cabin in Shirley
4.85 out of 5 average rating, 133 reviewsA-Frame cabin with private beach & epic sunsets
Loft in Milford
4.93 out of 5 average rating, 125 reviewsLovely water front lower-level loft, free parking
Bungalow in Montauk
4.9 out of 5 average rating, 569 reviewsMontauk Oceanview with Fireplace (2)
Home in East Hampton
4.95 out of 5 average rating, 404 reviewsSilver House: 3BR Home with Private Beach Access
Rental unit in Long Beach
4.88 out of 5 average rating, 104 reviewsFrida Studio by the Ocean
Guesthouse in Southampton
4.96 out of 5 average rating, 436 reviewsTiny Home in Prime Spot in Southampton Village
Cottage in Westbrook
4.88 out of 5 average rating, 125 reviewsPeaceful Riverfront Cottage w/Dock, Walk to Beach
Beach home rentals in Long Island
Home in Freeport
4.92 out of 5 average rating, 135 reviewsBeautiful, Comfortable, Modern NY Home
Home in Wading River
4.96 out of 5 average rating, 486 reviewsYour Zen Retreat
Home in Stamford
4.79 out of 5 average rating, 115 reviewsSmall Studio. Private Entrance and bathroom
Home in Hampton Bays
4.94 out of 5 average rating, 120 reviewsPeaceful Retreat in Immaculate Architect’s House
Home in Sayville
4.97 out of 5 average rating, 144 reviews1 bedroom apt In the beautiful town of Sayville
Home in Hampton Bays
4.99 out of 5 average rating, 104 reviewsFall Special Close to Beach
Home in Sag Harbor
4.85 out of 5 average rating, 258 reviewsExclusive Sag Harbor Compound
Home in Sag Harbor
4.96 out of 5 average rating, 274 reviewsSag Harbor Cottage, Walk to the Beach!
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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- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
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- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes