Book Holiday Homes in Long Island

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Featured Holiday Homes in Long Island

Spacious 5-bedroom house in enjoyable Brooklyn

Spacious 5-bedroom house in enjoyable Brooklyn

Brooklyn NY
With a stay at this vacation home in Brooklyn, you'll be within a 10-minute drive of Barclays Center Brooklyn and Brooklyn Bridge.
Opens in a new windowSpacious 5-bedroom house in enjoyable Brooklyn
LA MAISON DES SIRENES 1, Bohemian and charm,ing 20mn away from city.

LA MAISON DES SIRENES 1, Bohemian and charm,ing 20mn away from city.

brooklyn NY
When you stay at this vacation home in Brooklyn, you'll be near the beach, within a 10-minute drive of Barclays Center Brooklyn and Brooklyn Bridge.
Opens in a new windowLA MAISON DES SIRENES 1, Bohemian and charm,ing 20mn away from city.
Luxury Cozy 1-bedroom Brooklyn Brownstone

Luxury Cozy 1-bedroom Brooklyn Brownstone

Brooklyn NY
The price is AU$453 per night from 18 Mar to 19 Mar
AU$453
18 Mar - 19 Mar
includes taxes & fees
With a stay at this vacation home in Brooklyn, you'll be a 4-minute drive from Barclays Center Brooklyn and 6 minutes from Brooklyn Bridge.
Opens in a new windowLuxury Cozy 1-bedroom Brooklyn Brownstone
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Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons

Riverhead NY
Located in Riverhead, this vacation home is a 2-minute drive from Roanoke Vineyards and 6 minutes from Long Island National Golf Club.
Opens in a new windowSpacious home near Aquarium & heart of wine country Shopping & close to Hamptons
Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Montauk NY
When you stay at this vacation home in Montauk, you'll be on the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point.
Opens in a new windowUnobstructed Ocean Views ! A Beautiful Montauk Getaway
Stunning Brooklyn Brownstone

Stunning Brooklyn Brownstone

Brooklyn NY
The price is AU$2,111 per night from 19 Mar to 20 Mar
AU$2,111
19 Mar - 20 Mar
includes taxes & fees
With a stay at this vacation home in Brooklyn, you'll be a 4-minute drive from Barclays Center Brooklyn and 6 minutes from Brooklyn Bridge.
Opens in a new windowStunning Brooklyn Brownstone
Brooklyn Gem 3 Blocks to Prospect Park: Comfy King Beds, Free Parking, TOP RATED

Brooklyn Gem 3 Blocks to Prospect Park: Comfy King Beds, Free Parking, TOP RATED

Brooklyn NY
The price is AU$931 per night from 31 Mar to 1 Apr
AU$931
31 Mar - 1 Apr
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Brooklyn, within a 10-minute drive of Barclays Center Brooklyn and Brooklyn Bridge.
Opens in a new windowBrooklyn Gem 3 Blocks to Prospect Park: Comfy King Beds, Free Parking, TOP RATED
The SandPiper

The SandPiper

Greenport, NY
With a stay at this vacation home in Greenport (Pipes Cove), you'll be steps from Railroad Museum of Long Island and 3 minutes by foot from East End Seaport ...
Opens in a new windowThe SandPiper
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton NY
With a stay at this vacation home in Southampton, you'll be within a 10-minute drive of The Hamptons Beaches and Southampton Golf Range.
Opens in a new windowDelightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
375 Holiday Homes
Lowest Price
AU$173
Highest Price
AU$2,111
Popular accommodation
Spacious 5-bedroom house in enjoyable Brooklyn, LA MAISON DES SIRENES 1, Bohemian and charm,ing 20mn away from city., Luxury Cozy 1-bedroom Brooklyn Brownstone, Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons, Unobstructed Ocean Views ! A Beautiful Montauk Getaway , Stunning Brooklyn Brownstone, Brooklyn Gem 3 Blocks to Prospect Park: Comfy King Beds, Free Parking, TOP RATED, The SandPiper , Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Top trending hotels in Long Island

Four Points by Sheraton Flushing

Four Points by Sheraton Flushing

3 out of 5
33-68 Farrington St Flushing NY
Fully refundableReserve now, pay when you stay
The price is AU$198 per night from 22 Mar to 23 Mar
AU$198
22 Mar - 23 Mar
includes taxes & fees
With a stay at Four Points by Sheraton Flushing in Flushing (Queens), you'll be within a 5-minute drive of Citi Field and Flushing Meadows-Corona Park.
Opens in a new windowFour Points by Sheraton Flushing
Ly New York Hotel

Ly New York Hotel

2.5 out of 5
15-61 127th St College Point NY
Fully refundable
The price is AU$173 per night from 22 Mar to 23 Mar
AU$173
22 Mar - 23 Mar
includes taxes & fees
With a stay at Ly New York Hotel, you'll be centrally located in College Point, within a 10-minute drive of Citi Field and Flushing Meadows-Corona Park.
Opens in a new windowLy New York Hotel
DoubleTree by Hilton New York JFK Airport

DoubleTree by Hilton New York JFK Airport

3.5 out of 5
135-30 140th Street Jamaica NY
Fully refundableReserve now, pay when you stay
The price is AU$304 per night from 30 Mar to 31 Mar
AU$304
30 Mar - 31 Mar
includes taxes & fees
A stay at DoubleTree by Hilton New York JFK Airport places you in the heart of Jamaica, within a 10-minute drive of Resorts World Casino and Flushing Meadows-Corona ...
Opens in a new windowDoubleTree by Hilton New York JFK Airport
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EVEN Hotel Brooklyn by IHG

EVEN Hotel Brooklyn by IHG

4 out of 5
46 Nevins Street Brooklyn NY
Fully refundable
The price is AU$255 per night from 22 Mar to 23 Mar
AU$255
22 Mar - 23 Mar
includes taxes & fees
EVEN Hotel Brooklyn by IHG is centrally located in Brooklyn, a 5-minute walk from Brooklyn Academy of Music and 9 minutes by foot from Barclays Center ...
Opens in a new windowEVEN Hotel Brooklyn by IHG
Don't see what you're looking for?
See all available properties in Long Island
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

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^Subject to availability and chosen travel dates.