
Holiday houses 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.

Little, cozy place near beach 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.

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.

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.

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!!

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

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.

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

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.

North Country Cottage
Located near Long Island's beautiful beaches, vineyards, and wedding venues, this cozy cottage in the woods provides a quiet and comfortable place to stay while visiting! A spacious patio extends the living area, adding space to enjoy the outdoors in front of the fire pit or outdoor dining table. This property is located behind the owners' home and uses a shared driveway. While the owner is close by to address any issues during your stay, your space allows for total privacy.

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.

Charming Rustic 1BR with parking
Peaceful cozy 1 bedroom apartment with your own private entrance plus parking. In the best part of Stony Brook surrounded by nature. 5 min drive to beautiful local beach & 10 min walk to SBU. Close to restaurants & shops. Super comfortable king sized bed, 50" smart TV with Netflix, WiFi, amazing kitchen & bathroom. You are going to love staying here;) Coffee and green tea included. No: pets, smoking, food in bed, candles. No parties or checking in after 11pm.

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.
Popular amenities for Port Jefferson holiday rentals
Other great holiday rentals in Port Jefferson

Summer Retreat: Private Jacuzzi, Game room & more

Cozy apartment in S. Setauket

White Cottage East Setauket

Your ideal getaway awaits !

Private newly renovated apt

Classic Coastal Retreat: Larsson House

Hang by the (Chel)SEA

In the heart of Stony Brook
When is the best time to visit Port Jefferson?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $367 NZD | $367 NZD | $401 NZD | $394 NZD | $510 NZD | $552 NZD | $489 NZD | $500 NZD | $466 NZD | $460 NZD | $459 NZD | $442 NZD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
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 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.
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 $119 NZD per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Port Jefferson holiday 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!
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- Times Square
- New York City Center
- Columbia University
- Central Park Zoo
- Yale University
- Yankee Stadium
- Bronx Zoo
- United Nations Headquarters
- Rockefeller Center
- Jones Beach
- Citi Field
- Empire State Building
- Grand Central Terminal
- Bryant Park
- Radio City Music Hall
- Cooper's Beach, Southampton
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art
- Fairfield Beach
- Astoria Park
- Southampton Beach
- Robert Moses State Park Beach
- Koreatown




