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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Guest favourite
A serene beach scene illustrates a vast stretch of shoreline, with gentle waves lapping at the sand. The water is a mix of blue and green hues under a clear sky, providing a calming seaside atmosphere.
Cabin in Rocky Point
4.88 out of 5 average rating, 574 reviews

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.

Guest favourite
Home in Centereach
4.98 out of 5 average rating, 61 reviews

Cozy Modern Getaway

Cozy Modern Getaway in Centereach! Perfect for students, medical visitors, and travelers. Relax in a bright living area with 55” Smart TV+PS5, dine at a 2-seat nook, and cook in the well-equipped kitchen with refrigerator, microwave, coffee maker, popcorn machine, cookware, dishes, glassware and more. Bedroom with fresh linens, (queen size bed), clean bathroom, fast Wi-Fi 300 , AC/heat, and free parking. Close to Stony Brook Univ 13 min, Port Jefferson Hospital 15 min, and Suffolk College 5 min

Top guest favourite
Apartment in Port Jefferson Station
4.95 out of 5 average rating, 213 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 favourite
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
4.96 out of 5 average rating, 114 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 favourite
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, 531 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 favourite
A spacious bedroom features an elegantly designed headboard with a floral pattern. The walls are adorned with a soft blue and white mural, complemented by natural light filtering through a window. A tall mirror reflects the room, enhancing the sense of openness.
Guesthouse in Port Jefferson
5 out of 5 average rating, 11 reviews

The Buccaneer Suite ~ Your Private Seaside Escape

Come be enchanted with The Buccaneer, a private, luxurious yet charming two-bedroom duplex suite nestled within Falaena House Inn - our historic, eco-conscious retreat. Blending coastal elegance with maritime spirit, The Buccaneer offers a rare sense of seclusion while placing you a mere two-minute stroll to the beach, local shops & coastal eateries. At Falaena House Inn, we care deeply for the land, the sea, and you! We welcome you home like a captain to port (adult-only, no-pets).

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
4.91 out of 5 average rating, 203 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.

Guest favourite
Home in Centerport
4.95 out of 5 average rating, 172 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Guest favourite
Apartment in Centereach
4.93 out of 5 average rating, 226 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 favourite
A cozy living area features a sectional sofa and two armchairs arranged around a glass-top coffee table. A rug provides a soft touch to the wood flooring. The kitchenette, equipped with modern appliances, is visible in the background, alongside large windows that invite natural light.
Guesthouse in Wading River
4.99 out of 5 average rating, 110 reviews

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.

Top guest favourite
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, 156 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.

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, 148 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.

Popular amenities for Port Jefferson vacation rentals

When is the best time to visit Port Jefferson?

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Frequently Asked Questions

  • What are the best places to stay in Port Jefferson?

    Stays near the harbor area are often recommended for easy access to shops, restaurants, and water views, while residential neighborhoods provide a quieter atmosphere. Many travelers also enjoy accommodations with backyard patios or garden spaces.

  • What are the best things to do in Port Jefferson with kids?

    Port Jefferson has family-friendly parks, waterfront playgrounds, and occasional outdoor performances designed for children. Interactive museums and hands-on craft programs are frequently suggested for younger visitors.

  • What are some of the best things to do in Port Jefferson?

    Strolling the harbor, exploring local shops and galleries, and taking boat cruises are among the most popular activities in Port Jefferson. The area also has parks for picnics and seasonal performances on the waterfront.

  • How is the weather in Port Jefferson?

    Port Jefferson experiences chilly winters around 25–44°F (-4–7°C) and warm, humid summers near 66–83°F (19–28°C). Spring and fall tend to bring mild temperatures, with rainfall spaced through the year.

  • When is the best time to visit Port Jefferson?

    Late spring through early fall is often recommended for milder weather, blooming gardens, and outdoor events. Waterfront activities and seasonal festivals are in full swing during these months.

  • What are the best places to visit in Port Jefferson?

    Many travelers explore the village waterfront, browse local shops, and visit area parks known for scenic harbor views. Galleries and maritime-themed museums are also frequently suggested stops.

  • What are some hiking trails in Port Jefferson?

    Port Jefferson has trails through the lush forests of nearby nature preserves and scenic coastal paths along the harbor. For gentle walks or a bit more adventure, local parks frequently suggested for hiking welcome all experience levels.

  • What are some family activities we can do in Port Jefferson?

    Families in Port Jefferson often enjoy walking along the harbor, visiting interactive museums, and participating in seasonal outdoor programs. Community events and playgrounds provide spaces for all ages to connect.

  • What are some of the best day trip ideas from Port Jefferson?

    Consider exploring nearby vineyards, sandy beaches, or historic towns throughout Long Island. Nature preserves and coastal villages around Port Jefferson are also often recommended for a relaxing day out.

  • Are there any pet friendly accommodations available in Port Jefferson?

    Many stays in Port Jefferson welcome pets, especially around the waterfront and in residential neighborhoods. Check individual home details for specifics, and enjoy outdoor spaces where dogs are often seen with their people.

  • What are some local tips for visiting Port Jefferson?

    Wear comfortable shoes for exploring the village by foot, and look for community boards highlighting live music or pop-up markets. Locals appreciate the casual pace, especially on weekend mornings at independent coffee spots.

  • What is Port Jefferson known for?

    Port Jefferson is known for its scenic harbor, maritime heritage, and walkable village atmosphere. Visitors appreciate the blend of local shops, historic architecture, and waterfront dining.

  • What are the best hidden gems to explore in Port Jefferson?

    Discover quiet coves along the shoreline, local galleries showcasing artists from the region, and small cafes tucked into historic corners. Some visitors enjoy exploring lesser-known parks for a peaceful retreat.

  • What are the best foods to try in Port Jefferson?

    Seafood is frequently suggested, with dishes like locally caught fish, clams, and lobster rolls featured in many harbor-side restaurants. Bakeries and cafes often highlight classic American comfort foods and locally inspired desserts.

  • What should I bring for a trip to Port Jefferson?

    Pack layers for changing coastal weather, sturdy shoes for walking, and a light waterproof jacket. Bringing sunscreen and a reusable water bottle is helpful when exploring outdoor spaces.

  • What is the nightlife in Port Jefferson like?

    Port Jefferson has a lively mix of casual pubs, live music venues, and waterfront bars where visitors mingle with locals. Nightlife often centers around relaxed spots featuring regional drinks and seasonal entertainment.

  • What are the most popular events or festivals in Port Jefferson?

    Port Jefferson hosts seasonal festivals like spring arts fairs, a summer concert series, and a winter holiday celebration with themed events throughout the village. Maritime and cultural celebrations are annual traditions that draw locals and visitors.

  • Are there family friendly vacation rentals in Port Jefferson?

    Many vacation rentals in Port Jefferson are designed to welcome families, often providing multiple bedrooms, kitchens, and outdoor spaces. Look for homes near parks or with easy access to waterfront activities.

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 $98 CAD 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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Port Jefferson vacation 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!