Port Jefferson Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Rentals in Port Jefferson

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (71)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach

Beechmont - Perfect for Family Retreat!

5.0 star property
The price is ¥90,943
¥156,595 total
includes taxes & fees
Oct 13 - Oct 14
Beechmont - Perfect for Family Retreat!

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

9.4 out of 10, Exceptional, (29)
"its small but very nice for a short stay would recommend."
The price is ¥14,711
¥24,450 total
includes taxes & fees
Oct 1 - Oct 2
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Business or Weekend escape

9.2 out of 10, Wonderful, (46)
"We had stayed at Mansoor's a few weeks ago and returned this past weekend. Once again, we found the place spotless, comfortable and well-stocked. We really like this place and expect to return again in the future. "
The price is ¥12,631
¥21,770 total
includes taxes & fees
Oct 5 - Oct 6
Business or Weekend escape

Spacious Home Located Close to Stony Brook!

7.0 out of 10, Good, (20)
"Great stay great people great costumer care definitely reccomend"
The price is ¥36,864
¥91,988 total
includes taxes & fees
Oct 3 - Oct 4
Spacious Home Located Close to Stony Brook!

Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

9.0 out of 10, Wonderful, (17)
"The property was very quaint and comfortable. We'll probably stay again in the future"
The price is ¥12,333
¥22,409 total
includes taxes & fees
Oct 3 - Oct 4
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

Waterfront Beach Cottage Sunsets Inspiring Cozy Peaceful Private 1 hr NYC

8.8 out of 10, Excellent, (9)
"Water view and deck magnificent "
Waterfront Beach Cottage Sunsets Inspiring Cozy Peaceful Private 1 hr NYC

Tiny Home Private, Students, Nurses, Tech

9.0 out of 10, Wonderful, (4)
"We wanted an inexpensive place to stay out on Long Island for July 4th weekend. We were a 15-20 minute drive to the beautiful beaches of Robert Moses and a 2 hour drive from Montauk.We were able to stay for a very reasonable price over a notoriously expensive weekend.Jenelle's communication was direct, welcoming and helpful.We would definitely stay here again!"
The price is ¥15,529
¥29,777 total
includes taxes & fees
Oct 1 - Oct 2
Tiny Home Private, Students, Nurses, Tech

Walk to Beach 2BR Near Dining & Shopping

6.6 out of 10, (20)
"The beach is private and you need to be a Brookhaven resident to be admitted. This is not specified anywhere on the listing. Communication about this with the owner via app was rather poor. "
The price is ¥16,818
¥41,249 total
includes taxes & fees
Oct 1 - Oct 2
Walk to Beach 2BR Near Dining & Shopping

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

10.0 out of 10, Exceptional, (98)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is ¥30,092
¥73,259 total
includes taxes & fees
Oct 2 - Oct 3
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

10.0 out of 10, Exceptional, (3)
"Very clean house. set up very nicely, landlord was very responsive and helpful. perfect for what we needed "
The price is ¥108,731
¥207,737 total
includes taxes & fees
Oct 13 - Oct 14
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is ¥50,821
¥94,056 total
includes taxes & fees
Oct 8 - Oct 9
Modern Vacation home. Close to The Hamptons

11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

9.6 out of 10, Exceptional, (33)
"We had a amazing stay and plan to come back next July again"
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms

1 bedroom 1 bath private entrance

8.8 out of 10, Excellent, (21)
"Augustine was very helpful and nice!It was a great price that enabled us to visit friends and family for the holidays "
The price is ¥17,386
¥29,203 total
includes taxes & fees
Oct 5 - Oct 6
1 bedroom 1 bath private entrance

Charming 2-bedroom house with WiFi, AC in Fairfield

8.0 out of 10, Very Good, (8)
"Amalfi’s place was as described. It was clean and comfortable and mostly quiet. Amalfi was excellent with communication. Would certainly stay again when visiting family."
The price is ¥8,745
¥34,574 total
includes taxes & fees
Oct 6 - Oct 7
Charming 2-bedroom house with WiFi, AC in Fairfield

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

10.0 out of 10, Exceptional, (7)
"My best friend and I wanted to get out of the city with our pups for a long weekend, and this was absolutely the perfect place to do that! Robert was accommodating, kind, and quick to respond. And the neighborhood/community is adorable, friendly, and low key. Being literally steps from the beach was beyond amazing, and being able to sit on the front patio and get the breeze/view was unmatched! Can’t wait to come back again! "
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Luxury Designer 2 bedroom+office/3bed vacation home.

9.4 out of 10, Exceptional, (22)
"Beautifully appointed luxury 2 nd floor accommodations in the city of Bridgeport. Guests could comfortably stay for multiple nights with the well equipped kitchen and dining room space. "
The price is ¥23,479
¥64,151 total
includes taxes & fees
Oct 13 - Oct 14
Luxury Designer 2 bedroom+office/3bed vacation home.

Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow

9.0 out of 10, Wonderful, (10)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Waterfront Beautiful Fun Beach House Sunsets Inspiring Peaceful 1hr NYC Wow

Cozy Ocean Front Retreat with Private Beach!

10.0 out of 10, Exceptional, (28)
"Beautiful location in a quiet spot directly on the beach. The house was immaculate, and well stocked. exactly as described. The view was amazing, we had a great stay. Great communication with the host. "
Cozy Ocean Front Retreat with Private Beach!

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.4 out of 10, Very Good, (7)
"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "
The price is ¥74,151
¥135,652 total
includes taxes & fees
Oct 3 - Oct 4
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Port Jefferson Hotel Reviews

Find out more about Port Jefferson

Find out more about Port Jefferson

Search for holiday rentals in Port Jefferson on Expedia! You can easily find your home rentals, villas, holiday apartments in Port Jefferson using one of the methods below:

  • View our selection of featured holiday rentals in Port Jefferson
  • Use the map to find apartments and other holiday homes in the Port Jefferson neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Port Jefferson while they last

Look no further and take a look at our great range of rental properties in Port Jefferson!

Frequently asked questions

Are there vacation rentals in Port Jefferson?

Yes, you can find vacation rentals in Port Jefferson close to Maritime Explorium, or you can go with a secluded option if you're looking for extra privacy while you relax. The waterfront and restaurants are several reasons why visitors like Port Jefferson. Make sure you have time to check out the entertainment choices and festivals during your trip.

What's the top vacation rental that Port Jefferson has to offer?

Beechmont - Perfect for Family Retreat!: This vacation home rental outside Port Jefferson is located near the airport and has a private balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You can relax into your vacation with a private yard and a selection of games.

What’s there to see and do in Port Jefferson?

Enjoy the outdoors at Harborfront Park and White Beach, or simply take in cultural attractions like Maritime Explorium and Mather House Museum. Other places in town to visit include Port Jefferson and Theatre Three.

What’s a vacation rental in Port Jefferson like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Port Jefferson. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.