Book Holiday Homes in Port Jefferson Station

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Featured Holiday Homes in Port Jefferson Station

Charming Home in Seaside

Charming Home in Seaside

2 out of 5
Bridgeport CT
With a stay at this vacation home in Bridgeport (South End), you'll be within a 10-minute drive of Fairfield University and Seaside Park.
Opens in a new windowCharming Home in Seaside
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 NY
With a stay at this vacation home in Centereach, you'll be within a 5-minute drive of Stony Brook University and Smithaven Mall.
Opens in a new windowCozy 4-bedroom house with AC and WiFi in Centereach, New York.
Stareway to Heaven Su

Stareway to Heaven Su

Fairfield CT
With a stay at this vacation home in Fairfield (Fairfield Beach), you'll be within a 10-minute drive of Fairfield University and South Pine Creek Beach.
Opens in a new windowStareway to Heaven Su
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Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Fairfield CT
With a stay at this vacation home in Fairfield (Fairfield Beach), you'll be within a 5-minute drive of Fairfield University and Fairfield Museum and History ...
Opens in a new windowBeautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
Business or Weekend escape

Business or Weekend escape

Stratford CT
The price is AU$221 per night from 26 Jan to 27 Jan
AU$221
26 Jan - 27 Jan 2026
includes taxes & fees
With a stay at this vacation home in Stratford, you'll be within a 10-minute drive of Fairfield University and Perry House.
Opens in a new windowBusiness or Weekend escape
LUXURY BAY SHORE HOME

LUXURY BAY SHORE HOME

2 out of 5
17 Mowbray Ave Bay Shore NY
With a stay at this vacation home in Bay Shore, you'll be a 3-minute walk from South Shore University Hospital and 11 minutes by foot from Bay Shore Historical ...
Opens in a new windowLUXURY BAY SHORE HOME
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 NY
The price is AU$248 per night from 4 Jan to 5 Jan
AU$248
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Brentwood, this vacation home is within a 5-minute drive of Hauppauge Industrial Park and Nissequogue River.
Opens in a new windowCozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Northport NY
When you a stay at this vacation home in Northport, you'll be on the beach, within a 5-minute walk of Cow Harbor Park and Northport Village Park.
Opens in a new windowBeautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Islip NY
Located in Islip, this vacation home is within a 5-minute drive of Bethpage Ballpark and Cohalan Court Complex.
Opens in a new windowfully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc
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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 Station 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 Station vacation homes are the perfect way for you to wing it.

Holiday houses in Port Jefferson Station 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 Station 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 Station 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 Station 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 Station 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 Station Holiday Homes essential information

Accommodation
499 Holiday Homes
Lowest Price
AU$159
Highest Price
AU$248
Popular accommodation
Charming Home in Seaside, Cozy 4-bedroom house with AC and WiFi in Centereach, New York. , Stareway to Heaven Su, Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train , Business or Weekend escape, LUXURY BAY SHORE HOME, Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. , Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC, fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Top trending hotels in Port Jefferson Station

Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
The price is AU$243 per night from 30 Dec to 31 Dec
AU$243
30 Dec - 31 Dec
includes taxes & fees
Located in Hauppauge, Hyatt Regency Long Island is by the ocean, within a 5-minute drive of Hauppauge Industrial Park and Lakeland County Park.
Opens in a new windowHyatt Regency Long Island
 Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
Fully refundableReserve now, pay when you stay
The price is AU$196 per night from 5 Jan to 6 Jan
AU$196
5 Jan - 6 Jan 2026
includes taxes & fees
Located in Hauppauge, Holiday Inn Express Hauppauge-Long Island is a 2-minute drive from Hauppauge Industrial Park and 7 minutes from SUSA Orlin & Cohen Sports ...
Opens in a new window Holiday Inn Express Hauppauge-Long Island
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3 out of 5
10 Aero Rd Bohemia NY
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 8 Jan to 9 Jan
AU$159
8 Jan - 9 Jan 2026
includes taxes & fees
When you stay at La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport in Bohemia, you'll be near the airport, within a 5-minute drive of Bohemia Historical ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
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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$173 per night from 5 Jan to 6 Jan
AU$173
5 Jan - 6 Jan 2026
includes taxes & fees
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 ...
Opens in a new windowRadisson 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.