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Port Jefferson, NY vacation rentals
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Best Vacation rentals and Airbnb offers in Port Jefferson, NY

Discover Family-Friendly Vacation Rentals in Port Jefferson, NY

The right family vacation rental in Port Jefferson, NY makes all the difference, keeping you close to top city attractions.

Pool Oasis Big Yard 1 Bedroom + 1 Living Room With Sofabed Nearby Train To Nyc - Port Jefferson, NY
Port Jefferson, NY
08/22 – 08/28
$304/nighttotal: $1824 (6 )

Pool Oasis Big Yard 1 Bedroom + 1 Living Room With Sofabed Nearby Train To Nyc

1 1
farm , Farmingville
This Farmingville gîte rural offers convenient access to attractions including Country Fair Park and Smithaven Mall.
This 1-bedroom, 1-bathroom gîte rural accommodates up to 4 guests and features air conditioning, a microwave oven, a stovetop, and a garden.
A Hidden Gem! Cozy Cottage With Huge Pool & Garden - Port Jefferson, NY
10 34 reviews
Port Jefferson, NY
07/28 – 07/31
$981/nighttotal: $2943 (3 )

A Hidden Gem! Cozy Cottage With Huge Pool & Garden

1 2
apartment , Mount Sinai
This charming cottage is situated in Port Jefferson Station, a peaceful town on Long Island, just a short drive from both Waterview Beach and the Port Jefferson Ferry station. The cottage offers a convenient location for exploring the surrounding area and enjoying the beauty of Long Island.
The cottage features four bedrooms and two bathrooms, comfortably accommodating up to eight guests. The home provides a private pool, a spacious yard, and a fully equipped kitchen, along with other amenities like a barbecue area, a comfortable sun vestibule, and laundry machines.
Peaceful 3br Garden Cottage Long Island Escape - Port Jefferson, NY
Port Jefferson, NY
07/15 – 08/10
$367/nighttotal: $9542 (26 )

Peaceful 3br Garden Cottage Long Island Escape

3 2
apartment , Coram
This Coram rental home is located in a quiet, nature-filled neighborhood, just minutes from Stony Brook University & Hospital and a short drive from beaches and Port Jefferson.
This 1190 sq ft house offers 3 bedrooms and can accommodate up to 6 guests with a queen bed, two twin beds, and a sofa bed, featuring a fully equipped kitchen, air conditioning, a private garden with a gazebo, and a sunroom.
Peaceful 3br Garden Cottage - Long Island Escape - Port Jefferson, NY
9.7 3 reviews
Port Jefferson, NY
07/30 – 08/31
$298/nighttotal: $9536 (32 )

Peaceful 3br Garden Cottage - Long Island Escape

1 2
apartment , Coram
This garden cottage in Coram is situated 14 miles from Long Island MacArthur Airport and 23 miles from Splish Splash water park.
This 1210 square foot apartment accommodates up to 11 guests with 1 bedroom and 1 bathroom, featuring air conditioning, a terrace, a garden, and a fully equipped kitchen with a fridge and microwave, plus free private parking.

Best Port Jefferson, NY vacation rentals with parking

Villa Osprey | Port Jefferson | Long Island | New - Port Jefferson, NY
Port Jefferson, NY
07/30 – 08/31
$16950/nighttotal: $542400 (32 )

Villa Osprey | Port Jefferson | Long Island | New

11 2
house , Port Jefferson
Villa Osprey, a beachfront estate on a quiet Port Jefferson peninsula, boasts 310 feet of private beach and easy access to Port Jefferson's Main Street and the Long Island Sound ferry.
This 20,000-square-foot mansion features 11 bedrooms, 11.5 bathrooms, an infinity pool, indoor pool, saunas, tennis court, basketball courts, a private cottage, and accommodates up to 16 guests, offering swimming, boating, and proximity to the Port Jeff Brewing Company and Fifth Season restaurant.
The Royal Suite - Ronkonkoma - Port Jefferson, NY
10 4 reviews
Port Jefferson, NY
07/10 – 07/14
$306/nighttotal: $1224 (4 )

The Royal Suite - Ronkonkoma

1 2
apartment , Lake Ronkonkoma
This Lake Ronkonkoma apartment rental is conveniently located a 4-minute drive from Lake Ronkonkoma, 6 minutes from Regal Ronkonkoma movie theater, and a 12-minute walk from the Ronkonkoma Long Island Rail Road train station, offering easy access to local attractions and transportation.
The one-bedroom, one-bathroom unit sleeps two guests and includes a refrigerator, microwave, Wi-Fi, a smart TV, and essential bathroom amenities; nearby options for entertainment include Connetquot River State Park, Fire Island National Seashore, BounceU Smithtown, and Bowlmor Lanes Patchogue.
Historic Home Walking Distance To Downtown, The Harbor, And Restaurants! - Port Jefferson, NY
10 18 reviews
Port Jefferson, NY
08/15 – 08/22
$481/nighttotal: $3367 (7 )

Historic Home Walking Distance To Downtown, The Harbor, And Restaurants!

