Port Jefferson Holiday Rentals

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Holiday Rentals in Port Jefferson

Private beach nearby, sun-loungers, beach umbrellas, beach towels
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, (10)
"Modern cottage near the beach. Clean and comfortable. Very responsive."
The price is NZ$378
per night
20 May - 21 May
DUNE Fairfield Beach
Pool
Business or Weekend escape
9.6 out of 10, Exceptional, (10)
"Everything was great at the property. And the apartment was spotless and it had refreshments. We really loved the place. We probably will be back soon. The owner was very nice and great to work with. Thank you for your hospitality"
The price is NZ$230
per night
20 May - 21 May
Business or Weekend escape
Interior
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
9.4 out of 10, Exceptional, (11)
"The house and property were very nice but we expected there to be more beds"
The price is NZ$1,679
per night
19 May - 20 May
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
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1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
9.6 out of 10, Exceptional, (8)
"Nice place to stay. Small but has everything you need. Close to the major highways. Hostess Jennifer was great She checked in several times with me."
The price is NZ$242
per night
21 May - 22 May
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
On the beach
Beachfront Romance: Rustic Home w/ Private Beach
9.2 out of 10, Wonderful, (39)
"The house is small but it has everything you need. The ocean was lovely to watch and good scavenging for rocks and sea glass. Very private place. My pup and I had a good time!"
Beachfront Romance: Rustic Home w/ Private Beach
1 bedroom, WiFi, bed sheets
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (8)
"Neat, clean & quite"
The price is NZ$267
per night
20 May - 21 May
1 bedroom 1 bath private entrance
Terrace/patio
Luxury Designer 2 bedroom+office/3bed vacation home.
9.4 out of 10, Exceptional, (8)
"Paul was very communicative and helpful. We did not like the neighborhood but once you enter the apartment it’s a whole different story. The apartment was very clean and spacious. As mentioned in another review, it needs coverings on all windows for privacy from the neighbors."
The price is NZ$669
per night
21 May - 22 May
Luxury Designer 2 bedroom+office/3bed vacation home.
Outdoor pool
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
8.6 out of 10, Excellent, (8)
"The property was clean and large and the outdoor space made for a fun gathering place, especially for the children in our group. It would have been nice to have dedicated spaces to hang towels and clothes, especially as we had so many people staying. The hosts were friendly and accommodating and we would stay again."
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!
9.4 out of 10, Exceptional, (11)
"Thank you very much for being so accommodating with our stay! It was very clean, had all the essentials plus extra and we really liked how we had our own private patio. Will definitely be staying again in the future!"
The price is NZ$373
per night
20 May - 21 May
Private 1 bedroom apt in a quiet neighborhood, close to all!
TV, books
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
The price is NZ$576
per night
20 May - 21 May
Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.
Private kitchen
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
10.0 out of 10, Exceptional, (1)
"Kerry was a great host! The home was new, clean, modern, and beautifully decorated. The home and host exceeded our expectations. Kerry was friendly, available and very communicative. We’ll book again."
The price is NZ$1,213
per night
20 May - 21 May
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
Beach nearby
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
10.0 out of 10, Exceptional, (1)
"The location within walking distance church"
(HIGH DEMAND)Close To Downtown Free Wi-fi/Parking/ Metro North & I-95 3 mins
Property grounds
Private Waterfront Cottage on Long Islands North Shore Northport Village NY
The price is NZ$457
per night
18 May - 19 May
Private Waterfront Cottage on Long Islands North Shore Northport Village NY
Exterior
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
10.0 out of 10, Exceptional, (66)
"We booked for a mini-getaway and the place was absolutely perfect. The wonderful decor, layout and the unique setting made it a perfect little vacation for our family!"
Sayville Area-Exquisite Beachhouse, Stunning, Picturesque, Huge Hot Tub, Private
Beach nearby, sun-loungers, beach towels
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
10.0 out of 10, Exceptional, (7)
"The house was amazing, the location was perfect I could see the ocean from the living room. The only issues were the flooded roads and a few lights with dead bulbs but the flooding is understandable since its so close to the ocean. Overall we had a great time and would definitely come back."
“The Cool House” Waterfront Oasis, 3 Bedrm 2 bath
Property grounds
Beach Apt. Wineries, Shopping, Dining
6.8 out of 10, (3)
"The property manager was great! Place was very nice even though we were really only there to sleep. Will definitely consider in the future!"
The price is NZ$511
per night
19 May - 20 May
Beach Apt. Wineries, Shopping, Dining
2 bedrooms, WiFi, bed sheets
Centric property close to all the great things in the city
8.4 out of 10, Very good, (8)
"This place on Vrbo was great! I was worried about the comments that I had read about the house itself. The house was clean and had a very nice decoration. I had a bit of a problem finding the correct building and parking, but overall, I would stay here again, Ivette was a great host!"
The price is NZ$459
per night
17 May - 18 May
Centric property close to all the great things in the city
Property grounds
Charming Cape Close to the Ocean
5.2 out of 10, (5)
"Great area and good rental"
Charming Cape Close to the Ocean
Beach nearby, beach towels
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (14)
"We loved our stay at the bungalow last weekend. Donna equipped the home with everything needed for a comfortable stay, and more. It is located in a quiet area steps from the Milford Point Audubon center, Wheeler Marsh and Cedar beach. We walked to the Walnut Beach area where there are a few shops and restaurants, most notably a delicious Mexican restaurant and coffee shop. A perfect get away, despite the questionable weather."
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Beach towels
⭐️Modern Farmhouse Long Island Wine Country🍷
10.0 out of 10, Exceptional, (13)
"We attended a family event and were looking for a home that could accommodate our family and this home fit the bill perfectly. It is in a lovely setting with all the charm and comfort you can expect. The home is updated with modern amenities and is well appointed. We really enjoyed the quiet setting, as well as easy and short drive to access shopping, dining, and more."
⭐️Modern Farmhouse Long Island Wine Country🍷
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See all available properties in Port Jefferson
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.

Other types of properties in Port Jefferson you may be interested in

Breakfast, lunch and dinner served
Danfords Hotel and Marina
3.5 star property
8.2 out of 10, Very good, (1001)
"Beautiful Place "
The price is NZ$241
per night
27 May - 28 May
Danfords Hotel and Marina
Exterior
Hyatt Regency Long Island
3.5 star property
8.0 out of 10, Very good, (1002)
"Top notch! A lot of amenities I didn’t have time to experience. Would highly recommend!"
The price is NZ$300
per night
19 May - 20 May
Hyatt Regency Long Island
Premium bedding, desk, laptop workspace, iron/ironing board
The Circle Hotel Fairfield
3.0 star property
8.8 out of 10, Excellent, (1086)
"Older hotel! No curtains on windows just shade! Would have liked curtain on 1st floor!"
The price is NZ$238
per night
27 May - 28 May
The Circle Hotel Fairfield
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Port Jefferson holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Port Jefferson. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Port Jefferson. Seeing all the best attractions is bound to make you fall in love with Port Jefferson. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Port Jefferson short-term rentals, that won’t be hard to do.

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?

Business or Weekend escape: This holiday home rental outside of Port Jefferson has air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Port Jefferson?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Port Jefferson stay.

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.

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