Book Holiday Homes in Port Jefferson

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Featured Holiday Homes in Port Jefferson

Business or Weekend escape

Business or Weekend escape

Stratford
The price is AU$219 per night from 24 Nov to 25 Nov
AU$219
includes taxes & fees
24 Nov - 25 Nov
With a stay at this vacation home in Stratford, you'll be within a 10-minute drive of Fairfield University and Perry House.
Business or Weekend escape
Beautiful historic home in Stony Brook!

Beautiful historic home in Stony Brook!

2 out of 5
Stony Brook
With a stay at this vacation home in Stony Brook, you'll be within a 5-minute drive of Stony Brook University and West Meadow Beach Historic District.
Beautiful historic home in Stony Brook!
Coastal Retreat: Waterfront, Deck, Awesome Views

Coastal Retreat: Waterfront, Deck, Awesome Views

Wading River
When you stay at this vacation home in Wading River, you'll be on the beach, within a 5-minute drive of Wildwood State Park and Police Officers Memorial ...
Coastal Retreat: Waterfront, Deck, Awesome Views
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Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Brentwood
The price is AU$231 per night from 9 Dec to 10 Dec
AU$231
includes taxes & fees
9 Dec - 10 Dec
Located in Brentwood, this vacation home is within a 5-minute drive of Hauppauge Industrial Park and Nissequogue River.
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!

Shirley
The price is AU$808 per night from 26 Nov to 27 Nov
AU$808
includes taxes & fees
26 Nov - 27 Nov
With a stay at this vacation home in Shirley, you'll be by the sea, a 4-minute walk from Great South Bay and a 3-minute drive from Smith Point County Park.
3 Story Beach Waterview, 3 KING bed, golf putting green!
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

Stylish Sunset Retreat: Near Beach, Pool, Hot Tub

Wading River
When you stay at this vacation home in Wading River, you'll be by the sea, within a 5-minute drive of Wading River Landing and Duck Pond Park.
Stylish Sunset Retreat: Near Beach, Pool, Hot Tub
Cozy Modern Ranch House Near Bellport/Hamptons

Cozy Modern Ranch House Near Bellport/Hamptons

Brookhaven
Located in Brookhaven, this vacation home is a 4-minute drive from Great South Bay and 6 minutes from Carmans River.
Cozy Modern Ranch House Near Bellport/Hamptons
Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach

Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach

Milford
When you stay at this vacation home in Milford, you'll be by the sea, within a 5-minute drive of Walnut Beach and The Coastal Center at Milford Point.
Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach
Ocean Front Beach House with Private Beach Access - Newly Renovated!

Ocean Front Beach House with Private Beach Access - Newly Renovated!

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.
Ocean Front Beach House with Private Beach Access - Newly Renovated!
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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
349 Holiday Homes
Lowest Price
AU$207
Highest Price
AU$808
Popular accommodation
Business or Weekend escape, Beautiful historic home in Stony Brook!, Coastal Retreat: Waterfront, Deck, Awesome Views, Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. , 3 Story Beach Waterview, 3 KING bed, golf putting green!, Stylish Sunset Retreat: Near Beach, Pool, Hot Tub, Cozy Modern Ranch House Near Bellport/Hamptons , Milford Oasis: 2BR, Wi-Fi, Near Walnut Beach, Ocean Front Beach House with Private Beach Access - Newly Renovated!

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$274 per night from 1 Dec to 2 Dec
AU$274
includes taxes & fees
1 Dec - 2 Dec
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
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$252 per night from 24 Nov to 25 Nov
AU$252
includes taxes & fees
24 Nov - 25 Nov
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
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road, Fairfield, CT
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 25 Nov to 26 Nov
AU$225
includes taxes & fees
25 Nov - 26 Nov
Located in Fairfield, The Circle Hotel Fairfield is in a shopping district, within a 5-minute drive of Fairfield University and Fairfield Museum and History ...
The Circle Hotel Fairfield
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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$207 per night from 24 Nov to 25 Nov
AU$207
includes taxes & fees
24 Nov - 25 Nov
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
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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.