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

Sunny Modern Oasis in Portland’s Trendy East End

Fantastic Waterfront Views

Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Large, light filled 4 bedroom house - walk to ocean and ferry

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub

The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

Beautiful house on the Harpswell Peninsula over looking Casco Bay

Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi
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 | 647 Holiday Homes |
|---|---|
Lowest Price | NZ$131 |
Highest Price | NZ$2,128 |
Popular accommodation | Sunny Modern Oasis in Portland’s Trendy East End, Fantastic Waterfront Views, Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!, Large, light filled 4 bedroom house - walk to ocean and ferry, The Perfect Beach Escape: Cozy 4-Bedroom Retreat, Bright & breezy beach house w/ private backyard, central AC, & relaxing hot tub, The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach, Beautiful house on the Harpswell Peninsula over looking Casco Bay, Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi |
Top trending hotels in Long Island

Clarion Hotel Portland Airport ME

The Westin Portland Harborview

Portland Regency Hotel & Spa

Tru by Hilton Portland Airport Area
More ways to explore Long Island
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^Subject to availability and chosen travel dates.
