Port Jefferson Holiday Rentals

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Holiday Rentals in Port Jefferson

DUNE Fairfield Beach

3.0 star property
9.0 out of 10, Wonderful, (71)
"A cute hotel close to the beach! Super easy check in and check out. "
DUNE Fairfield Beach

Beechmont - Perfect for Family Retreat!

5.0 star property
The price is NZ$1,811
includes taxes & fees
20 Oct - 21 Oct
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 NZ$283
includes taxes & fees
5 Oct - 6 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Spacious Home Located Close to Stony Brook!

7.0 out of 10, Good, (20)
"Great stay great people great costumer care definitely reccomend"
Spacious Home Located Close to Stony Brook!

Business or Weekend escape

9.2 out of 10, Wonderful, (47)
"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 NZ$252
includes taxes & fees
5 Oct - 6 Oct
Business or Weekend escape

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 NZ$309
includes taxes & fees
5 Oct - 6 Oct
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR

Beautiful Waterfront Studio Beach Cottage Full Bath Kitchen Sunset Oasis 1hr NYC

8.8 out of 10, Excellent, (9)
"Water view and deck magnificent "
Beautiful Waterfront Studio Beach Cottage Full Bath Kitchen Sunset Oasis 1hr 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 NZ$366
includes taxes & fees
7 Oct - 8 Oct
Tiny Home Private, Students, Nurses, Tech

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

10.0 out of 10, Exceptional, (100)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is NZ$894
includes taxes & fees
16 Oct - 17 Oct
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

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 NZ$474
includes taxes & fees
8 Oct - 9 Oct
Walk to Beach 2BR Near Dining & Shopping

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 NZ$406
includes taxes & fees
7 Oct - 8 Oct
Charming 2-bedroom house with WiFi, AC in Fairfield

Modern Vacation home. Close to The Hamptons

10.0 out of 10, Exceptional, (3)
"good time"
The price is NZ$1,096
includes taxes & fees
6 Oct - 7 Oct
Modern Vacation home. Close to The Hamptons

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 NZ$2,354
includes taxes & fees
6 Oct - 7 Oct
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!

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 NZ$338
includes taxes & fees
9 Oct - 10 Oct
1 bedroom 1 bath private entrance

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

Beautiful Waterfront 3 Bedroom 1.5 Bath Beach Home Sunset Oasis Village 1hr NYC

9.2 out of 10, Wonderful, (11)
"Perfect location to enjoy Northport! Everything is within walking distance. Host was very helpful and accommodating. Great stay and will definitely return! "
Beautiful Waterfront 3 Bedroom 1.5 Bath Beach Home Sunset Oasis Village 1hr NYC

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 NZ$750
includes taxes & fees
6 Oct - 7 Oct
Luxury Designer 2 bedroom+office/3bed vacation home.

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

10.0 out of 10, Exceptional, (127)
"Fantastic all around!"
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Adorable Cottage with Water Views, Across the street from Prime & other eateries

9.8 out of 10, Exceptional, (67)
"This home had everything you could ask for. It was very cozy and the owner has put very thoughtful touches into the property. Would definitely stay again!"
Adorable Cottage with Water Views, Across the street from Prime & other eateries
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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Top Port Jefferson Hotel Reviews

Find out more about Port Jefferson

Find out more about Port Jefferson

Everything you need to know about Port Jefferson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port Jefferson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Jefferson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Port Jefferson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Jefferson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port Jefferson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port Jefferson holiday rentals we have selected for you start as low as NZ$252 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Port Jefferson rentals

At Expedia, we put the best Port Jefferson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Port Jefferson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Jefferson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Jefferson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Port Jefferson?

Yes, there are holiday rentals in Port Jefferson close to Maritime Explorium, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Port Jefferson has to offer?

Beechmont - Perfect for Family Retreat!: This holiday 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 holiday with a private garden 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 holiday rental in Port Jefferson like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Port Jefferson. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.