Book Holiday Homes in Long Island
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Featured Holiday Homes in Long Island

Luxury Cozy 1-bedroom Brooklyn Brownstone

Prime Location: King Beds, Outdoor Space, Bbq Grill, Parking, WiFi, Safe Area 😍

Charming 2-bedroom Brownstone with Bar and Balcony in enchanting Brooklyn

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Hamptons Retreat

Serene Beach Cottage Robbins Rest, Fire Island

Sag Harbor Village Gem

Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen

Perfect Mid-Century Private Waterfront East Hampton Retreat!
Long Island Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Long Island vacation homes are the perfect way for you to wing it.
Holiday houses in Long Island let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Long Island in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Long Island adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Long Island with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Long Island vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Long Island Holiday Homes essential information
Accommodation | 489 Holiday Homes |
---|---|
Lowest Price | NZ$230 |
Highest Price | NZ$990 |
Popular accommodation | Luxury Cozy 1-bedroom Brooklyn Brownstone, Prime Location: King Beds, Outdoor Space, Bbq Grill, Parking, WiFi, Safe Area 😍, Charming 2-bedroom Brownstone with Bar and Balcony in enchanting Brooklyn, Charming Two-Story Retreat in Southampton Village walk to town, beach and train., Hamptons Retreat, Serene Beach Cottage Robbins Rest, Fire Island, Sag Harbor Village Gem , Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen, Perfect Mid-Century Private Waterfront East Hampton Retreat! |
Top Locations for Holiday Homes in Long Island
More accommodations in Long Island
Top trending hotels in Long Island

Comfort Inn JFK Airport

SpringHill Suites by Marriott New York Queens

LIC Manhattan View Hotel

EVEN Hotel Brooklyn by IHG
More ways to explore Long Island
Top picks
- Hotels near Brooklyn Bridge
- Hotels in Union Square
- Hotels in Midtown
- Hotels in Upper West Side
- Henrietta Accommodation
- Luxury Hotels in St. Lawrence Seaway
- Cheap Hotels in SoHo
- Cheap Hotels in Manhattan
- Hotels in East Village
- Apartment Hotels in Midtown
- Hotels in Downtown Buffalo
- Hotels in Hell's Kitchen
- Boutique Hotels in Lower East Side
- Hamptons Accommodation
- Romantic Hotels in Hamptons
- Fire Island Accommodation
- Boutique Hotels in Greenwich Village
- Hotels in Greenwich Village
- Boutique Hotels in Upper East Side
- Hotels in Theater District
- Long Island City Accommodation
- Staten Island Accommodation
- Hotels in Queens
- Apartment Hotels in Bayside
- Hotels in Upper East Side
- Hotels in Manhattan
- Brooklyn Accommodation
- Apartment Hotels in Manhattan
- Apartment Hotels in Upper East Side
- Astoria Accommodation
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.