Long Island vacation rentals
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Top-rated vacation rentals in Long Island
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Enjoy the designer kitchen with all new appliances, as well as a brand new bathroom, updated bedrooms and outdoor shower. This chic 2-bedroom, 1-bathroom home, which can sleep up to 5, has been designed with an eye for detail, style and relaxation. The master bedroom enjoys a queen sized bed that's perfect for 2 adults. The second bedroom can accommodate up to 3 people with a double bed for two people, and a single bed for one person. Only 80-miles from Manhattan, a 90-minute drive and close to the towns of Jamesport, Southold and Greenport, The Beach Cottage is the perfect summer escape. Stay on the property for swimming, paddle boarding, beach walks and BBQs or venture out to enjoy all the North Fork has to offer. Wine tasting at the French run winery Croteaux, lunch at the world class North Fork Table and Inn, shop at the many Organic Farms or explore the charming historic seaport village of Greenport, all short drives from the cottage. Upon request, Pets are allowed, for an extra fee of $200 per stay. Guests have access the entire property, including a private path to the beach. This stylish retreat is nestled on a private Soundfront beach at the end of a 7-acre property. Wine tasting at Croteaux, lunch at world-class North Fork Table and Inn, and the historic seaport village of Greenport are all within a short drive. The closest Jitney stop is Aquebogue or Riverhead. I am an Australian born designer that lives in NYC and has been renovating homes for the past several years. Our Flatiron loft in NYC was featured in Dwell Magazine, I designed the Upper West Side apartment for the founder & CEO of Soul Cycle, and my husband and I recently renovated our family's weekend beach house on the North Fork. I have a passion for turning houses into homes by bringing the clean, breezy and natural aesthetic, inspired by my homeland in Australia.
Mar 24 – 31
Home in Long Island
4.98 out of 5 average rating, 122 reviewsEco-friendly Apartment. in Cozy home pvt entrance.
This stylish place to stay is perfect for anyone looking to get away! You have own entire floor with private entrance, and many amenities. This spacious airbnb comes with fully stocked entertainment system, work out equipment, fire place, super fast wifi. This aribnb is located by prime locations such as 20 mins to jones & long beach, 15 minutes to nautica mile, roosevelt field mall, 10 minutes to Eisenhower Park, 5 mins to Nassau Coliseum, 20 min to USB arena + more. your bathroom is private.
Jul 10 – 17
Apartment in Patchogue
4.88 out of 5 average rating, 144 reviews1 Bedroom Apartment on Long Island
Bright & clean 1br apartment with private entrance on a quiet street. Refrigerator, microwave, keurig incl 2 miles to downtown restaurants, bars, breweries, shopping 10 miles to winery & vineyards 3 miles to beaches 3 miles to Fire Island Ferry 30miles to NYC 3 miles to Baseball Heaven 10 miles to Stonybrook University & hospital 1 mile to public horse farm & stable 3 miles to St Joseph's College .5 mile to Long Island Community Hospital 1 mile to hiking 45min to JFK 10min to McArthur airport
Jul 25 – Aug 1
Vacation rentals for every style
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Popular amenities for Long Island vacation rentals
Other great vacation rentals in Long Island
Apartment in West Babylon
4.98 out of 5 average rating, 120 reviewsLoft 36 | King Sized Spacious Apartment
May 12 – 19
Home in Amityville
4.86 out of 5 average rating, 126 reviewsBeautiful Long Island Studio-No Cleaning Fee
Nov 13 – 20
Guest suite in Cutchogue
4.88 out of 5 average rating, 582 reviewsWalk to Vineyards, Beaches, Farms & Town
Sep 8 – 15
Home in Elmont
4.89 out of 5 average rating, 258 reviewsStylish Luxe Apartment!
Nov 13 – 20
Home in Centerport
4.95 out of 5 average rating, 111 reviewsThe Harbor House: Beachfront Home 1 hour from NYC
Jun 20 – 27
Camper/RV in West Babylon
4.91 out of 5 average rating, 126 reviewsThe Cozy Camper
Jun 10 – 17
Home in Brookhaven
4.95 out of 5 average rating, 122 reviewsBeautiful & Independent Guest House near the water
Mar 4 – 11
Apartment in Bethpage
4.97 out of 5 average rating, 210 reviewsComfy studio in Bethpage
Apr 13 – 20
Apartment in Hempstead
4.89 out of 5 average rating, 108 reviewsINDUSTRIAL Themed Couples Getaway
Jun 17 – 24
Home in Port Jefferson
4.95 out of 5 average rating, 133 reviewsThe Hidden Retreat ~ Family friendly Walk to Beach
Apr 8 – 15
Guesthouse in East Meadow
4.95 out of 5 average rating, 134 reviewsPetite Cottage
Oct 15 – 22
Apartment in Huntington
4.91 out of 5 average rating, 149 reviewsClean, Cozy Studio - 1 hr to NYC & Hamptons.
Mar 22 – 29
Other great vacation rentals in Long Island
Apartment in New Haven
4.96 out of 5 average rating, 238 reviewsUrban Sanctuary
Apr 30 – May 7
Apartment in Port Jefferson Station
4.97 out of 5 average rating, 141 reviewsAll Private Bright Spacious Close to All
Feb 28 – Mar 7
Guest suite in Patchogue
4.93 out of 5 average rating, 265 reviewsShores Retreat Suite - Peaceful Relaxation
May 29 – Jun 5
Townhouse in Cambria Heights
4.92 out of 5 average rating, 157 reviewsCozy Cambria
Jan 22 – 29
Bungalow in Hampton Bays
4.88 out of 5 average rating, 34 reviewsCozy Bungalow Near the Ocean
Jan 24 – 31
Apartment in Center Moriches
5.0 out of 5 average rating, 18 reviewsModern Private Studio Perfect for Relaxing Getaway
Apr 13 – 20
Guesthouse in Sayville
4.98 out of 5 average rating, 43 reviewsCottage: Walk to the bay, ferries and town center.
May 5 – 12
Apartment in Medford
4.91 out of 5 average rating, 23 reviewsBlue apartment in Long Island, Ny
Oct 4 – 11
Cottage in Yaphank
4.84 out of 5 average rating, 45 reviewsBeautiful Waterfront Cottage
Jan 1 – 8
Apartment in Medford
4.89 out of 5 average rating, 87 reviewsCozy Apartment with King Bed - Separate Entrance
Aug 11 – 18
Place to stay in Coram
5.0 out of 5 average rating, 50 reviewsT&T Unique Space
Apr 29 – May 6
Guesthouse in Seaford
4.98 out of 5 average rating, 62 reviewsModern Adventure Studio/Seaford
May 25 – Jun 1
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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