Book Holiday Homes in Greenport
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Featured Holiday Homes in Greenport

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

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

Stunning Waterfront Home with Private Beach!

Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Driftwood Cottage by RoveTravel| 3BR Quiet Cottage

Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton

The Cooper-Burke House
Greenport 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 Greenport vacation homes are the perfect way for you to wing it.
Holiday houses in Greenport 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 Greenport 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 Greenport adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Greenport 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 Greenport 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.
Greenport Holiday Homes essential information
Accommodation | 1969 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Mid-Century Modern Beach House: Private Beach Access, Pool, and Chef’s Kitchen, Charming Two-Story Retreat in Southampton Village walk to town, beach and train., Stunning Waterfront Home with Private Beach!, Perfect East Hampton Getaway!Pool, HotTub, PirateShip, Trampoline, Walk to Beach, Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor , Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach, Driftwood Cottage by RoveTravel| 3BR Quiet Cottage, Retro Modern 3-Bedroom House with Heated Pool, Large Deck, WiFi in East Hampton, The Cooper-Burke House |
Holiday Homes in Greenport
Top Locations for Holiday Homes in Greenport
Top trending hotels in Greenport

Greenporter Hotel

Silver Sands Motel & Beach Bungalows

Sound View Greenport

The Harbor Front Inn
More ways to explore Greenport
Top picks
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^Subject to availability and chosen travel dates.