Vacation rentals in Port Jefferson

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Top-rated vacation rentals in Port Jefferson

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
Cabin in Rocky Point
4.88 out of 5 average rating, 560 reviews

Great little place just for a couple

It's quiet and cozy here. The yard is completely fenced with tall living shrubs, flowers, and trees. There's a gas grill, a fire pit, and a place to dine under an umbrella in the garden. I rent out a separate half of the house to guests: one bedroom, a small kitchen combined with a hallway. Peace and quiet reign here. You won't be disturbed. Sometimes I go into my half of the house, but very rarely. There are no other guests on the property, just you. I don't charge extra for pets. Parking free.

Top guest favorite
The cabin's entrance is framed by lush greenery and flowering plants. A wooden walkway leads to the door, and a small set of steps offers access. The rustic exterior features dark wood siding and a window for natural light.
Guest suite in Fire Island Pines
4.96 out of 5 average rating, 103 reviews

Fire Island Pines: Studio Cabin

Studio cabin (approx. 13.5 x 15 ft.) Functional, basic, rustic, atmospheric—It's just a little cabin in the woods. The shack can accommodate only 2 people max. Queen bed (sheets, blankets) Bathroom (shower/towels) Kitchenette (fridge, microwave, sink, dishwasher, dishes, cutlery, glasses) A/C (window unit) Fan Basic tv Internet Beach chairs/umbrellas, Outside shower The Pines is primarily a gay community, but welcoming to all. We love our wild deer and squirrels but no pets in the cabin

Top guest favorite
Apartment in Terryville
4.95 out of 5 average rating, 208 reviews

All Private Bright Spacious Close to All

DISINFECTED AND CLEANED BEFORE YOU ARRIVE! Spacious ground level PRIVATE apt with lots of natural light. Full kitchen/new stove/fridge/Keurig.Bedrm- queen sz bed, living rm -full sz sofa sleeper. Also available is queen air mattress w/ topper. Washer/Dryer. Minutes away to the Port Jeff Village shops&restaurants/Ferry/LIRR, hospitals, & Stony Brook. Small beaches 10-15min drive, large beaches,Shop Outlets & Wineries 25 -60 minute. PLEASE NOTE: Extra $2 Daily Fee for charging electric car.

Guest favorite
The exterior of the historic house is depicted, showcasing the two-story structure with gray shingle siding. A set of steps leads to the front door, adorned with an American flag. Surrounding greenery adds a natural touch to the property.
Home in Port Jefferson
4.97 out of 5 average rating, 101 reviews

The Historic 1813 House

Recently restored, this Port Jefferson Village historic house has all of the amenities of today. Boasting 3 bedrooms and 2 full bathrooms, a short walk to the busy day and night life of Main Street. Watch the sunrise from the top bedroom over the port and watch ferry boats as they arrive throughout the day. Read a book in the beautiful all wood sitting room or take a bath in the recently restored cast iron claw foot tub. This house offers quiet serenity with an option to explore the village.

Guest favorite
A charming cottage with a red exterior is surrounded by a lush garden filled with various plants and flowers. A spacious covered porch extends across the front, offering a welcoming entryway. The well-manicured lawn is complemented by vibrant greenery and colorful blooms, creating a pleasant outdoor space.
Cottage in Mount Sinai
4.8 out of 5 average rating, 518 reviews

The Red Cottage Circa 1936

This cottage is a gem to be found! From the primary room to the charming loft, this cottage can sleep 6! There is a full working kitchen. For those who wish to do exploring, you will be centrally located on LI giving you great ease in using LI rail road (.5 mile) from cottage and Port Jeff Ferry (1mile)from cottage. There is a large fenced in yard with BBQ and outdoor seating if you wish to dine in. Dogs are allowed w/prior notice and a $65 pet fee. You won’t beat this value! Has it All!!

Top guest favorite
Apartment in Terryville
4.93 out of 5 average rating, 219 reviews

Brand New Modern Spacious Apartment

Brand new private 1 BASEMENT bedroom apartment fully furnished. Just bough a brand new comfortable Queen size bed. Full kitchen, bathroom, living room. Bedroom has walk in closet. Apartment is in the BASEMENT of a 2500 sft home. The apartment is at least 800 square feet and has a private entrance. Has Keurig ( which I supply coffee , sugar and creamer for) , full stove, big frig, a microwave, toaster, hair Dryer and iron. Plenty of towels, shampoo, conditioner and soap. NO PETS ALLOWED

Guest favorite
The exterior features a charming facade with wooden shingles and a welcoming front porch. Two vibrant blue doors highlight the entrance, surrounded by blooming flower pots and neatly arranged greenery. White columns support the porch roof, enhancing the spacious feel of the entryway.
Home in Port Jefferson
4.91 out of 5 average rating, 192 reviews

Harborfront Star Walk to Harbor & Village

Leave your car parked , hang your keys, and step into the charm of Port Jefferson Village from this beautifully styled coastal retreat. Perfectly located just steps from the waterfront, placing you within easy walking distance of the marina, Harborfront Park, boutique shops, cafés, restaurants, and the ferry. Whether you’re here for a relaxing getaway, visiting Stony Brook, or exploring Long Island’s North Shore, this home offers the perfect blend of comfort, style, and location.

