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Port Jefferson Vacation Rentals

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Dec 6 - Dec 7
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Dec 12 - Dec 14
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Dec 19 - Dec 21

Vacation Rentals in Port Jefferson

Private beach nearby, sun loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

Apartment in Fairfield

3.0 star property
9.0 out of 10, Wonderful, (77)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
$232 nightly
The price is $267
Dec 7 - Dec 8
Total with taxes and fees
DUNE Fairfield Beach
Terrace/patio
South Shore Studio in Mastic

Apartment in Mastic

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great stay! Super comfy and clean😊"
United States
ERIN
$168 nightly
The price is $192
Dec 7 - Dec 8
Total with taxes and fees
South Shore Studio in Mastic
1 bedroom, desk, iron/ironing board, free WiFi
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Apartment in Downtown Bridgeport

10.0 out of 10, Exceptional, (2)
"Ricardo’s place was perfect for our needs! A small, clean and cozy place, not far from our daytime destination, the apartment offers all the basics - kitchenette, nice bathroom and modern shower, a comfy Queen Size bed, and even some snacks and essentials for a comfortable stay. The area has some restraunts and bars nearby too, though we were happy to stay in and watch some Netflix. I would highly recommend this apartment to a friend, and Ricardo has been a pleasure. Thanks so much!"
United States
Anonymous traveler
$145 nightly
The price is $164
Dec 7 - Dec 8
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
2 bedrooms, iron/ironing board, travel crib, WiFi
Renovated 2BR Retreat / Modern Comforts Included

Apartment in West End - West Side

10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
$255 nightly
The price is $289
Dec 7 - Dec 8
Total with taxes and fees
Renovated 2BR Retreat / Modern Comforts Included
Fridge, microwave, oven, stovetop
Cozy Country Cottage #4

Cottage in Miller Place

10.0 out of 10, Exceptional, (15)
"Lovely cottage with great host! All was wonderful!! very happy with our 17 day vacation!"
United States
Laurita S.
$285 nightly
The price is $326
Dec 7 - Dec 8
Total with taxes and fees
Cozy Country Cottage #4
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Kings Park

2.0 star property
10.0 out of 10, Exceptional, (13)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
$157 nightly
The price is $179
Dec 10 - Dec 11
Total with taxes and fees
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Fridge, microwave, oven, stovetop
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio

Apartment in Fairfield

10.0 out of 10, Exceptional, (1)
"A very nice, easy, clean upper level unit. Very comfortable and easy to stay. Room for our family move and enjoy the area! "
United States
Chad L.
$279 nightly
The price is $316
Dec 7 - Dec 8
Total with taxes and fees
Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard & Patio
Property grounds
3 Story Beach Waterview, 3 KING bed, golf putting green!

Vacation Home in Shirley

10.0 out of 10, Exceptional, (21)
"The house was beautiful and the owner was incredibly easy to work with! Will be trying to stay here every year! "
United States
Red F.
$530 nightly
The price is $606
Dec 7 - Dec 8
Total with taxes and fees
3 Story Beach Waterview, 3 KING bed, golf putting green!
Property grounds
Luxury Designer 2 bedroom+office/3bed vacation home.

Apartment in Brooklawn - St. Vincent

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.
$393 nightly
The price is $446
Dec 7 - Dec 8
Total with taxes and fees
Luxury Designer 2 bedroom+office/3bed vacation home.
Fridge, microwave, oven, stovetop
Cozy Country Cottage #2

Cottage in Miller Place

9.0 out of 10, Wonderful, (15)
"Cottage was awesome!! It was clean and welcoming. We felt at home. Great place to stay."
United States
Bridget
$297 nightly
The price is $339
Dec 7 - Dec 8
Total with taxes and fees
Cozy Country Cottage #2
Exterior detail
Cozy king suite with kitchen and dining area.

Apartment in Coram

9.4 out of 10, Exceptional, (6)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
$232 nightly
The price is $265
Dec 7 - Dec 8
Total with taxes and fees
Cozy king suite with kitchen and dining area.
Oven, dishwasher
Cozy and Modern 2-bedroom apartment in lovely Yaphank

Apartment in Yaphank

2.0 star property
$327 nightly
The price is $374
Dec 9 - Dec 10
Total with taxes and fees
Cozy and Modern 2-bedroom apartment in lovely Yaphank
Microwave, oven, stovetop, coffee/tea maker
Peaceful private 2-bedroom house in Bayport.Amazing location!

