Holiday rentals in Port Jefferson

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Top-rated holiday rentals in Port Jefferson

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

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Guest favourite
A bright living room area features a sectional sofa and a coffee table set on light carpet. A smart TV is positioned on a low stand, and natural light enters through a skylight. Decorative curtains frame the window, adding a touch of style.
Serviced apartment in Medford
4.88 out of 5 average rating, 164 reviews

Cozy Apartment with King Bed - Separate Entrance

Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

Guest favourite
A dining area features a patterned tablecloth covering a wooden table, set for four with placemats. Natural light enters through large windows, illuminating a comfortable living room area with a sofa and side table. A decorative piece sits at the center of the table.
Flat in Port Jefferson Station
4.95 out of 5 average rating, 200 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.

Top guest favourite
A well-lit bedroom features a spacious bed with decorative bedding, positioned against a soft blue wall. Natural light enters through large windows, adorned with sheer curtains. A compact dresser stands nearby, and an elegant table lamp adds functionality to the cozy space.
Home in Holbrook
4.91 out of 5 average rating, 300 reviews

Cozy studio

We are 10 minutes away to MacArthur Airport in Islip, 5 minutes to shopping center where you can find supermarkets, restaurants, and stores. We are 10 minutes away from LIRR train station where you can get a ride to Manhattan. Although the studio is centrally located a car or Uber is recommended,. You'll have your own bathroom, kitchen with microwave, coffee maker, toaster, fridge, air conditioner, tv with cable and internet. Our study is a FREE SMOKING PLACE! Not smoking or vaping!

Top guest favourite
A well-appointed sleeping area features a queen bed with crisp white linens, flanked by two illuminated nightstands. Above the bed, an abstract art piece adds a pop of color to the neutral walls. A small plant is positioned near the bed, enhancing the calming atmosphere.
Place to stay in Coram
4.99 out of 5 average rating, 126 reviews

T&T Unique Space

NEW ! Private renovated studio attached to a single family home. Private entrance queen bed w/full bathroom, sofa, 55”smartTV, kitchenette(no stove)free street parking in front of house.This is a drug free, non-smoking, no pets and no party unit. Minutes from Port Jefferson pier, LIRR, Connecticut Ferry, 15 min. to Mac Arthur airport. Shopping in Riverhead at Tanger Outlets a few exits from the LIE. 10min. to John T Mather Hospital & St Charles Hosp. Near Jakes 58 Casino and Top Golf.

Guest favourite
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
4.9 out of 5 average rating, 177 reviews

Harborfront Star

Hang up your car keys and your worries and come visit this beautiful, stylish, coastal gem. Everything that Port Jefferson Village has to offer -- the marina, Harborfront Park, restaurants, clubs, shops, galleries, skating rink, green market, Danfords -- is all within easy walking distance. So come enjoy being in the middle of the action -- and the cool breezes off Long Island Sound -- at the Harborfront Star. We are dog friendly and have a pet fee of $65 per dog (max of 3 dogs).

Guest favourite
A serene living space is showcased, featuring a large aquarium filled with colorful fish and vibrant coral. The aquarium is softly illuminated, creating a calming ambiance. A modern spiral staircase leads to the upper level, while a glass dining table sits in the foreground.
Flat in Centereach
4.93 out of 5 average rating, 181 reviews

Stony Brook Sanctuary: A Couple’s Retreat.

This enchanting Airbnb is the perfect couples’ retreat, offering an intimate allure with a quaint, fully equipped kitchen to craft culinary delights. The expansive living room features plush furnishings and a mesmerizing aquarium, adding a touch of serenity. Upstairs, a romantically adorned bedroom invites you to unwind. For added fun, enjoy the dartboard or discover the Couples’ Lover Treasure Chest filled with games designed to bring you closer. A memorable escape awaits!

Top guest favourite
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, 141 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 favourite
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
4.8 out of 5 average rating, 686 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.)

Guest favourite
A spacious lawn is surrounded by mature trees, providing shade and greenery. A vintage home is visible, with outdoor seating and a grill setup nearby. Gravel paths lead through the property, inviting exploration of the shared outdoor space.
Home in Rocky Point
4.88 out of 5 average rating, 261 reviews

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

Superhost
The living room features high ceilings and natural light streaming through the double French doors, which lead to an outdoor view. Two comfortable leather sofas are arranged around a glass coffee table atop a vibrant area rug, offering a welcoming space for relaxation.
Flat in Centereach
4.67 out of 5 average rating, 382 reviews

Modern style Spacious Getaway

This apartment offers a living room, dining area, bathroom, and a bedroom. The apartment is very spacious so you will never feel cramped and is stylish giving it a unique, creative vibe. The apartment is attached to the side of a house with the owners living on one side. The apartment is partitioned from the main house making it private. There is potential for noise sometimes. There are no hidden fees.

Top guest favourite
A spacious room is presented with a full-size bed dressed in soft linens. A decorative painting is displayed above the bed. A dresser and a coffee station are visible, accompanied by a comfortable seating chair. Warm lighting is provided by bedside lamps.
Guest suite in Ronkonkoma
4.95 out of 5 average rating, 142 reviews

Charming “hotel inspired” Retreat

Relax and recharge at this peaceful, centrally located retreat. Your private room features a cozy full-size bed, desk and chair for work or study, TV for entertainment, and a coffee station with microwave and mini fridge for quick bites. Enjoy the privacy of your own bathroom and entrance, with easy on-street parking right in front of the house.

Top guest favourite
A tranquil backyard setting features a well-maintained pool surrounded by greenery and decorative lighting. Flower pots and a trellis adorned with plants enhance the space, while a stone pathway leads to the area. Trees provide a natural backdrop, creating a serene atmosphere.
Flat in Rocky Point
4.94 out of 5 average rating, 170 reviews

North shore Guest Room.

This apartment is our guest room with outside private entrance and off street parking. Apartment has a refrigerator, microwave, coffee maker, and toaster oven. Queen bed and a twin pullout couch bed is provided. The place is appropriate for a short stay as an affordable alternative to hotel stay.

Popular amenities for Port Jefferson holiday rentals

When is the best time to visit Port Jefferson?

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Avg. price$277 SGD$277 SGD$303 SGD$298 SGD$385 SGD$417 SGD$370 SGD$378 SGD$352 SGD$347 SGD$339 SGD$329 SGD
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Frequently Asked Questions

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

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

  • 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.

  • 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 90 vacation rentals in Belle Terre, and over 90 vacation rentals in Port Jefferson.

  • Do house rentals in Port Jefferson have free parking?

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

  • 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.

  • 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 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.

  • 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.

Quick stats about holiday rentals in Port Jefferson

  • Total holiday rentals

    Explore 20 holiday rentals in Port Jefferson

  • Nightly prices starting at

    Port Jefferson holiday rentals start at $90 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Port Jefferson holiday rentals include wifi 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!