
Holiday rentals in Long Island
Find and book unique accommodation on Airbnb
Top-rated holiday 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!

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.

Stunning Farmhouse in NoFo I Heated Pool, Wineries
Modern Farmhouse Oasis | Private Pool | Near Hamptons & North Fork Escape to a stylish sanctuary where modern design meets pastoral charm. Set on a private, one-acre land, this farmhouse is a masterclass in coastal living. Enjoy sun-drenched lounge areas, a sparkling pool, and the constant, cooling luxury of Atlantic breezes. Inside, the home offers a seamless blend of contemporary interiors, and high-speed Wi-Fi—perfect for a peaceful retreat or a "work-from-anywhere" getaway.

Hamptons Style Cottage close to everything!
Hamptons style cottage home is family friendly with a wonderful, fully equipped, kitchen to cook-in and spa inspired marble bathroom with huge shower and soaking tub to relax in. Rear patio with nicely landscaped yard shaded or unshaded by a large retractable awing. Located in Patchogue on a quiet block just a short walk to the fire island ocean ferries, restaurants, town's bustling main street, local bay beaches, and parks. Perfect for a weekend getaway or an extended stay!

Beautiful Retreat by the Beach, La Casita Flora
Guest apartment has a private entrance and includes one bedroom, bathroom, kitchenette, office with sofa bed, and large sunny balcony. You can walk everywhere from here! It is a five minute walk to the beautiful beach and boardwalk. The train station to NYC and JFK is one block away. A grocery store, restaurants, coffee shop, brewery, pharmacy, and other amenities are minutes away. Many guests comment that I keep the space "sparkling clean".

Luxury modern farmhouse with heated pool & hot tub
*pool closed November to end of April This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

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.

Coastal Villa Suite pool•sauna•gym•theater•beach
Not many places can offer this many amenities: 15 seat movie theater🍿🎥🎞️ , full gym 🏋️, sauna room🧖♀️, and pool table 🎱! Outdoors, you can enjoy the fire pit🔥, nearby beaches⛱, hot tub♨️, heated pool🏊🏾♂️, children’s playground🏞, a huge soccer/football field ⚽️🥅🏈, 2 off road go karts 🏁🏎️!
Popular amenities for Long Island holiday rentals
Other great holiday rentals in Long Island

Charming Beach Cottage, Vineyards & Sunset Views

Stunning Guest Suite in Medford

Beach home waterfront LI amazing view 3/3 bed bath

Toes in the Sand Beach Cottage

Dockside 2BR | Prime Location on the Marina Unit B

Secluded Glamping | Open Dining | Harbor Sunsets

Light-filled Retreat by the Bay

One bedroom basement apartment
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.
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Rentals with an accessible-height toilet Long Island
- Rentals with a cinema Long Island
- Chalet rentals Long Island
- Aparthotel rentals Long Island
- Rentals with a washing machine and dryer Long Island
- Luxury rentals Long Island
- Hotel rooms Long Island
- Rentals with a fireplace Long Island
- Villa rentals Long Island
- Rentals with beach access Long Island
- Rentals with a kayak Long Island
- House rentals Long Island
- Waterfront rentals Long Island
- Bungalow rentals Long Island
- Motorhome rentals Long Island
- Guest house rentals Long Island
- Tent rentals Long Island
- Rentals with breakfast Long Island
- Hostel rentals Long Island
- Rentals with a patio Long Island
- Holiday home rentals Long Island
- Resort rentals Long Island
- Smoking-friendly rentals Long Island
- Townhouse rentals Long Island
- Cottage rentals Long Island
- Mansion rentals Long Island
- Rentals with a hot tub Long Island
- Tiny house rentals Long Island
- Ski-in/ski-out rentals Long Island
- Rentals with an accessible-height bed Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Beach house rentals Long Island
- Rentals with pools Long Island
- Rentals with a sauna Long Island
- Rentals with outdoor seating Long Island
- Beachfront rentals Long Island
- Private suite rentals Long Island
- Flat rentals Long Island
- Farm stay rentals Long Island
- Serviced apartment rentals Long Island
- Pet-friendly rentals Long Island
- Boutique hotels Long Island
- Cabin rentals Long Island
- Rentals with lake access Long Island
- Rentals with a firepit Long Island
- Bed and breakfasts Long Island
- Boat rentals Long Island
- Family-friendly rentals Long Island
- Fitness-friendly rentals Long Island
- Apartment rentals Long Island
- Times Square
- Madison Square Garden
- New York City Center
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Brooklyn Bridge
- Bronx Zoo
- Yankee Stadium
- Rockefeller Center
- United Nations Headquarters
- Jones Beach
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Ohel Chabad-Lubavitch
- Statue of Liberty
- Radio City Music Hall
- USTA Billie Jean King National Tennis Center
- Cooper's Beach, Southampton
- The Metropolitan Museum of Art
- Fairfield Beach
- Things to do Long Island
- Art and culture Long Island
- Nature and outdoors Long Island
- Tours Long Island
- Food and drink Long Island
- Sightseeing Long Island
- Entertainment Long Island
- Sports activities Long Island
- Things to do New York
- Sports activities New York
- Art and culture New York
- Entertainment New York
- Sightseeing New York
- Food and drink New York
- Nature and outdoors New York
- Tours New York
- Things to do United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Sightseeing United States
- Entertainment United States
- Food and drink United States
- Tours United States
- Nature and outdoors United States