4 2
apartment , Port Jefferson
This charming house is located in central Port Jefferson, just a short walk from the Mather House Museum, Theatre Three, Harborfront Park, and the Maritime Explorium. It has received excellent ratings from previous guests.
This 4-bedroom vacation rental comfortably accommodates up to 6 guests and offers a spacious 1850 square feet of living space. Enjoy amenities like free WiFi, a fully equipped kitchen, a private garden, and a terrace perfect for relaxing after a day of exploring the town.
1856 Trading House Close To Water - Port Jefferson, NY
9.4 25 reviews
Port Jefferson, NY
07/28 – 07/31
$380/nighttotal: $1140 (3 )

1856 Trading House Close To Water

2 2
apartment , Mount Sinai
This apartment in Mount Sinai is a short distance from the pristine sands of White Beach and offers easy access to healthcare facilities like St. Charles Hospital and John T Mather Memorial Hospital. It has received excellent user ratings.
The apartment has 3 bedrooms and can accommodate up to 6 guests. It features a fully equipped kitchen, free WiFi, a patio, and access to a water park, garden, and barbecue grills.

Frequently Asked Questions about vacation rentals in Port Jefferson, NY

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Top Vacation Rentals with Balconies in Port Jefferson, NY

Elevate your stay in Port Jefferson, NY with a vacation rental featuring a private balcony and stunning city skyline views.

The Bella Vista St James! Waterfront House With A Beach Dock And So Much More! - Port Jefferson, NY
10 1 review
Port Jefferson, NY
07/30 – 08/31
$2604/nighttotal: $83328 (32 )

The Bella Vista St James! Waterfront House With A Beach Dock And So Much More!

4 2
apartment , Head of the Harbor
This exclusive Head of the Harbor rental offers a rare 3-acre waterfront peninsula with 800 feet of natural beachfront and a private 100-foot dock, located near Avalon Park and Preserve and Caleb Smith State Park.
This designer-decorated estate accommodates up to 10 guests with 4 bedrooms and 5 bathrooms, featuring a gourmet kitchen, hot tub sunroom, and a gazebo by the water, ideal for enjoying wildlife and sunsets.
Beachfront Mega Mansion - Port Jefferson, NY
Port Jefferson, NY
07/30 – 08/31
$3671/nighttotal: $117472 (32 )

Beachfront Mega Mansion

9 2
house , Belle Terre
This beachfront estate, a 25,000-square-foot mega-mansion, is situated in Port Jefferson, near the Mather House Museum and Stony Brook Grist Mill, offering easy access to Port Jefferson and Harmony Vineyards.
The nine-bedroom, ten-bathroom property boasts an infinity pool, indoor pool, home theater, tennis court, and direct beach access, accommodating up to 38 guests and providing ample space for large gatherings.

Best Port Jefferson, NY vacation rentals with air conditioning

In The Heart Of Stony Brook - Port Jefferson, NY
9.8 61 reviews
Port Jefferson, NY
08/15 – 08/22
$280/nighttotal: $1960 (7 )

In The Heart Of Stony Brook

1 2
apartment , Stony Brook
This apartment is located in Stony Brook, close to beaches, parks, Stony Brook University, and the hospital, offering a peaceful and convenient stay. It has earned excellent ratings for cleanliness, location, and user experience.
This rental has one bathroom and can accommodate up to four guests. The apartment includes a fridge, parking, and internet access.
Modern Style Spacious Getaway - Port Jefferson, NY
9.4 394 reviews
Port Jefferson, NY
11/23 – 11/26
$103/nighttotal: $309 (3 )

Modern Style Spacious Getaway

1 1
apartment , Centereach
This Centereach apartment is conveniently located near shopping centers like Macy's and Walmart, as well as gyms and fast food restaurants. The apartment has excellent ratings for location, cleanliness, and user experience.
This one-bedroom, one-bathroom apartment can comfortably accommodate two guests. It offers a full living experience with a separate living room, dining area, bedroom, and bathroom, along with amenities like air conditioning, internet, parking, and a garden.
Spacious Waterfront Retreat W/ Pool Private Beach - Port Jefferson, NY
Port Jefferson, NY
07/22 – 07/29
$1855/nighttotal: $12985 (7 )

Spacious Waterfront Retreat W/ Pool Private Beach

1 2
apartment , Old Field
This waterfront residence in Old Field offers a unique coastal living experience near the shoreline, providing direct access to the natural beauty and recreational opportunities of the waterfront. This spacious 4-bedroom, 3-bathroom dwelling accommodates up to 10 guests and features air conditioning, a kitchen, internet, a swimming pool, and parking.
Basement Large Studio Apartment - Port Jefferson, NY
9.4 18 reviews
Port Jefferson, NY
08/15 – 08/22
$173/nighttotal: $1211 (7 )

Basement Large Studio Apartment

1 2
apartment , Rocky Point
This Rocky Point basement apartment offers a private entrance, is a short drive from the beach, and is within walking distance of a state nature preserve.
The self-contained unit sleeps two, features a fully equipped kitchen, air conditioning, and parking, providing a comfortable and convenient stay near Rocky Point's natural attractions.
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