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

Holiday Homes in Port Jefferson

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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 homes

A living room with a sofa, armchairs, a coffee table, and a rug.

1. 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 AU$690
includes taxes & fees
1 Nov - 2 Nov
Peaceful 3BR Garden Cottage Long Island Escape
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

2. 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 AU$490
includes taxes & fees
27 Oct - 28 Oct
The Royal Suite - Ronkonkoma
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

3. 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 AU$1,340
includes taxes & fees
22 Oct - 23 Oct
4 BR house by Stony Brook University & Hospital
A bedroom with a bed, a nightstand, a mirror, and a window with curtains.

4. 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 AU$238
includes taxes & fees
22 Oct - 23 Oct
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

5. 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 AU$783
includes taxes & fees
22 Oct - 23 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A living room with a sofa, a coffee table, a mirror, and a patterned rug.

6. Historic Home near Stony Brook Village & Beach

Historic Home near Stony Brook Village & Beach
Stony Brook
7.4 out of 10, Good, (3 reviews)
"V1 church was nearby "
United States
david w.
Historic Home near Stony Brook Village & Beach
A wooden deck with a white railing, a stone pathway, and a white fence in the background.

7. Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is AU$422
includes taxes & fees
22 Oct - 23 Oct
Spacious 3BR Family Home Near Everything
A swimming pool at night with blue lighting.

8. 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 AU$220
includes taxes & fees
25 Oct - 26 Oct
Business or Weekend escape
A living room with a blue door, a white shelf, a grey sofa with patterned cushions, and a small table with a decorative item.

9. Bright & Comfortable Home in the Heart of It All

Bright & Comfortable Home in the Heart of It All
Central Islip
8.8 out of 10, Excellent, (3 reviews)
"My stay was amazing! The place was bigger in person than i expected, which was such a pleasant surprise. The house was spotless and very clean, making me feel comfortable from the moment I arrived. The host was incredibly helpful, responsive, and made the entire experience smooth and stress-free. I enjoyed my stay and would absolutely book this home again. Highly recommend to anyone looking for a clean, spacious, and welcoming place to stay!"
United States
Tatiana J.
The price is AU$704
includes taxes & fees
16 Nov - 17 Nov
Bright & Comfortable Home in the Heart of It All
A modern living room with a grey sofa, a glass coffee table, and large windows offering views of the street.

10. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.8 out of 10, (18 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is AU$338
includes taxes & fees
22 Oct - 23 Oct
Centric property close to all the great things in the city
A modern kitchen with a stainless steel sink, a white countertop, and a backsplash with a mosaic tile pattern.

11. Sundown Escape Near SouthShore University Hospital

Sundown Escape Near SouthShore University Hospital
Bay Shore
The price is AU$473
includes taxes & fees
25 Oct - 26 Oct
Sundown Escape Near SouthShore University Hospital
A hallway with a white door, a window with a decorative glass design, and a potted plant on a shelf.

12. Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras

Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
Ronkonkoma
3.0 out of 10, (2 reviews)
"My sister got to the property before me and there were extra guests the owner of the property got in contact with me to let me know what was happening and told me to get everyone out or my stay would be terminated I got to the house and mad everyone leave . There was only 2 people in the house and my 2 year old son and he asked us to leave after he told me if I got everyone out I could stay. It was 1 am and I did everything he asked me to do. "
United States
Mitania L.
The price is AU$1,179
includes taxes & fees
2 Nov - 3 Nov
Spacious 4BR house Ronkonkoma, NY. Central AC, WiFi...heated pool, many extras
A dining area with a table set for four, large windows, and a ceiling fan.

13. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is AU$855
includes taxes & fees
4 Nov - 5 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
A spacious living area with a fireplace, a wooden staircase, and large windows.

14. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.2 out of 10, Very good, (11 reviews)
"Very responsive host and a beautiful house."
United States
Robin M.
The price is AU$868
includes taxes & fees
27 Oct - 28 Oct
Cozy beach hose minutes from Hamptons
A living room with a large mirror, a grey sofa, a small round table with a plant, and a grey throw blanket.

15. Modern 2BR Retreat w/ Full Kitchen & Living

Modern 2BR Retreat w/ Full Kitchen & Living
Deer Park
6.0 out of 10, (2 reviews)
"Needs lots of repairs and cleaning.Didn’t understand how one room had two AC and two TV while the other room had none. I would liked to hang out on the porch but also not clean and there was no table but a couple dirty chairs."
United States
marlene D.
The price is AU$497
includes taxes & fees
17 Nov - 18 Nov
Modern 2BR Retreat w/ Full Kitchen & Living
A modern living room with a grey sofa, a wooden coffee table, a flat-screen TV mounted on the wall, and a ceiling light fixture.

16. Peaceful private 2-bedroom house in Bayport. Amazing location!

Peaceful private 2-bedroom house in Bayport. Amazing location!
Bayport
8.8 out of 10, Excellent, (8 reviews)
"He’s an excellent hosts and his place is well worth it."
United States
Rowena V.
The price is AU$415
includes taxes & fees
1 Nov - 2 Nov
Peaceful private 2-bedroom house in Bayport. Amazing location!
A hot tub with water jets, a television displaying a beach scene, and a sign on the wall.

17. THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing

THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
Commack
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful stay"
United States
Kenneth B.
The price is AU$1,802
includes taxes & fees
29 Oct - 30 Oct
THE GOOD VIBEZ HOUSE! Mini Golf Course,Heated Pool,Hot Tub,Game Room,Angel Wing
A hot tub with two chairs, a pergola, and a wooden deck.

18. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (34 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is AU$1,881
includes taxes & fees
3 Nov - 4 Nov
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

19. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (7 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is AU$854
includes taxes & fees
22 Oct - 23 Oct
Modern Vacation home. Close to The Hamptons
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table, and a sofa.

20. Elite room stay

Elite room stay
Bridgeport
The price is AU$488
includes taxes & fees
22 Oct - 23 Oct
Elite room stay
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/Islandia

Hampton Inn Long Island/Islandia

10/10 Excellent
"Great"
Aisha 1-night trip
Posted 1 hour ago
Hampton Inn Long Island/Islandia

Find out more about Port Jefferson

Port Jefferson Holiday Homes information

Number of reviews
269
Accommodation
338 Holiday Homes
Lowest Price
AU$220
Highest Price
AU$1,881