
Vacation rentals in Long Island
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Long Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

Luxurious Waterfront Beach House On The Bay
Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Water front studio apartment with fireplace.
This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

A-Frame cabin with private beach & epic sunsets
Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

Modern farmhouse w/ pool, beach, horses and winery
A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

Cozy studio w/ private entrance
Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area with a pull-out twin bed and seating - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, 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. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Joyful Beach House, viewing The Great South Bay
Amazing Great South Bay view with access to Shorefront and Rider Parks. This Ranch has an unobstructed view of the Shorefront Band Shell. Watch concerts and sunsets from the comfort of your patio. Walk down to the Patchogue Beach Club and enjoy the pool and beach. This open-concept home has 2 bedrooms, one bath, a remodeled bathroom, and a kitchen. The kitchen has stainless steel appliances, a farm sink, and a butcher block countertop with natural lighting that will brighten the home.

Quaint Cottage on Long Island's South Shore.
The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Walk to Vineyards, Beaches, Farms & Town
Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!

Private New Apartment
Open concept living. Cathedral ceilings. 1 Bedroom, Full Bath. Private parking. Patio. 5 minutes from train, 15 minutes to MacArthur Airport. Close to Stony Brook, South shore ocean beaches, and the north shore of Long Island. Perfect if you are planning on heading out east to the wineries!

Cozy Cottage on the Great Pond near beach.
In the heart of wine country is the adorable , nautical inspired cottage surrounded by nature, on a beautiful freshwater pond, a quick walk or bike ride away from a beautiful beach on Long Island Sound. Hiking, fishing, wine tours, farmstands abound!
Popular amenities for Long Island vacation rentals
Long Island home rentals

Beach House in L.I. Wine Country

Nautical Farm House on Working Farm with Animals

Boho Beach House

Sag Harbor home away from home

The Katalpa House -by the beach

Modern 3 Bd Spacious Apartment in PRIME Location

Oceanfront Beach House w/ Private Hot Tub

Brand new house with an all year round hot tub.
Vacation rentals with pools in Long Island

3 BR/Pool. Walk to Beach & Town!

Private Oasis W/Stunning Vinyard and Pool Views

Luxury cottage by the sea with hot tub and pool

Peaceful Retreat in Immaculate Architect’s House

"SOUTH APT." Renovated 1 Br Apt. In Great Location

Waterfront Escape | Private Beach, Pool & Views

The Quail’s Nest

Montauk Oceanview with Fireplace (2)
Home rentals with pools in Long Island

Splendid private cottage

Great Family Times in this 5 Bedroom House

Stylish Beach Getaway: pool & walking location

East Hampton Oasis - Pool and Hot Tub

Amazing Home close to Everything -

1800 Historical EH Home, 1 Mile to Town!

Arkadia House Mid-century retreat with pool & view

Private 1br apt/private entrance/inground pool
Frequently Asked Questions
Where is Long Island located?
Long Island is situated in southeastern New York State, stretching east from New York City into the Atlantic Ocean. The area includes lively communities, coastal towns, and scenic beaches.
When is the best time to visit Long Island?
Late spring through early fall is often recommended for outdoor activities, as temperatures range from around 51–83°F (10–28°C) and rainfall is moderate. Visitors find the area inviting for beach outings, festivals, and exploring parks during these months.
What are some things to do near Long Island?
Long Island has sandy beaches, art galleries, vineyards, and historic estates to explore. Guests often enjoy walking along boardwalks, touring lighthouse sites, and sampling fresh seafood at locally rooted restaurants.
How is the weather near Long Island?
Long Island experiences cold winters, with January averaging 25–39°F (-4–4°C), and warm summers, reaching 67–83°F (20–28°C) in July. Rain falls throughout the year, so packing layers and a rain jacket is suggested.
All about 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.
What are the 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
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Washington Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Bed and breakfasts Long Island
- Rentals with lake access Long Island
- Rentals with a home theater Long Island
- Chalet rentals Long Island
- Rentals with a fireplace Long Island
- Rentals with breakfast Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Rentals with an accessible height toilet Long Island
- Serviced apartment rentals Long Island
- RV rentals Long Island
- Boutique hotels Long Island
- Ski-in/ski-out rentals Long Island
- Apartment rentals Long Island
- Private suite rentals Long Island
- Cottage rentals Long Island
- Rentals with a patio Long Island
- Rentals with a kayak Long Island
- Pet-friendly rentals Long Island
- Aparthotel rentals Long Island
- Mansion rentals Long Island
- Bungalow rentals Long Island
- Guesthouse rentals Long Island
- Waterfront rentals Long Island
- Villa rentals Long Island
- Condo rentals Long Island
- Rentals with beach access Long Island
- Rentals with a washer and dryer Long Island
- Rentals with a sauna Long Island
- Rentals with an accessible height bed Long Island
- Rentals with pools Long Island
- Vacation home rentals Long Island
- Cabin rentals Long Island
- Rentals with a fire pit Long Island
- Luxury rentals Long Island
- Hostel rentals Long Island
- Beachfront rentals Long Island
- Boat rentals Long Island
- Family-friendly rentals Long Island
- Fitness-friendly rentals Long Island
- Farmstay rentals Long Island
- Rentals with a hot tub Long Island
- Resort rentals Long Island
- Hotel rooms Long Island
- House rentals Long Island
- Smoking-friendly rentals Long Island
- Townhouse rentals Long Island
- Tent rentals Long Island
- Tiny house rentals Long Island
- Rentals with outdoor seating Long Island
- Beach house rentals Long Island
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Columbia University
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Yale University
- Bronx Zoo
- Grand Central Terminal
- Ohel Chabad-Lubavitch
- Yankee Stadium
- United Nations Headquarters
- Jones Beach
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Old Glory Park
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Cooper's Beach, Southampton
- The Metropolitan Museum of Art
- Things to do Long Island
- Tours Long Island
- Art and culture Long Island
- Sports activities Long Island
- Entertainment Long Island
- Food and drink Long Island
- Nature and outdoors Long Island
- Sightseeing Long Island
- Things to do New York
- Entertainment New York
- Art and culture New York
- Nature and outdoors New York
- Tours New York
- Sports activities New York
- Sightseeing New York
- Food and drink New York
- Things to do United States
- Tours United States
- Sightseeing United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Entertainment United States
- Nature and outdoors United States




