A lifeguard tower, a boat, and a sandy beach with the ocean in the background.

Port Jefferson Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Port Jefferson holiday rentals

A living room with a brown sofa, a glass coffee table with decorative items, and a kitchen in the background with wooden cabinets and a black refrigerator.

1. Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
8.2 out of 10, Very good, (12 reviews)
"The place was great. It was clean and spacious, and located on a quiet street. It was also accessible to all the major roads. The host was very accommodating. Very pleased with it all and would highly recommend! "
United Kingdom
Selective Travel M.
The price is NZ$591
includes taxes & fees
25 Oct - 26 Oct
Spacious one Bedroom Apt with private entrance
A compact kitchen with dark cabinets, stainless appliances, and a tiled floor.

2. Private 1 bedroom apt in a quiet neighborhood, close to all!

Private 1 bedroom apt in a quiet neighborhood, close to all!
Centereach
9.6 out of 10, Exceptional, (29 reviews)
"It was the perfect landing pad for a family reunion. We hope to stay there again next year."
United States
Amanda
The price is NZ$435
includes taxes & fees
25 Oct - 26 Oct
Private 1 bedroom apt in a quiet neighborhood, close to all!
A room with a closed door, a potted plant, a small table with a sign, and a wall with a decorative sign.

3. Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.4 out of 10, Exceptional, (8 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is NZ$462
includes taxes & fees
24 Oct - 25 Oct
Cozy king suite with kitchen and dining area.
An open refrigerator with two shelves and a crisper drawer.

4. Cozy 1-bedroom apartment in charming Centereach with AC

Cozy 1-bedroom apartment in charming Centereach with AC
Centereach
The price is NZ$329
includes taxes & fees
3 Nov - 4 Nov
Cozy 1-bedroom apartment in charming Centereach with AC
A two-story house with a front porch, a small garden with various plants, and a tree with red leaves.

5. Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
9.4 out of 10, Exceptional, (35 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is NZ$343
includes taxes & fees
12 Nov - 13 Nov
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Property grounds

6. Walk to Beach 2BR Near Dining & Shopping

Walk to Beach 2BR Near Dining & Shopping
Rocky Point
7.2 out of 10, Good, (35 reviews)
"Was a decent place. I was only there 1 night. Communication could be better. So could accommodating check in but overall Good"
United States
Patrick H.
The price is NZ$581
includes taxes & fees
27 Oct - 28 Oct
Walk to Beach 2BR Near Dining & Shopping
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

7. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (115 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is NZ$449
includes taxes & fees
22 Nov - 23 Nov
DUNE Fairfield Beach
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

8. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (10 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is NZ$601
includes taxes & fees
28 Oct - 29 Oct
The Royal Suite - Ronkonkoma
A living room with a sofa, armchairs, a coffee table, and a rug.

9. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is NZ$869
includes taxes & fees
1 Nov - 2 Nov
Peaceful 3BR Garden Cottage Long Island Escape
A bedroom with a bed, a bedside table, a nightstand, a window with curtains, a door, and a bathroom with a toilet, sink, and towel rack.

10. Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
Brentwood
9.4 out of 10, Exceptional, (56 reviews)
"This stay was very clean and easy. The check-in process was efficient. Thank you, I would definitely book again for a short stay!"
United States
Jaelyn
The price is NZ$290
includes taxes & fees
23 Oct - 24 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A suburban house with a driveway and parked cars.

11. Cozy Studio Apartment with Private Yard

Cozy Studio Apartment with Private Yard
Ridge
9.6 out of 10, Exceptional, (22 reviews)
"Clean and comfortable. Very quiet and pleasant place to stay."
United States
Gene
The price is NZ$530
includes taxes & fees
26 Oct - 27 Oct
Cozy Studio Apartment with Private Yard
A house with a paved pathway leading to the front door, surrounded by a well-maintained lawn and various plants.

