Book Holiday Homes in Port Jefferson
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Featured Holiday Homes in Port Jefferson

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Cozy Ocean Front Retreat with Private Beach!

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
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Mastic Beach Surf House

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

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

Bright Milford Beach House w/ Outdoor Shower

Cozy retreat with fenced in yard—centrally located in the heart of Long Island.
Port Jefferson 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 Port Jefferson vacation homes are the perfect way for you to wing it.
Holiday houses in Port Jefferson 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 Port Jefferson 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 Port Jefferson adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Port Jefferson 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 Port Jefferson 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.
Port Jefferson Holiday Homes essential information
Accommodation | 352 Holiday Homes |
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Lowest Price | AU$192 |
Highest Price | AU$1,500 |
Popular accommodation | Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , Cozy Ocean Front Retreat with Private Beach!, 11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms, Mastic Beach Surf House, Spacious home near Aquarium & heart of wine country Shopping & close to Hamptons, Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY, Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use., Bright Milford Beach House w/ Outdoor Shower, Cozy retreat with fenced in yard—centrally located in the heart of Long Island. |
Holiday Homes in Port Jefferson
Top Locations for Holiday Homes in Port Jefferson
Top trending hotels in Port Jefferson
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Danfords Hotel and Marina

Radisson Hotel Hauppauge-Long Island
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Hyatt Regency Long Island
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Trumbull Marriott Shelton
More ways to explore Port Jefferson
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^Subject to availability and chosen travel dates.