Port Jefferson Vacation Rentals

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Vacation Rentals in Port Jefferson

Historic home walking distance to downtown, the harbor, and restaurants!

Historic home walking distance to downtown, the harbor, and restaurants!

Port Jefferson, NY
Located in the heart of Port Jefferson, this historic vacation home is within a 10-minute walk of Mather House Museum and Port Jefferson. Theatre Three and Harborfront ...
5/5 Exceptional! (6 reviews)
port jeff stay
"lovely house"

Reviewed on Sep 7, 2021

Historic home walking distance to downtown, the harbor, and restaurants!
Home2 Suites by Hilton Long Island Brookhaven, NY

Home2 Suites by Hilton Long Island Brookhaven, NY

3 out of 5
101 BOULEVARD EAST, Yaphank, NY
The price is $118 per night from Feb 1 to Feb 2
Situated by the ocean, this aparthotel is within 1 mi (2 km) of Baseball Heaven and Carmans River. Long Island Community Hospital and Country Fair Entertainment ...
4.6/5 Wonderful! (359 reviews)
"Clean an great location"

Reviewed on Jan 1, 2022

Home2 Suites by Hilton Long Island Brookhaven, NY
The Inn at Fairfield Beach

The Inn at Fairfield Beach

2.5 out of 5
1160 Reef Road, Fairfield, CT
The price is $121 per night from Jan 26 to Jan 27
Situated in Fairfield, this beach bed & breakfast is 0.5 mi (0.7 km) from Jennings Beach and within 3 mi (5 km) of Fairfield University and Country Club of Fairfield. ...
4.4/5 Wonderful! (268 reviews)
"Beautiful rooms and friendly staff."

Reviewed on Jan 18, 2022

The Inn at Fairfield Beach
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Homewood Suites by Hilton Ronkonkoma

Homewood Suites by Hilton Ronkonkoma

3 out of 5
65 Union Avenue, Ronkonkoma, NY
The price is $152 per night from Jan 26 to Jan 27
Situated in Ronkonkoma, this aparthotel is 0.1 mi (0.1 km) from Lake Ronkonkoma and within 3 mi (5 km) of Emblem Health and Private. Connetquot River and Bohemia ...
4.4/5 Excellent! (99 reviews)
"Very Nice visual effect. Easy access to LIRR & LIE. Christmas Eve. & Christmas Day Shines!"

Reviewed on Dec 27, 2021

Homewood Suites by Hilton Ronkonkoma
Stratford Guest Suite- private bathroom and entry

Stratford Guest Suite- private bathroom and entry

Stratford, CT
The price is $90 per night from Jan 21 to Jan 22
Situated in Stratford, this apartment building is within 2 mi (3 km) of Housatonic River, Perry House, and Academy Hill. Bridgeport Hospital and Yale New Haven ...
5/5 Exceptional! (1 review)
Amazing stay!
"The property is well located, very roomy and comfortable, everything clean and organized, a lot of supplies and treats, and the host is so friendly and helpful. Such a great experience, I highly recommend it."

Reviewed on Jan 5, 2022

Stratford Guest Suite- private bathroom and entry
Remote Long Island Lakefront Cabin w/ Deck & Grill

Remote Long Island Lakefront Cabin w/ Deck & Grill

Middle Island, NY
Situated by the sea, this cabin is within 6 mi (10 km) of Carmans River, Country Fair Entertainment Park, and Vietnam Veterans Memorial. Pennysaver Amphitheater ...
4.9/5 Exceptional! (14 reviews)
A week to enjoy
"So booking was super easy and the property was super nice with a smart TV with a lot of apps to watch any shows you want, the bed and couch were comfortable, and the bathrooms and shower were nice and clean. It's definitely meant to be for a small party of 4, so if you plan on taking more people ..."