Vacation Home in Bayport

2.0 star property
10.0 out of 10, Exceptional, (1)
"Patrick is a fantastic host. Super accommodating and attentive! Clean and organized home, comfy bed too!"
United States
Emily D.
$245 nightly
The price is $280
Dec 10 - Dec 11
Total with taxes and fees
Peaceful private 2-bedroom house in Bayport.Amazing location!
Fridge, microwave, oven, stovetop
Private 1 bedroom apt in a quiet neighborhood, close to all!

Apartment in Centereach

9.6 out of 10, Exceptional, (26)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
$218 nightly
The price is $249
Dec 7 - Dec 8
Total with taxes and fees
Private 1 bedroom apt in a quiet neighborhood, close to all!
Terrace/patio
The Royal Suite - Ronkonkoma

Vacation Home in Ronkonkoma

2.0 star property
10.0 out of 10, Exceptional, (4)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
$261 nightly
The price is $298
Dec 17 - Dec 18
Total with taxes and fees
The Royal Suite - Ronkonkoma
2 bedrooms, WiFi, bed sheets
Cozy 2 bedroom retreat in long island

Apartment in Central Islip

2.0 star property
8.0 out of 10, Very Good, (2)
"Apt was clean and comfortable. Beds were comfortable. Area was nice. Owner communication was good. Only drawback is the plumbing situation was not advertised in the listing. Iif you are comfortable using a bidet and not flushing paper, this apt is perfect. "
United States
Deborah R.
$222 nightly
The price is $254
Dec 8 - Dec 9
Total with taxes and fees
Cozy 2 bedroom retreat in long island
Fridge, microwave, oven, stovetop
Spacious one Bedroom Apt with private entrance

Apartment in Centereach

7.8 out of 10, Good, (10)
"I answered this. Safe and Quit."
United States
John
$255 nightly
The price is $291
Dec 8 - Dec 9
Total with taxes and fees
Spacious one Bedroom Apt with private entrance
1 bedroom, WiFi, bed sheets
Newly renovated Private bedroom near Stony Brook University

Vacation Home in Stony Brook

2.0 star property
8.0 out of 10, Very Good, (2)
"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
$219 nightly
The price is $250
Jan 1 - Jan 2, 2026
Total with taxes and fees
Newly renovated Private bedroom near Stony Brook University
Fridge, microwave, oven, stovetop
Beach Apartment in Woodmont Milford

Apartment in Milford

2.0 star property
9.0 out of 10, Wonderful, (2)
"Had a great stay!"
United States
Garry G.
$401 nightly
The price is $454
Dec 15 - Dec 16
Total with taxes and fees
Beach Apartment in Woodmont Milford
Fridge, microwave, oven, stovetop
Modern Vacation home. Close to The Hamptons

Vacation Home in Shirley

10.0 out of 10, Exceptional, (3)
"good time"
United States
Roy T.
$515 nightly
The price is $589
Dec 7 - Dec 8
Total with taxes and fees
Modern Vacation home. Close to The Hamptons
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

Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

10/10 Excellent
"Our second time staying at this Hampton Inn and it did not disappoint. Will be our hotel of choice when visiting family on Long Island. Great central location with easy access to 495. Staff were friendly, hotel was clean, comfortable room, and is located in a good area. And if needed, a Starbucks, Chick-Fil-A and other eateries within walking distance."
Heinz 3-night trip
Posted 19 hours ago
Hampton Inn Long Island-Brookhaven

Find out more about Port Jefferson

Everything you need to know about Port Jefferson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Port Jefferson vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port Jefferson vacation 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 low season months. For more hustle and bustle, you may prefer to visit Port Jefferson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Port Jefferson rentals

At Expedia, we put the best Port Jefferson vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Port Jefferson?

Yes, you can find vacation rentals in Port Jefferson close to Maritime Explorium, or you can go with a secluded option if you're looking for extra privacy while you relax. 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's the top vacation rental that Port Jefferson has to offer?

Business or Weekend escape: This vacation home rental outside of Port Jefferson offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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 Mather House Museum and Maritime Explorium. Other places in town to visit include Port Jefferson and Theatre Three.

What’s a vacation rental in Port Jefferson like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Port Jefferson. Vacation rentals feature extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.