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)
"Incredible staff, friendly, helpful. "
DUNE Fairfield Beach

Beechmont - Perfect for Family Retreat!

5.0 star property
The price is HK$4,063
HK$7,395 total
includes taxes & fees
30 Sept - 1 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 HK$770
HK$1,280 total
includes taxes & fees
30 Sept - 1 Oct
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 HK$661
HK$1,140 total
includes taxes & fees
30 Sept - 1 Oct
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 HK$1,918
HK$4,787 total
includes taxes & fees
3 Oct - 4 Oct
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 HK$642
HK$1,166 total
includes taxes & fees
3 Oct - 4 Oct
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 HK$813
HK$1,577 total
includes taxes & fees
30 Sept - 1 Oct
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 HK$875
HK$2,147 total
includes taxes & fees
30 Sept - 1 Oct
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 HK$1,673
HK$3,964 total
includes taxes & fees
28 Oct - 29 Oct
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)
"This property is absolutely beautiful. Extremely clean. The host was very attentive to my questions before and after check in. The host checked on my family during our stay. The yard, the porches, and the entire interior are so cozy and comfortable. The check in and check out processes were smooth. The neighborhood is quiet. I am already looking forward to going back! Definitely recommend the Beechmont House"
The price is HK$5,601
HK$10,631 total
includes taxes & fees
30 Sept - 1 Oct
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 HK$2,661
HK$4,995 total
includes taxes & fees
30 Sept - 1 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, (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 HK$910
HK$1,538 total
includes taxes & fees
2 Oct - 3 Oct
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 HK$455
HK$1,799 total
includes taxes & fees
30 Sept - 1 Oct
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 HK$1,309
HK$3,505 total
includes taxes & fees
30 Sept - 1 Oct
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! "
The price is HK$4,159
HK$7,365 total
includes taxes & fees
30 Sept - 1 Oct
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 HK$3,882
HK$7,093 total
includes taxes & fees
30 Sept - 1 Oct
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.
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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:

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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.