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Top 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 £224
per night
22 May - 23 May
DUNE Fairfield Beach
Beach nearby, beach towels
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
10.0 out of 10, Exceptional, (15)
"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 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
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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
Outdoor pool, a heated pool
Westport Paradise With Every Amenity!
10.0 out of 10, Exceptional, (14)
"Super clean, comfortable, and great for overnight stay. Will definitely be back!"
The price is £649
per night
22 May - 23 May
Westport Paradise With Every Amenity!
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
Interior
3 Story Beach Waterview, 3 KING bed, golf putting green!
10.0 out of 10, Exceptional, (8)
"My family and I, rented this beautiful BNB to stay in while in town for my Grandmothers 90th Birthday. The home was exactly as pictured on the site, it was by far the cleanest and best taken care property that we have rented through VRBO! We were beyond impressed by the Host Eddie and his home! We willlllll be back!"
The price is £464
per night
29 May - 30 May
3 Story Beach Waterview, 3 KING bed, golf putting green!
Private kitchen
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
10.0 out of 10, Exceptional, (3)
"We had a great stay here! Kerry was a good communicator from the start. He answered all my questions and even found us a pack n' play with linens for my 7-month-old grandson. The place was spacious and spotless with easy access to Stony Brook for my son's graduation. The area was very convenient with restaurants and grocery stores within a short drive. I especially appreciated that the door to the downstairs level was lockable to keep our 2-year-old grandson safe. The washer and dryer were a...
The price is £599
per night
22 May - 23 May
Cozy 4-bedroom house with AC and WiFi in Centereach, New York.
A heated pool
NEW 7-Bedrm House w/Pool, Swim-Up Bar, Grill, Pool Table, Fitness room/play room
10.0 out of 10, Exceptional, (3)
"We spent a wonderful Thanksgiving together under one roof. The house was spacious enough to accommodate 11 adults, two very active kids, teenagers who needed private time and a baby. It was well stocked with everything one would need to entertain such a large party, we just had to supply the food and drink. The manager, Johanna was very responsive to all of my questions. We will definitely consider coming back and or renting a different home with this group. The one snafu was that 2 out of the 4...
NEW 7-Bedrm House w/Pool, Swim-Up Bar, Grill, Pool Table, Fitness room/play room
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🍷
Property grounds
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
10.0 out of 10, Exceptional, (32)
"We had a wonderful stay at this apartment. We were up in the area of my brother’s engagement party. It is in like a shared multi family house but we never once heard the other tenants. It was exactly as pictured online. The futon was pretty comfortable too! The real bed was also great. The host, Scott, was also extremely responsive. My only negative thing to say is that it did not have a cookie sheet, but we bought a foil one to use which was totally fine. They even had a whole drawer of spices...
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!
Fridge, microwave, oven, stovetop
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, (12)
"Stayed at Coastal Retreat for a weekend visit with son who attends Fairfield University, brought both sets of parents and teen daughter (ages ranging 73-16), plenty of room and able to enjoy a wonderful family dinner with son even in attendance. Wonderful area, close walk to beach and easy to get to downtown Fairfield and university. Very clean and welcoming! Greg was wonderful to work with and answered any question we had that came up both prior and upon arrival. The only thing we would mention...
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Pool
Business or Weekend escape
9.8 out of 10, Exceptional, (11)
"The place was clean. Very comfortable. He had refreshments in the fridge. 2nd time here. The host is very easy to get to answer from. We are coming back again soon."
The price is £114
per night
27 May - 28 May
Business or Weekend escape
On the beach
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
9.8 out of 10, Exceptional, (49)
"Couldn't say enough positive's about this stay. The owner was very responsive from before it was even booked all the way through the stay and after. The house has a gorgeous view and it's cozy for a nice weekend away. We will definitely be back."
Soundview Beach House: 4BR,Panoramic Views 1.5hrsNYC, Sits Directly on beach
Fridge, microwave, dishwasher, coffee/tea maker
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (13)
"This was walking distance to the Total Mortgage Arena for our robotics competition. Having the full kitchen to cook meals was awesome. Nice comfy beds, plenty of space, I claimed the nook off the kitchen/dining area for myself. Boys had front room to work on their robot."
Cheerful 4 bedrooms residential house.
Smart TV, fireplace, smart speakers
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
9.8 out of 10, Exceptional, (11)
"Great location to visit family on the South Shore. Easy access to town/restaurants. Very responsive host! We’ll be back."
Beautiful 3 BR Full House w/ King Bed on Dead End- 5 min from town!
Fridge, microwave, oven, stovetop
Sunny Studio APT above historic Westport Mill
9.8 out of 10, Exceptional, (57)
"Had a wonderful stay!!"
Sunny Studio APT above historic Westport Mill
Exterior
Cozy, fully remodeled water view home on quiet cul de sac
9.8 out of 10, Exceptional, (96)
"Clean and comfortable. Cheri was very responsive. Beautiful location close to the Long Island Sound. Loved the outdoors area. Highly recommend."
Cozy, fully remodeled water view home on quiet cul de sac
1 bedroom, WiFi, bed sheets
1 bedroom 1 bath private entrance
9.6 out of 10, Exceptional, (8)
"Neat, clean & quite"
The price is £132
per night
4 Jun - 5 Jun
1 bedroom 1 bath private entrance
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 £829
per night
22 May - 23 May
Private Lake house with cable!! Treehouse, kayaks, fishing and quads. 1.3 Acres
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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

Premium bedding, desk, laptop workspace, iron/ironing board
The Circle Hotel Fairfield
3.0 star property
8.8 out of 10, Excellent, (1092)
"Room was spotless as was the bath. Decor is rather stark, light fixtures have too much glare(no shades) and Roku tv sucks. Id much rather watch local stations than 1 day or 1 hour old news from Detroit."
The price is £106
per night
27 May - 28 May
The Circle Hotel Fairfield
Breakfast, lunch and dinner served
Danfords Hotel and Marina
3.5 star property
8.2 out of 10, Very good, (1000)
"Everything "
The price is £139
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, (1000)
"Already left this review, but I will say it again, the housekeeping staff at this Hyatt is second to none. Also, Warren, who works the p.m. on the front desk is stellar. A true company man committed to guest happiness. Beds are super comfy. Noticed a slight downshift in the towels on this trip. I come 4 times/year and go out of my way to stay at this Hyatt"
The price is £152
per night
28 May - 29 May
Hyatt Regency Long Island
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.

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, apart-hotels, 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 £114 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?

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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