Reviewed on Sep 4, 2021

Remote Long Island Lakefront Cabin w/ Deck & Grill
Adorable Cottage with Water Views, Across the street from Prime & other eateries

Adorable Cottage with Water Views, Across the street from Prime & other eateries

Huntington, NY
Located in the heart of Huntington, this romantic vacation home is 0.8 mi (1.3 km) from Huntington Hospital and 1.7 mi (2.7 km) from Paramount Theater. Huntington ...
4.9/5 Exceptional! (17 reviews)
Great Location!
"Amazing location - walking distance to restaurants next to the water. Rebecca was extremely responsive. House was perfect for a family of 4. Will look to stay here again next I’m in the area"

Reviewed on Dec 14, 2021

Adorable Cottage with Water Views, Across the street from Prime & other eateries
Cozy, fully remodeled water view home on quiet cul de sac

Cozy, fully remodeled water view home on quiet cul de sac

Sound Beach, NY
This family-friendly Sound Beach vacation home is within 3 mi (5 km) of Cedar Beach and Clifton H. Lee Memorial Park. Tallgrass Golf Course and Argen Medicial ...
4.9/5 Exceptional! (24 reviews)
Cozy, fun, and clean.
"Couldn't have been better. Hosts are amazing. The tiny house has a ton of room, and an amazing view of the water from the "tower" ;-) bedroom and from the firepit. We loved our stay and we will be going back."

Reviewed on Jan 13, 2022

Cozy, fully remodeled water view home on quiet cul de sac
Private beach house - steps to Hamptons & wineries

Private beach house - steps to Hamptons & wineries

Calverton, NY
The price is $1,450 per night from Jan 20 to Jan 21
Situated on the beach, this vacation home is 0.1 mi (0.1 km) from Wildwood State Park and 1.7 mi (2.7 km) from Baiting Hollow Farm Vineyard. Splish Splash Water ...
Private beach house - steps to Hamptons & wineries
Cozy Bayside cottage

Cozy Bayside cottage

Mastic Beach, NY
This family-friendly Mastic Beach cottage is located on the waterfront, within 3 mi (5 km) of William Floyd Estate and Carmans River. Ho-Hum Beach and Great ...
4/5 Very Good! (1 review)
Cozy and Tidy place to stay on Eastern LI - So close to the water!
"Santo's place was just right for our visit to family on Eastern LI, Although we had a hard time finding it due to google maps and waze! You will want to talk to the owner before you drive there - to get accurate directions. It was just my adult daughter and I and the place had everything we needed. ..."

Reviewed on Nov 9, 2021

Cozy Bayside cottage
Dix Hills Mansion/Huntington

Dix Hills Mansion/Huntington

Huntington Station, NY
Situated in Huntington Station, this vacation home is 2.2 mi (3.5 km) from Walt Whitman Shops and 2.3 mi (3.8 km) from Walt Whitman Birthplace State Historic ...
Dix Hills Mansion/Huntington
Riverhead Farm House

Riverhead Farm House

Riverhead, NY
Situated in Riverhead, this vacation home is within 3 mi (5 km) of Out East Family Fun, Splish Splash Water Park, and Tanger Outlet Center. Riverhead Raceway ...
5/5 Exceptional! (7 reviews)
A Pleasant Experience!
"Linda was warm and welcoming to her property. It was very clean and inviting, fully equipped for most day to day needs. Centrally located for convenience of reaching all the east end has to offer. Rural setting but minutes from eating and shopping. A very pleasurable stay."

Reviewed on Nov 18, 2021

Riverhead Farm House
Every Amenity, Right Here!

Every Amenity, Right Here!

Westport, CT
The price is $485 per night from Jan 20 to Jan 21
Situated in Westport, this apartment building is 3 mi (4.8 km) from Westport Historical Society and within 6 mi (10 km) of Westport Country Playhouse and Levitt ...
Every Amenity, Right Here!
Cozy Connecticut Beach House Retreat

Cozy Connecticut Beach House Retreat

Milford, CT
Nestled on the beach, this Milford vacation home is within 1 mi (2 km) of Walnut Beach and Silver Sands State Park. Silver Sands and Port Milford are also within ...
5/5 Exceptional! (2 reviews)
Amazing spot!
"We had a great stay. The house is right on the water and it is just gorgeous! Steve allowed us to check in a little early and was very helpful with recommendations of places to go."

