Long Island vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Long Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Cottage in Riverhead

4.98 out of 5 average rating, 126 reviews

Savor 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

G$155,721 GYD per night
Guest favorite

Home in Long Island

4.98 out of 5 average rating, 122 reviews

Eco-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

G$31,248 GYD per night
Guest favorite

Apartment in Patchogue

4.88 out of 5 average rating, 144 reviews

1 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

G$24,845 GYD per night

Popular amenities for Long Island vacation rentals

Other great vacation rentals in Long Island

Guest favorite

Apartment in West Babylon

4.98 out of 5 average rating, 120 reviews

Loft 36 | King Sized Spacious Apartment

May 12 – 19

G$31,256 GYD per night
Guest favorite

Home in Amityville

4.86 out of 5 average rating, 126 reviews

Beautiful Long Island Studio-No Cleaning Fee

Nov 13 – 20

G$24,707 GYD per night
Guest favorite

Guest suite in Cutchogue

4.88 out of 5 average rating, 582 reviews

Walk to Vineyards, Beaches, Farms & Town

Sep 8 – 15

G$33,882 GYD per night
Guest favorite

Home in Elmont

4.89 out of 5 average rating, 258 reviews

Stylish Luxe Apartment!

Nov 13 – 20

G$30,566 GYD per night
Guest favorite

Home in Centerport

4.95 out of 5 average rating, 111 reviews

The Harbor House: Beachfront Home 1 hour from NYC

Jun 20 – 27

G$150,440 GYD per night
Guest favorite

Camper/RV in West Babylon

4.91 out of 5 average rating, 126 reviews

The Cozy Camper

Jun 10 – 17

G$19,649 GYD per night
Guest favorite

Home in Brookhaven

4.95 out of 5 average rating, 122 reviews

Beautiful & Independent Guest House near the water

Mar 4 – 11

G$36,484 GYD per night
Guest favorite

Apartment in Bethpage

4.97 out of 5 average rating, 210 reviews

Comfy studio in Bethpage

Apr 13 – 20

G$19,717 GYD per night
Guest favorite

Apartment in Hempstead

4.89 out of 5 average rating, 108 reviews

INDUSTRIAL Themed Couples Getaway

Jun 17 – 24

G$23,725 GYD per night
Superhost

Home in Port Jefferson

4.95 out of 5 average rating, 133 reviews

The Hidden Retreat ~ Family friendly Walk to Beach

Apr 8 – 15

G$93,181 GYD per night
Guest favorite

Guesthouse in East Meadow

4.95 out of 5 average rating, 134 reviews

Petite Cottage

Oct 15 – 22

G$18,492 GYD per night
Guest favorite

Apartment in Huntington

4.91 out of 5 average rating, 149 reviews

Clean, Cozy Studio - 1 hr to NYC & Hamptons.

Mar 22 – 29

G$20,653 GYD per night

Other great vacation rentals in Long Island

Guest favorite

Apartment in New Haven

4.96 out of 5 average rating, 238 reviews

Urban Sanctuary

Apr 30 – May 7

G$20,488 GYD per night
Guest favorite

Apartment in Port Jefferson Station

4.97 out of 5 average rating, 141 reviews

All Private Bright Spacious Close to All

Feb 28 – Mar 7

G$28,509 GYD per night
Guest favorite

Guest suite in Patchogue

4.93 out of 5 average rating, 265 reviews

Shores Retreat Suite - Peaceful Relaxation

May 29 – Jun 5

G$39,324 GYD per night
Guest favorite

Townhouse in Cambria Heights

4.92 out of 5 average rating, 157 reviews

Cozy Cambria

Jan 22 – 29

G$23,696 GYD per night
Guest favorite

Bungalow in Hampton Bays

4.88 out of 5 average rating, 34 reviews

Cozy Bungalow Near the Ocean

Jan 24 – 31

G$26,562 GYD per night
Guest favorite

Apartment in Center Moriches

5.0 out of 5 average rating, 18 reviews

Modern Private Studio Perfect for Relaxing Getaway

Apr 13 – 20

G$26,904 GYD per night
Guest favorite

Guesthouse in Sayville

4.98 out of 5 average rating, 43 reviews

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

May 5 – 12

G$21,920 GYD per night
Guest favorite

Apartment in Medford

4.91 out of 5 average rating, 23 reviews

Blue apartment in Long Island, Ny

Oct 4 – 11

G$23,046 GYD per night
Guest favorite

Cottage in Yaphank

4.84 out of 5 average rating, 45 reviews

Beautiful Waterfront Cottage

Jan 1 – 8

G$31,027 GYD per night
Guest favorite

Apartment in Medford

4.89 out of 5 average rating, 87 reviews

Cozy Apartment with King Bed - Separate Entrance

Aug 11 – 18

G$22,162 GYD per night
Guest favorite

Place to stay in Coram

5.0 out of 5 average rating, 50 reviews

T&T Unique Space

Apr 29 – May 6

G$24,710 GYD per night
Guest favorite

Guesthouse in Seaford

4.98 out of 5 average rating, 62 reviews

Modern Adventure Studio/Seaford

May 25 – Jun 1

G$22,737 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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