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 NZ$227 per night from 22 Apr to 23 Apr
NZ$227
includes taxes & fees
22 Apr - 23 Apr
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
Cheerful 4 bedrooms residential house.

Cheerful 4 bedrooms residential house.

Bridgeport
Stay at this vacation home in Bridgeport. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Hartford HealthCare Amphitheater and ...
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
Stay at this vacation home in Centereach. Enjoy air conditioning. Popular attractions AMF Centereach Lanes and Smithaven Mall are located nearby.
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Save an average of 15% on thousands of hotels when you're signed in
Main Street Westport, walk to shops, dining, downtown

Main Street Westport, walk to shops, dining, downtown

Westport
Stay at this vacation home in Westport. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Levitt Pavilion and Westport Country Playhouse ...
Main Street Westport, walk to shops, dining, downtown
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

BREATHTAKING BUNGALOW-HOME AWAY FROM HOME

Milford
Stay at this vacation home in Milford. Enjoy free WiFi, a garden, and patios. Popular attractions The Coastal Center at Milford Point and Short Beach are located ...
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
Book a stay at this beach vacation home in Milford. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Robert Treat Farm and Melba Shopping Plaza ...
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 NZ$2,419 per night from 22 May to 23 May
NZ$2,419
includes taxes & fees
22 May - 23 May
Stay at this vacation home in Mastic. Enjoy free WiFi, a garden, and a pool table. Popular attractions Carmans River and William Floyd Estate are located ...
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
Book a stay at this beach vacation home in Milford. Enjoy free WiFi, a beach locale, and patios. Popular attractions Pond Point Beach and Melba Shopping Plaza ...
Ocean Front Beach House with Private Beach Access - Newly Renovated!
Mastic Beach Surf House

Mastic Beach Surf House

Mastic Beach
Stay at this vacation home in Mastic Beach. Enjoy free WiFi, a garden, and patios. Popular attractions William Floyd Estate and Smith Point County Park are located ...
Mastic Beach Surf House
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
432 Holiday Homes
Lowest Price
NZ$199
Highest Price
NZ$2,419
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 NZ$343 per night from 22 Apr to 23 Apr
NZ$343
includes taxes & fees
22 Apr - 23 Apr
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
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 NZ$199 per night from 24 Apr to 25 Apr
NZ$199
includes taxes & fees
24 Apr - 25 Apr
Book a stay at this business-friendly hotel in Farmingville. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Hampton Inn Long Island-Brookhaven
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 NZ$244 per night from 27 Apr to 28 Apr
NZ$244
includes taxes & fees
27 Apr - 28 Apr
Stay at this 3.5-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 ...
Hyatt Regency Long Island
Save an average of 15% on thousands of hotels when you're signed in
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road, Fairfield, CT
Fully refundable
The price is NZ$260 per night from 27 Apr to 28 Apr
NZ$260
includes taxes & fees
27 Apr - 28 Apr
Stay at this 3-star beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
The Circle Hotel Fairfield
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.