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 8 Apr to 9 Apr
AU$219
includes taxes & fees
8 Apr - 9 Apr
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
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.
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.
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Main Street Westport, walk to shops, dining, downtown

Main Street Westport, walk to shops, dining, downtown

Westport
Located in Westport, this vacation home is within a 5-minute drive of Westport Historical Society and Levitt Pavilion.
Main Street Westport, walk to shops, dining, downtown
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

Milford
With a stay at this vacation home in Milford, you'll be by the sea, a 3-minute walk from The Coastal Center at Milford Point and a 5-minute drive from Silver ...
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Milford
With a stay at this vacation home in Milford, you'll be on the beach, within a 15-minute drive of Yale University and Robert Treat Farm.
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.

Mastic
The price is AU$2,217 per night from 1 May to 2 May
AU$2,217
includes taxes & fees
1 May - 2 May
Located in Mastic, this vacation home is by the ocean, a 4-minute drive from Carmans River and 5 minutes from Moriches Bay.
Hottub, ⛳️,firepits, heated pool, pool table, Basketball court.
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!
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
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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
427 Holiday Homes
Lowest Price
AU$189
Highest Price
AU$2,217
Popular accommodation
Business or Weekend escape, Cheerful 4 bedrooms residential house., Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , Main Street Westport, walk to shops, dining, downtown, BREATHTAKING BUNGALOW-HOME AWAY FROM HOME, Beach Front Arts & Crafts House With Gorgeous Views Of The Sound, Hottub, ⛳️,firepits, heated pool, pool table, Basketball court. , Ocean Front Beach House with Private Beach Access - Newly Renovated! , Mastic Beach Surf House

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$300 per night from 13 Apr to 14 Apr
AU$300
includes taxes & fees
13 Apr - 14 Apr
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
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$189 per night from 6 Apr to 7 Apr
AU$189
includes taxes & fees
6 Apr - 7 Apr
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
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$208 per night from 6 Apr to 7 Apr
AU$208
includes taxes & fees
6 Apr - 7 Apr
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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The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road, Fairfield, CT
Fully refundable
The price is AU$230 per night from 16 Apr to 17 Apr
AU$230
includes taxes & fees
16 Apr - 17 Apr
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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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.