Reviewed on Aug 17, 2021

Cozy Connecticut Beach House Retreat
Hamptons Style Cottage

Hamptons Style Cottage

Patchogue, NY
This family-friendly Patchogue vacation home is located on the waterfront, within a 15-minute walk of Fire Island National Seashore, Shorefront Park, and Great ...
Hamptons Style Cottage
Beachfront Cottage w/Porch on Long Island Sound

Beachfront Cottage w/Porch on Long Island Sound

Milford, CT
This family-friendly Milford cottage is located on the beach, within a 15-minute walk of Silver Sands State Park, Silver Sands, and Port Milford. Walnut Beach ...
4.5/5 Wonderful! (2 reviews)
Beautiful
"We came for a few days and Kathy was so accommodating, quick response to our needs . House is spectacular. It’s right on the beach . Beautiful views . Excellent for kids . Nice neighbors . Kids never wanted to leave . Can’t wait to come back"

Reviewed on Jul 21, 2020

Beachfront Cottage w/Porch on Long Island Sound
Bellport Inn, Charming Cottage in the Village!

Bellport Inn, Charming Cottage in the Village!

Bellport, NY
Situated near the beach, this cottage is 0.6 mi (1 km) from Great South Bay and 2.7 mi (4.3 km) from Carmans River. Baseball Heaven and Brookhaven Memorial Hospital ...
Bellport Inn, Charming Cottage in the Village!
The entire house for a family gathering

The entire house for a family gathering

Mastic, NY
The price is $325 per night from Jan 20 to Jan 21
This family-friendly Shirley vacation home is located by the ocean, within 3 mi (5 km) of Carmans River, William Floyd Estate and Moriches Bay. Ho-Hum Beach ...
5/5 Exceptional! (1 review)
Family stay
"This was a great house with great bedrooms open floor plan we would definitely stay again"

Reviewed on Jan 5, 2022

The entire house for a family gathering
Private 2br Apt, pet pally, long-term, Events, The Mappist 8

Private 2br Apt, pet pally, long-term, Events, The Mappist 8

Bay Shore, NY
Situated in Bay Shore, this apartment building is 2 mi (3.2 km) from Brentwood State Park and within 6 mi (10 km) of Tanger Outlets and Sky Zone. Bay Shore Mini ...
5/5 Exceptional! (9 reviews)
Excellent place
"The apartment is a two bedroom with king and queen beds and is attached to the back of the host's house. It is well maintained and clean. Both bedrooms and the living room have nice TV's, and the couch is very big and comfortable.It has a big, fenced in yard with chickens wandering around, so if ..."

Reviewed on Oct 24, 2021

Private 2br Apt, pet pally, long-term, Events, The Mappist 8
Beautiful 3 bedroom green house located near Hampton’s

Beautiful 3 bedroom green house located near Hampton’s

Mastic, NY
Situated in Mastic, this vacation home is 2.8 mi (4.5 km) from Carmans River and within 6 mi (10 km) of William Floyd Estate and Moriches Bay. Great South Bay ...
Beautiful 3 bedroom green house located near Hampton’s
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See all available properties in Port Jefferson
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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.

Large Group Rentals Port Jefferson

Large 4BR North Fork Home heated Saltwater Pool Vineyards Farm Stands

Large 4BR North Fork Home heated Saltwater Pool Vineyards Farm Stands

Riverhead, NY
Large 4BR North Fork Home heated Saltwater Pool Vineyards Farm Stands
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.

Large Group Cabins Port Jefferson

Remote Long Island Lakefront Cabin w/ Deck & Grill

Remote Long Island Lakefront Cabin w/ Deck & Grill

Middle Island, NY
Remote Long Island Lakefront Cabin w/ Deck & Grill
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.

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 months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year. is the cheapest month to visit, with the most expensive. 

Your chosen location, property type, and amenities will impact the cost of your trip, too. Right now, Port Jefferson vacation rentals range between $90 per night and $1,450 per night.

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. 

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