
Holiday Homes in Long Island
Find and book unique holiday homes on Airbnb
Top-rated Holiday Homes in Long Island
Guests agree: These holiday homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Long Island holiday homes
Family-Friendly holiday homes

Modern & Cozy Beach House - Walk to Ocean Beach

Lovely Apartment~ Fully Furnished, Private Yard

Bay Front Beach House 49E

2 BR apartment near ocean in Hither Hills

Bright and Beautiful Matunuck Beach House

2BR Oceanview Shore House, walk to beach/nightlife

Spacious Oceanfront Getaway with Spectacular Views

Southampton Duplex with private Hotub + backyard
Holiday home rentals with a patio

Modern Coastal Home with Pool

PINES Cozy Beach Hideaway with modern touches

The Peaceful Beach House

Renovated North Fork Retreat-Rental Permit #0781

Comfort of Home at Old Colony Beach

Luxury Designer 3 bedroom ( office) vacation home.

Lovely vacation home, steps away from the ocean!

Vacation home with pool by the North Fork
Holiday home rentals with a washing machine and dryer

Lovely 2-Bedroom Elmont Apartment (Lower Level)

Home on the lake and bay - 5 min from Greenport

Updated 3-bedroom Mystic cottage with water view

Cozy beach house

The Perfect Shelter Island Getaway! With Pool

Beach house

Montauk Memories

Private Family / Biz Retreat
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Ocean City Holiday rentals
- Serviced apartment rentals Long Island
- Chalet rentals Long Island
- Rentals with a fire pit Long Island
- Rentals with a washing machine and dryer Long Island
- Rentals with a patio Long Island
- Rentals with outdoor seating Long Island
- Farmstay rentals Long Island
- Rentals with beach access Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Rentals with lake access Long Island
- Cottage rentals Long Island
- Bed and breakfasts Long Island
- Apartment rentals Long Island
- House rentals Long Island
- Villa rentals Long Island
- Rentals with a hot tub Long Island
- Mansion rentals Long Island
- Private suite rentals Long Island
- Rentals with a fireplace Long Island
- Ski-in/ski-out rentals Long Island
- Beachfront rentals Long Island
- Guesthouse rentals Long Island
- Rentals with a home theatre Long Island
- Boutique hotel rentals Long Island
- Family-friendly rentals Long Island
- Fitness-friendly rentals Long Island
- Condo rentals Long Island
- Rentals with breakfast Long Island
- Rentals with pools Long Island
- Tiny house rentals Long Island
- Rentals with an accessible height toilet Long Island
- Rentals with a sauna Long Island
- Bungalow rentals Long Island
- Pet-friendly rentals Long Island
- Hotel rentals Long Island
- Luxury rentals Long Island
- Smoking-friendly rentals Long Island
- Townhouse rentals Long Island
- Rentals with a kayak Long Island
- Waterfront rentals Long Island
- Beach house rentals Long Island
- Rentals with an accessible height bed Long Island
- Holiday home rentals New York
- Holiday home rentals United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Barclays Center
- Jones Beach
- MetLife Stadium
- Yale University
- Fairfield Beach
- Citi Field
- Yankee Stadium
- Southampton Beach
- Central Park Zoo
- Rye Beach
- Cooper's Beach, Southampton
- United Nations Headquarters
- Gilgo Beach
- USTA Billie Jean King National Tennis Center
- Grand Central Terminal
- Statue of Liberty
- Empire State Building
- Robert Moses State Park
- Radio City Music Hall
- Things to do Long Island
- Tours Long Island
- Art and culture Long Island
- Entertainment Long Island
- Food and drink Long Island
- Sightseeing Long Island
- Nature and outdoors Long Island
- Sports activities Long Island
- Things to do New York
- Wellness New York
- Sightseeing New York
- Entertainment New York
- Tours New York
- Sports activities New York
- Food and drink New York
- Nature and outdoors New York
- Art and culture New York
- Things to do United States
- Tours United States
- Sports activities United States
- Food and drink United States
- Entertainment United States
- Sightseeing United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States