Top guest favorite
The interior of the tiny house features a cozy layout with a comfortable couch and a TV mounted on the wall. A lofted sleeping area is positioned above, complete with a mattress. Natural light enters through windows adorned with light curtains, enhancing the open feel.
Tiny home in Centereach
4.97 out of 5 average rating, 126 reviews

The Oasis Tiny House

This Custom Built Modern Tiny House Is Private And Cozy. Our Location In Centereach Long Island, NY Is Just That...In The Center Of Long Island So Whether You Want to Visit The Local Beaches Or Treat Yourself To Some Well Deserved Shopping This Location Has It All, Museums, Shopping Malls, Tanger Outlets, Wine Country, The Hamptons, And New York City Are All Close By. It Is Also Conveniently Located Just A Few Miles From SUNY Stony Brook If You’re Planning To Visit The College

Guest favorite
Apartment in Selden
4.93 out of 5 average rating, 210 reviews

Stony Brook Sanctuary: Romantic Couples Escape

This enchanting Airbnb is a one-of-a-kind couples’ retreat created for two connected souls. Guests often say it’s more than a stay—it’s an experience. Enjoy a fully equipped kitchen for intimate meals, a spacious living room with plush seating, and a mesmerizing aquarium that invites you to unplug and simply be together. Upstairs, a romantic bedroom sets the mood. Every detail is thoughtfully designed to create meaningful moments and memories you’ll carry long after you leave.

Top guest favorite
A serene bedroom features a spacious bed with white linens, positioned against a wooden floor. Two shutters on adjacent windows allow soft light. A full-length mirror stands beside a dressing table, while a gentle light fixture hangs overhead. A calm art piece is displayed on the wall.
Home in Stony Brook
4.99 out of 5 average rating, 153 reviews

Cottage in the heart of Stony Brook Village

Stay in a fully renovated 100-year-old cottage that blends historic charm with modern comfort. Your private upstairs suite has its own entrance, perfect for couples, families, or small groups. Walk just ¼ mile to Stony Brook Village shops, restaurants, the fishing pier & beach, or watch the wildlife from your screened-in porch. Only an 8-minute drive to Stony Brook University & Hospital. Experience the perfect mix of village charm, modern amenities, and natural beauty.

Guest favorite
A dining area is presented featuring a dark wooden table surrounded by four white chairs. A decorative potted plant is centered on the table, complementing the modern decor. A doorway leads to a softly lit bedroom in the background.
Home in Port Jefferson
4.93 out of 5 average rating, 143 reviews

Port Jefferson Convenient, Cozy and Chic!

Bright, modern, newly renovated and landscaped space can sleep up to 6! Countless amenities including a kitchen with dishwasher, full size refrigerator. 3 bedrooms, 2 full baths, and common living space. Great for boaters or attending events in Port Jefferson, Stony Brook or anywhere on Long Island. We are a 1 minute drive or 10 minute walk from Port Jefferson Harbor and Ferry Dock. Centrally located on LI for easy access to LI rail road and bus routes.

Top guest favorite
A spacious studio features a queen-sized bed with patterned bedding, flanked by bedside lamps. A small dining table with two chairs is positioned near a window, allowing for natural light. A wooden bench is placed at the foot of the bed, enhancing the room's functionality.
Guest suite in Stony Brook
4.81 out of 5 average rating, 706 reviews

Studio in Stony Brook

We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)

Popular amenities for Port Jefferson vacation rentals

When is the best time to visit Port Jefferson?

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Avg. priceﺩ.ﺇ793ﺩ.ﺇ793ﺩ.ﺇ867ﺩ.ﺇ852ﺩ.ﺇ1,102ﺩ.ﺇ1,194ﺩ.ﺇ1,058ﺩ.ﺇ1,080ﺩ.ﺇ1,006ﺩ.ﺇ995ﺩ.ﺇ992ﺩ.ﺇ955
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Port Jefferson?

    Port Jefferson has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Port Jefferson?

    Experience the best of Port Jefferson with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Port Jefferson?

    Four-legged friends are welcome in Port Jefferson. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Port Jefferson?

    Yes! Work meets play with ease at over 10 vacation rentals in Port Jefferson featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Port Jefferson?

    Make yourself at home in Port Jefferson by choosing from our most frequently booked neighborhoods. We have over 80 vacation rentals in Belle Terre, and over 80 vacation rentals in Port Jefferson.

  • Do house rentals in Port Jefferson have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Port Jefferson. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Port Jefferson have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Port Jefferson. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Port Jefferson?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Port Jefferson

  • Total vacation rentals

    Explore 20 vacation rentals in Port Jefferson

  • Nightly prices starting at

    Port Jefferson vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 1,310 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Port Jefferson vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Port Jefferson rentals

  • 4.9 Average rating

    Port Jefferson stays are highly rated by guests—averaging 4.9 out of 5!