Book Holiday Homes in Port Jefferson

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Port Jefferson

Business or Weekend escape

Business or Weekend escape

Stratford
The price is AU$168 per night from 24 Dec to 25 Dec
AU$168
includes taxes & fees
24 Dec - 25 Dec
Located in Stratford, this vacation home is within a 5-minute drive of Perry House and Stratford Historical Society Capt David Judson House.
Business or Weekend escape
Family XMas Bliss: Tree, Cozy Fireplace & Hot Cocoa

Family XMas Bliss: Tree, Cozy Fireplace & Hot Cocoa

Fairfield
The price is AU$755 per night from 13 Jan to 14 Jan
AU$755
includes taxes & fees
13 Jan - 14 Jan 2025
When you stay at this vacation home in Fairfield, you'll be near the beach, within a 5-minute drive of Fairfield University and Bridgeport Downtown South Historic ...
Family XMas Bliss: Tree, Cozy Fireplace & Hot Cocoa
Cheerful 4 bedrooms residential house.

Cheerful 4 bedrooms residential house.

Bridgeport
When you a stay at this vacation home in Bridgeport, you'll be by the sea, just steps from Bridgeport Downtown South Historic District and University of ...
Cheerful 4 bedrooms residential house.
Save an average of 15% on thousands of hotels when you're signed in
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

Manorville
With a stay at this vacation home in Mastic, you'll be within a 15-minute drive of Long Island Game Farm and Carmans River.
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
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$715 per night from 27 Dec to 28 Dec
AU$715
includes taxes & fees
27 Dec - 28 Dec
With a stay at this vacation home in Melville, you'll be within a 5-minute drive of Walt Whitman Birthplace State Historic Site and Walt Whitman Shops.
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Adorable Cottage with Water Views, Across the street from Prime & other eateries

Halesite
A stay at this vacation home places you in the heart of Huntington, within a 5-minute drive of Huntington Hospital and Heckscher Museum of Art.
Adorable Cottage with Water Views, Across the street from Prime & other eateries
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 Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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

Brentwood
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.
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

Bayport
When you stay at this vacation home in Bayport, you'll be on the beach, within a 5-minute drive of Great South Bay and Oak Road Beach.
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Don't see what you're looking for?
See all available properties in Port Jefferson
View all properties
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
345 Holiday Homes
Lowest Price
AU$168
Highest Price
AU$755
Popular accommodation
Business or Weekend escape, Family XMas Bliss: Tree, Cozy Fireplace & Hot Cocoa, Cheerful 4 bedrooms residential house., 20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool., Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use., Adorable Cottage with Water Views, Across the street from Prime & other eateries, Bright Milford Beach House w/ Outdoor Shower, Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. , Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private

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$320 per night from 9 Jan to 10 Jan
AU$320
includes taxes & fees
9 Jan - 10 Jan 2025
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$210 per night from 1 Jan to 2 Jan
AU$210
includes taxes & fees
1 Jan - 2 Jan 2025
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
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

2.5 out of 5
2000 North Ocean Ave., Farmingville, NY
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 30 Dec to 31 Dec
AU$208
includes taxes & fees
30 Dec - 31 Dec
Located in Farmingville, Hampton Inn Long Island-Brookhaven is connected to a shopping center, a 5-minute drive from Boomers! Medford and 6 minutes from Town ...
Hampton Inn Long Island-Brookhaven
Save an average of 15% on thousands of hotels when you're signed in
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

2.5 out of 5
10 Aero Rd, Bohemia, NY
Fully refundableReserve now, pay when you stay
The price is AU$168 per night from 5 Jan to 6 Jan
AU$168
includes taxes & fees
5 Jan - 6 Jan 2025
When you stay at La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport in Bohemia, you'll be near the airport and within a 5-minute drive of Bohemia Historical ...
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Don't see what you're looking for?
See all available properties in Port Jefferson
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.