
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

Walk to town, Marina Views, Greenport Village

2BR Oceanview Shore House, walk to beach/nightlife

Spacious Oceanfront Getaway with Spectacular Views
Holiday home rentals with a patio

Modern Coastal Home with Pool

PINES Cozy Beach Hideaway with modern touches

The Peaceful Beach House

Sweet Silver Sands Beach Studio

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!
Holiday home rentals with a washing machine and dryer

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

5* Elegant 4 Bedroom by Beach; Minutes to Mystic

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
- Chalet rentals Long Island
- House rentals Long Island
- Rentals with a hot tub Long Island
- Farmstay rentals Long Island
- Rentals with beach access Long Island
- Mansion rentals Long Island
- Guesthouse rentals Long Island
- Tiny house rentals Long Island
- Smoking-friendly rentals Long Island
- Townhouse rentals Long Island
- Rentals with a sauna Long Island
- Condo rentals Long Island
- Rentals with a fire pit Long Island
- Rentals with breakfast Long Island
- Rentals with a kayak Long Island
- Rentals with a fireplace Long Island
- Rentals with an accessible height toilet Long Island
- Villa rentals Long Island
- Waterfront rentals Long Island
- Beach house rentals Long Island
- Serviced apartment rentals Long Island
- Ski-in/ski-out rentals Long Island
- Bed and breakfasts Long Island
- Bungalow rentals Long Island
- Family-friendly rentals Long Island
- Fitness-friendly rentals Long Island
- Boutique hotel rentals Long Island
- Rentals with an EV charger Long Island
- Loft rentals Long Island
- Rentals with pools Long Island
- Apartment rentals Long Island
- Rentals with an accessible height bed Long Island
- Rentals with outdoor seating Long Island
- Rentals with a patio Long Island
- Beachfront rentals Long Island
- Private suite rentals Long Island
- Rentals with lake access Long Island
- Rentals with a washing machine and dryer Long Island
- Luxury rentals Long Island
- Pet-friendly rentals Long Island
- Hotel rentals Long Island
- Cottage rentals Long Island
- Rentals with a home theatre 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
- Statue of Liberty
- Grand Central Terminal
- Empire State Building
- Robert Moses State Park
- Radio City Music Hall
- Things to do Long Island
- Entertainment Long Island
- Art and culture Long Island
- Food and drink Long Island
- Sports activities Long Island
- Sightseeing Long Island
- Tours Long Island
- Nature and outdoors Long Island
- Things to do New York
- Nature and outdoors New York
- Sports activities New York
- Wellness New York
- Sightseeing New York
- Entertainment New York
- Tours New York
- Art and culture New York
- Food and drink New York
- Things to do United States
- Sightseeing United States
- Tours United States
- Sports activities United States
- Entertainment United States
- Food and drink United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States