Port Jefferson Holiday Rentals

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Our top choices for Port Jefferson holiday rentals

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (54 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is HK$666
HK$1,148 total
includes taxes & fees
4 May - 5 May
Business or Weekend escape

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is HK$1,366
HK$2,336 total
includes taxes & fees
7 May - 8 May
Spacious 3BR Family Home Near Everything

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, (40 reviews)
"I found everything to be clean and fresh. Owners were nice. I would stay there again. "
United States
Mark
The price is HK$832
HK$1,353 total
includes taxes & fees
12 May - 13 May
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Beach Apartment in Woodmont Milford

Beach Apartment in Woodmont Milford
Milford
8.8 out of 10, Excellent, (3 reviews)
"Had a great stay!"
United States
Garry G.
The price is HK$1,086
HK$2,890 total
includes taxes & fees
4 May - 5 May
Beach Apartment in Woodmont Milford

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (84 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
The price is HK$1,402
HK$2,090 total
includes taxes & fees
12 May - 13 May
DUNE Fairfield Beach

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (11 reviews)
"Great clean, kid-friendly house in just the location we wanted. Lots of thoughtful touches throughout the house that made our stay very comfortable. Would stay again!"
United States
Mary G.
The price is HK$1,516
HK$3,923 total
includes taxes & fees
4 May - 5 May
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

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, (25 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 HK$2,099
HK$4,242 total
includes taxes & fees
4 May - 5 May
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

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
7.0 out of 10, Good, (14 reviews)
"Having a microwave would also help with the amenities. Overall good. "
United States
Karen A.
The price is HK$1,234
HK$2,096 total
includes taxes & fees
4 May - 5 May
Centric property close to all the great things in the city

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, (26 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 HK$1,128
HK$1,978 total
includes taxes & fees
5 May - 6 May
Private 1 bedroom apt in a quiet neighborhood, close to all!

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.6 out of 10, Exceptional, (8 reviews)
"Such a cute vibey apartment and the host was so nice and easy to talk to--would love to stay here again!"
United States
Caroline
The price is HK$1,097
HK$1,817 total
includes taxes & fees
4 May - 5 May
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
The price is HK$1,198
HK$2,553 total
includes taxes & fees
4 May - 5 May
Zen, Spacious & Comfy 2 bed, Lux beds

South Shore Studio in Mastic

South Shore Studio in Mastic
Mastic
10.0 out of 10, Exceptional, (4 reviews)
"Really nice and great price! Would stay again. "
United States
Philip P.
The price is HK$1,058
HK$1,790 total
includes taxes & fees
6 May - 7 May
South Shore Studio in Mastic

Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
The price is HK$1,152
HK$2,032 total
includes taxes & fees
14 May - 15 May
Sundown Escape-South Shore Long Island

Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.4 out of 10, Exceptional, (22 reviews)
"We stayed here for three nights, and it was very comfortable, clean and spacious. It's in a good location and the walk up to the second floor was not too bad. It was as advertised, and we would stay there again when in Bridgeport. "
United States
Robert C.
The price is HK$1,266
HK$3,454 total
includes taxes & fees
18 May - 19 May
Luxury Designer 2 bedroom+office/3bed vacation home.

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, (22 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is HK$1,864
HK$5,495 total
includes taxes & fees
6 May - 7 May
3 Story Beach Waterview, 3 KING bed, golf putting green!

The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
10.0 out of 10, Exceptional, (4 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is HK$1,008
HK$2,852 total
includes taxes & fees
12 May - 13 May
The Royal Suite - Ronkonkoma

Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Shop, Hike, Golf & Swim: Inviting Deer Park Escape
3.0 star property
Deer Park
The price is HK$1,058
HK$4,192 total
includes taxes & fees
29 May - 30 May
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Spacious one Bedroom Apt with private entrance

Spacious one Bedroom Apt with private entrance
Centereach
7.8 out of 10, Good, (10 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 HK$881
HK$2,689 total
includes taxes & fees
3 May - 4 May
Spacious one Bedroom Apt with private entrance

Renovated 2BR Retreat / Modern Comforts Included

Renovated 2BR Retreat / Modern Comforts Included
West End - West Side
10.0 out of 10, Exceptional, (2 reviews)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is HK$829
HK$2,285 total
includes taxes & fees
4 May - 5 May
Renovated 2BR Retreat / Modern Comforts Included

Beach Apartment in Woodmont Milford 102

Beach Apartment in Woodmont Milford 102
Milford
The price is HK$719
HK$1,947 total
includes taxes & fees
4 May - 5 May
Beach Apartment in Woodmont Milford 102
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

Find out more about Port Jefferson

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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?

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons. : This holiday home rental outside of Port Jefferson has air conditioning and free WiFi 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 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.