Book Holiday Homes in Port Jefferson

Start date: Check-in selected.
End date: Check-out

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

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.

Mastic Beach
The price is NZ$619 per night from 1 Oct to 2 Oct
NZ$619
1 Oct - 2 Oct
includes taxes & fees
Stay at this vacation home in Mastic Beach. Enjoy air conditioning. Popular attractions TWA Flight 800 International Memorial and William Floyd Estate are located ...
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach.
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 NZ$281 per night from 7 Sept to 8 Sept
NZ$281
7 Sept - 8 Sept
includes taxes & fees
Stay at this vacation home in Brentwood. Enjoy free WiFi, an in-room coffeemaker, and housekeeping. Popular attractions Brentwood State Park and Stonebridge ...
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Spacious Home Located Close to Stony Brook!

Spacious Home Located Close to Stony Brook!

Lake Grove
Stay at this vacation home in Lake Grove. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Smithaven Mall and AMF Centereach ...
Spacious Home Located Close to Stony Brook!
Save an average of 15% on thousands of hotels when you're signed in
Business or Weekend escape

Business or Weekend escape

Stratford
The price is NZ$249 per night from 7 Oct to 8 Oct
NZ$249
7 Oct - 8 Oct
includes taxes & fees
Stay at this vacation home in Stratford. Enjoy an in-room coffeemaker and air conditioning. Our guests praise the helpful staff in our reviews. Popular attractions ...
Business or Weekend escape
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2 out of 5
Calverton
The price is NZ$1,549 per night from 6 Oct to 7 Oct
NZ$1,549
6 Oct - 7 Oct
includes taxes & fees
Stay at this vacation home in Calverton. Enjoy laundry facilities and air conditioning. Popular attractions Splish Splash Water Park and Tanger Outlet Center ...
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

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

Milford
Book a stay at this beach vacation home in Milford. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Melba Shopping Plaza Shopping Center and ...
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
Stareway to Heaven Su

Stareway to Heaven Su

Fairfield
Stay at this vacation home in Fairfield. Enjoy a garden, laundry facilities, and patios. Popular attractions South Pine Creek Beach and Country Club of Fairfield ...
Stareway to Heaven Su
Cheerful 4 bedrooms residential house.

Cheerful 4 bedrooms residential house.

Bridgeport
Stay at this vacation home in Bridgeport. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Hartford HealthCare Amphitheater ...
Cheerful 4 bedrooms residential house.
Beautiful historic home in Stony Brook!

Beautiful historic home in Stony Brook!

2 out of 5
Stony Brook
Stay at this vacation home in Stony Brook. Enjoy laundry facilities and air conditioning. Popular attractions Stony Brook Village Center and Stony Brook Grist ...
Beautiful historic home in Stony Brook!
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
454 Holiday Homes
Lowest Price
NZ$123
Highest Price
NZ$1,549
Popular accommodation
“THE GOOSE” A Charming 2-bedroom bungalow with WiFi and AC in Mastic Beach., Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. , Spacious Home Located Close to Stony Brook!, Business or Weekend escape, Spacious multiples bedroom house in enchanting Calverton with WiFi, AC, Beach Front Arts & Crafts House With Gorgeous Views Of The Sound, Stareway to Heaven Su, Cheerful 4 bedrooms residential house., Beautiful historic home in Stony Brook!

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 NZ$389 per night from 7 Sept to 8 Sept
NZ$389
7 Sept - 8 Sept
includes taxes & fees
Stay at this 3.5-star hotel in Port Jefferson. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Danfords Hotel and Marina
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway, Hauppauge, NY
The price is NZ$277 per night from 29 Sept to 30 Sept
NZ$277
29 Sept - 30 Sept
includes taxes & fees
Stay at this 4-star golf hotel in Hauppauge. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our ...
Hyatt Regency Long Island
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 NZ$307 per night from 21 Sept to 22 Sept
NZ$307
21 Sept - 22 Sept
includes taxes & fees
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Trumbull Marriott Shelton
Save an average of 15% on thousands of hotels when you're signed in
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road, Milford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$123 per night from 1 Oct to 2 Oct
NZ$123
1 Oct - 2 Oct
includes taxes & fees
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Silver Sands State Park ...
Motel 6 Milford, CT
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.