Port Jefferson Vacation Rentals

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Our top choices for Port Jefferson vacation rentals

Spacious 3BR Family Home Near Everything

Spacious 3BR Family Home Near Everything
3.5 star property
Central Islip
The price is CA $191
CA $354 total
includes taxes & fees
May 20 - May 21
Spacious 3BR Family Home Near Everything

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 CA $116
CA $200 total
includes taxes & fees
May 19 - May 20
Business or Weekend escape

Sundown Escape-South Shore Long Island

Sundown Escape-South Shore Long Island
2.0 star property
Bay Shore
The price is CA $201
CA $433 total
includes taxes & fees
May 14 - May 15
Sundown Escape-South Shore Long Island

DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (87 reviews)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
The price is CA $241
CA $361 total
includes taxes & fees
May 26 - May 27
DUNE Fairfield Beach

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 CA $201
CA $751 total
includes taxes & fees
May 29 - May 30
Shop, Hike, Golf & Swim: Inviting Deer Park Escape

Beach Apartment in Woodmont Milford 102

Beach Apartment in Woodmont Milford 102
Milford
The price is CA $161
CA $384 total
includes taxes & fees
May 13 - May 14
Beach Apartment in Woodmont Milford 102

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 CA $215
CA $367 total
includes taxes & fees
May 20 - May 21
Centric property close to all the great things in the city

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 CA $145
CA $236 total
includes taxes & fees
May 13 - May 14
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

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 CA $185
CA $505 total
includes taxes & fees
May 20 - May 21
The Royal Suite - Ronkonkoma

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 CA $191
CA $316 total
includes taxes & fees
May 13 - May 14
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Cozy Studio/apartment

Cozy Studio/apartment
Stratford
10.0 out of 10, Exceptional, (1 review)
"Nice little apartment for a short stay. There was some issues with a leaky faucet, however the host was very responsive and accommodating to getting it fixed."
United States
Katerina c.
The price is CA $171
CA $307 total
includes taxes & fees
May 13 - May 14
Cozy Studio/apartment

Zen, Spacious & Comfy 2 bed, Lux beds

Zen, Spacious & Comfy 2 bed, Lux beds
Brooklawn - St. Vincent
The price is CA $209
CA $446 total
includes taxes & fees
May 13 - May 14
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 CA $185
CA $309 total
includes taxes & fees
May 13 - May 14
South Shore Studio in Mastic

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 CA $137
CA $494 total
includes taxes & fees
May 14 - May 15
Luxury Designer 2 bedroom+office/3bed vacation home.

Cozy king suite with kitchen and dining area.

Cozy king suite with kitchen and dining area.
Coram
9.6 out of 10, Exceptional, (7 reviews)
"Very clean and well kept property. Easy communication with ow er/manager"
United States
Tasia P.
The price is CA $239
CA $366 total
includes taxes & fees
May 13 - May 14
Cozy king suite with kitchen and dining area.

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 CA $154
CA $466 total
includes taxes & fees
May 17 - May 18
Spacious one Bedroom Apt with private entrance

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 CA $367
CA $744 total
includes taxes & fees
May 13 - May 14
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

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

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Kings Park
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful all-around, clean, definitely a great experience for my first VRBO stay. "
United States
Tyler M.
The price is CA $182
CA $263 total
includes taxes & fees
May 14 - May 15
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

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 CA $343
CA $983 total
includes taxes & fees
May 13 - May 14
3 Story Beach Waterview, 3 KING bed, golf putting green!

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 CA $145
CA $398 total
includes taxes & fees
May 13 - May 14
Renovated 2BR Retreat / Modern Comforts Included
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

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