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, (74)
"Loved this venue! "
United States
adriano
The price is AU$417
includes taxes & fees
21 Oct - 22 Oct
DUNE Fairfield Beach
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.4 out of 10, Exceptional, (30)
"its small but very nice for a short stay would recommend."
United States
Victor
The price is AU$256
includes taxes & fees
21 Oct - 22 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Business or Weekend escape
9.2 out of 10, Wonderful, (49)
"Great value!"
United States
Bruce H.
The price is AU$220
includes taxes & fees
27 Oct - 28 Oct
Business or Weekend escape
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
10.0 out of 10, Exceptional, (87)
"Unbelievable house, gorgeous in person. The dock at the back if the property has beautiful views. So many luxury touches throughout the house. Stunning property. Would have loved to stayed longer."
United States
Jennifer S.
Luxury Waterfront Retreat • Private Hot Tub & Dock Near Sayville
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
9.0 out of 10, Wonderful, (18)
"Clean and quiet little place convenient to many industrial parks. "
United States
Bradley C.
The price is AU$234
includes taxes & fees
21 Oct - 22 Oct
Private Queen BedRm Pet Pally, Work, Events, LTR, MTR, STR
Beechmont - Perfect for Family Retreat!
5.0 star property
The price is AU$1,622
includes taxes & fees
21 Oct - 22 Oct
Beechmont - Perfect for Family Retreat!
Walk to Beach 2BR Near Dining & Shopping
6.8 out of 10, (22)
"Stay away"
United States
Alex H.
The price is AU$366
includes taxes & fees
28 Oct - 29 Oct
Walk to Beach 2BR Near Dining & Shopping
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
10.0 out of 10, Exceptional, (104)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
United States
Rachel
The price is AU$1,147
includes taxes & fees
2 Nov - 3 Nov
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026
Modern Vacation home. Close to The Hamptons
10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
The price is AU$999
includes taxes & fees
27 Oct - 28 Oct
Modern Vacation home. Close to The Hamptons
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
9.6 out of 10, Exceptional, (34)
"We had a amazing stay and plan to come back next July again"
United States
Gina G.
11-Bedroom Mansion with an Seasonal Outdoor Pool 10.5 bathrooms
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 "
United States
Nancy H.
The price is AU$2,098
includes taxes & fees
21 Oct - 22 Oct
Charming Colonial for Events and Getaways! – Perfect for Family Retreat!
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. "
United States
Tessa P.
The price is AU$590
includes taxes & fees
21 Oct - 22 Oct
Luxury Designer 2 bedroom+office/3bed vacation home.
Tiny Home Private, Students, Nurses, Tech
9.2 out of 10, Wonderful, (5)
"I was very pleased with the property, and the host made me feel more than welcome."
United States
Thomas L.
The price is AU$342
includes taxes & fees
27 Oct - 28 Oct
Tiny Home Private, Students, Nurses, Tech
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
9.2 out of 10, Wonderful, (12)
"This is a quiet and beautiful spot on the water. The outside space is perfect to relax or get some sun. The inside space was relaxing and very comfortable. The host, Richard was wonderful and very responsive. "
United States
Lori G.
The price is AU$1,046
includes taxes & fees
21 Oct - 22 Oct
Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC
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 "
United States
Rose S.
The price is AU$305
includes taxes & fees
21 Oct - 22 Oct
1 bedroom 1 bath private entrance
Newly renovated Private bedroom near Stony Brook University
2.0 star property
6.0 out of 10, (1)
"A one family home still undergoing renovations to its kitchen, the property was clean and properly appointed for our one-night stay, which only required one bedroom, sheets and towels. "
United States
Rudolph
The price is AU$362
includes taxes & fees
21 Oct - 22 Oct
Newly renovated Private bedroom near Stony Brook University
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. "
United States
Riyao
The price is AU$1,401
includes taxes & fees
21 Oct - 22 Oct
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Cozy Ocean Front Retreat with Private Beach!
10.0 out of 10, Exceptional, (29)
"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. "
United States
greg
Cozy Ocean Front Retreat with Private Beach!
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (9)
"What a nice place to stay! Key code entry, clean, quiet, comfortable and spacious. This basement apartment exceeded expectations and met all our needs. We would definitely rent this space again."
United States
Annette F.
The price is AU$278
includes taxes & fees
22 Oct - 23 Oct
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
LUXURY BAY SHORE HOME
2.0 star property
2.0 out of 10, (1)
The price is AU$2,328
includes taxes & fees
21 Oct - 22 Oct
LUXURY BAY SHORE HOME
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

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 favourite 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 depend 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 AU$220 per night. Entering your travel dates in the search wizard might find you 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 of 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.