12. Central 2BR, Garden Suite, Top Amenities & Care!

Central 2BR, Garden Suite, Top Amenities & Care!
Central Islip
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, clean and inviting space. Thanks for a great space away from home; will definietly book again."
United States
Vladamir R.
The price is NZ$910
includes taxes & fees
29 Oct - 30 Oct
Central 2BR, Garden Suite, Top Amenities & Care!
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

13. Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (29 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is NZ$977
includes taxes & fees
27 Oct - 28 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

14. 4 BR house by Stony Brook University & Hospital

4 BR house by Stony Brook University & Hospital
Stony Brook
10.0 out of 10, Exceptional, (1 review)
"I left 5* because communication with host was superb. Unfortunately, we did not get to stay there due an issue on our end. From what I experienced with the host and the pictures, I have no reason to believe the home would've been less than perfect. Top notch host and I thank him for always being in touch, from before we supposed to be there, all the way thru, he made sure to reach out."
United States
Joseph L.
The price is NZ$1,669
includes taxes & fees
25 Oct - 26 Oct
4 BR house by Stony Brook University & Hospital
A room with a large arched window, a bed, a bedside table, a lamp, and a potted plant.

15. Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (8 reviews)
"The Orange & Groovy Apt. was as described. All the amenities we needed and we had a lovely time and enjoyed the area. Will book again!"
United States
Betty W.
The price is NZ$282
includes taxes & fees
28 Oct - 29 Oct
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
A spacious living area with a stone fireplace, marble flooring, and a staircase leading to another room.

16. Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC

Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC
Setauket- East Setauket
2.0 out of 10, (1 review)
"While we received multiple confirmations of our reservation, including the morning we were to check in, the property manager never sent us check in instructions, even after we emailed asking for them. Then, after spending over an hour with multiple calls to VRBO customer service, who also couldn’t get ahold of the property manager, we arrived at the location. There was a 4ft high, 10ft wide heap of garbage in the front yard and looking in through the windows it was apparent the house was under...
United States
Lisa F.
The price is NZ$2,107
includes taxes & fees
23 Oct - 24 Oct
Spacious 5-bedroom villa in pleasant Setauket- East Setauket with WiFi, AC
An outdoor patio area with a grill, seating, and string lights.

17. Private Apartment on River Ave. close to main st

Private Apartment on River Ave. close to main st
Patchogue
9.6 out of 10, Exceptional, (9 reviews)
"Host was easy to work with and I appreciated that so much!!"
United States
Lisa H.
The price is NZ$555
includes taxes & fees
23 Oct - 24 Oct
Private Apartment on River Ave. close to main st
A swimming pool at night with blue lighting.

18. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (60 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is NZ$268
includes taxes & fees
31 Oct - 1 Nov
Business or Weekend escape
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

19. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is NZ$520
includes taxes & fees
28 Oct - 29 Oct
Spacious 3BR Family Home Near Everything
A hotel room with a bed, two bedside lamps, a chair, a desk with a laptop, and a window with curtains.

20. Sunny 1 Full Bed ADA|Free parking

Sunny 1 Full Bed ADA|Free parking
MILFORD
10.0 out of 10, Exceptional, (4 reviews)
"Pool was clean and just right for a quick swim."
United States
Anonymous traveller
The price is NZ$138
includes taxes & fees
22 Nov - 23 Nov
Sunny 1 Full Bed ADA|Free parking
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

Motel 6 Milford, CT

Motel 6 Milford, CT

8/10 Good
"Motel 6 is an affordable place to stay. I personally had a bad experience with the front-desk staff member. She was treated me rudely when I went to complain about the room condition. The first room had holes on the wall and a broken shower curtain rod. The second room smelled like cat urine and cigarettes. After having to switch my room twice, she seemed annoyed."
Aileen 1-night trip
Posted 1 hour ago
Motel 6 Milford, CT

Find out more about Port Jefferson

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?

11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms: This holiday home rental outside of Port Jefferson is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Port Jefferson?

With 4 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.