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

Centereach
With a stay at this vacation home in Centereach, you'll be within a 5-minute drive of Stony Brook University and Smithaven Mall.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Cozy Ocean Front Retreat with Private Beach!

Cozy Ocean Front Retreat with Private Beach!

Milford
Located in Milford, this vacation home is by the ocean, within a 5-minute drive of Silver Sands State Park and The Coastal Center at Milford Point.
Cozy Ocean Front Retreat with Private Beach!
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

Eastport
Located in Eastport, this vacation home is near the beach, a 3-minute walk from Moriches Bay and within a 5-minute drive of Long Island Skydiving Center.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
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Mastic Beach Surf House

Mastic Beach Surf House

Mastic Beach
Located in Mastic Beach, this vacation home is on the waterfront, a 3-minute drive from William Floyd Estate and 7 minutes from Carmans River.
Mastic Beach Surf House
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
The price is AU$1,500 per night from 2 Mar to 3 Mar
AU$1,500
includes taxes & fees
2 Mar - 3 Mar
Located in Riverhead, this vacation home is a 2-minute drive from Roanoke Vineyards and 6 minutes from Long Island National Golf Club.
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

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

Rocky Point
The price is AU$784 per night from 28 Feb to 1 Mar
AU$784
includes taxes & fees
28 Feb - 1 Mar
With a stay at this vacation home in Rocky Point, you'll be within a 5-minute drive of Tesla Science Center at Wardenclyffe and Clifton H. Lee Memorial ...
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.

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

Melville
The price is AU$532 per night from 28 Feb to 1 Mar
AU$532
includes taxes & fees
28 Feb - 1 Mar
With a stay at this vacation home in Melville, you'll be within a 15-minute drive of Bethpage Black State Park Golf Course and Walt Whitman Birthplace State ...
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Bright Milford Beach House w/ Outdoor Shower

Bright Milford Beach House w/ Outdoor Shower

Milford
When you stay at this vacation home in Milford, you'll be on the beach, within a 15-minute drive of Yale University and Yale-New Haven Hospital.
Bright Milford Beach House w/ Outdoor Shower
Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

Cozy retreat with fenced in yard—centrally located in the heart of Long Island.

Huntington Station
With a stay at this vacation home in Huntington Station, you'll be within a 5-minute drive of Cinema Arts Center and Huntington Hospital.
Cozy retreat with fenced in yard—centrally located in the heart of 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.

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
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.

Top trending hotels in Port Jefferson

Danfords Hotel and Marina

Danfords Hotel and Marina

3.5 out of 5
25 E Broadway, Port Jefferson, NY
Fully refundableReserve now, pay when you stay
The price is AU$269 per night from 5 Mar to 6 Mar
AU$269
includes taxes & fees
5 Mar - 6 Mar
With a stay at Danfords Hotel and Marina, you'll be centrally located in Port Jefferson, within a 15-minute drive of Stony Brook University and Maritime ...
Danfords Hotel and Marina
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy, Hauppauge, NY
Fully refundable
The price is AU$192 per night from 10 Mar to 11 Mar
AU$192
includes taxes & fees
10 Mar - 11 Mar
Located in Hauppauge, Radisson Hotel Hauppauge-Long Island is in the suburbs, a 1-minute drive from Hauppauge Industrial Park and 8 minutes from Sunken Meadow ...
Radisson Hotel Hauppauge-Long Island
Hyatt Regency Long Island

Hyatt Regency Long Island

3.5 out of 5
1717 Motor Parkway, Hauppauge, NY
Fully refundableReserve now, pay when you stay
The price is AU$230 per night from 9 Mar to 10 Mar
AU$230
includes taxes & fees
9 Mar - 10 Mar
Located in Hauppauge, Hyatt Regency Long Island is by the ocean, within a 5-minute drive of Hauppauge Industrial Park and Lakeland County Park.
Hyatt Regency Long Island
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Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
The price is AU$235 per night from 9 Mar to 10 Mar
AU$235
includes taxes & fees
9 Mar - 10 Mar
Located in Trumbull, Trumbull Marriott Shelton is in the suburbs, a 2-minute drive from Northeast Medical Group and 6 minutes from Bridgeport Downtown South ...
Trumbull Marriott Shelton
Don't see what you're looking for?
See all available properties in Port Jefferson
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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.

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^Subject to availability and chosen travel dates.