Best Vacation Homes in Port Jefferson
House
10.0(23 Reviews)
2 Bedrooms
2 Baths
6 Guests
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $301/Night
7 Nights - US $2,104
Hotel
7.8(326 Reviews)
11 Baths
296.5 ft²
Spa- Fireplace/Heating
- Balcony/Terrace
Breakfast
US $298/Night
7 Nights - US $2,086
Hotel
8.4(1007 Reviews)
1 Bath
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $260/Night
7 Nights - US $1,823
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $268/Night
7 Nights - US $1,879
Hotel
4.6(64 Reviews)
4 Baths
290.63 ft²
- Fireplace/Heating
Parking
Air Conditioner
Internet
US $170/Night
7 Nights - US $1,190
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
Kitchen- Parking
- Air Conditioner
US $220/Night
7 Nights - US $1,537
Condo
9.6(54 Reviews)
2 Bedrooms
1 Bath
6 Guests
800 ft²
- Oceanfront
Hot Tub- Fireplace/Heating
Pool
US $280/Night
7 Nights - US $1,959
Condo
9.6(23 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $310/Night
7 Nights - US $2,167
Port Jefferson Luxury Rentals
Villa
9 Bedrooms
10 Baths
38 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Air Conditioner
US $3,296/Night
7 Nights - US $23,071
Villa
2.0(1 Review)
5 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
Pet Friendly- Kitchen
US $1,036/Night
7 Nights - US $7,255
Cottage
10.0(9 Reviews)
4 Bedrooms
2 Baths
8 Guests
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $911/Night
7 Nights - US $6,374
House
9.8(16 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $678/Night
7 Nights - US $4,744
House
10.0(18 Reviews)
4 Bedrooms
1 Bath
6 Guests
1854 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $470/Night
7 Nights - US $3,291
Villa
5.0(1 Review)
11 Bedrooms
12 Baths
16 Guests
- Pet Friendly
- Kitchen
- Air Conditioner
Child Friendly
Unlock the Best Price
House
9 Bedrooms
10 Baths
25 Guests
- Pet Friendly
- Air Conditioner
- Child Friendly
Laundry
US $10,000/Night
7 Nights - US $70,000
Villa
12 Bedrooms
11 Baths
40 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $9,599/Night
7 Nights - US $67,193
Port Jefferson Pet Friendly Vacation Rentals
House
5 Bedrooms
5 Baths
20 Guests
- Pool
- Pet Friendly
- Air Conditioner
- Child Friendly
US $2,000/Night
7 Nights - US $14,000
House
2 Bedrooms
3 Baths
5 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $563/Night
7 Nights - US $3,941
House
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $340/Night
7 Nights - US $2,383
House
10.0(1 Review)
5 Bedrooms
4 Baths
8 Guests
3040 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $918/Night
7 Nights - US $6,428
House
10.0(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $766/Night
7 Nights - US $5,361
House
10 Bedrooms
18 Baths
22 Guests
20000 ft²
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $7,500/Night
7 Nights - US $52,500
US $2,500/Night
7 Nights - US $17,500
Port Jefferson Large Vacation Homes
House
5 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $350/Night
7 Nights - US $2,450
Villa
5 Bedrooms
5 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $1,109/Night
7 Nights - US $7,766
House
10.0(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
2400 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $598/Night
7 Nights - US $4,189
House
10.0(1 Review)
4 Bedrooms
3 Baths
10 Guests
1500 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
US $648/Night
7 Nights - US $4,539
Villa
5 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $1,065/Night
7 Nights - US $7,456
Why Choose Rent By Owner for your Port Jefferson Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Port Jefferson
When should you plan your Vacation Rentals stay?
Determining the ideal time to visit here can enhance your experience, as seasonal changes in this destination influence everything from local events to the weather, helping you select the perfect period for your stay in the region.
Peak Season Highlights
Summer (June to August)
During the summer months, you can enjoy warm weather and longer days, making it ideal for exploring the coastal area of Port Jefferson and taking part in outdoor activities.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 65°F to 70°F
Fall (September to November)
This destination shines in the fall with colorful foliage and comfortable temperatures, perfect for leisurely strolls and discovering local charm in the region.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 55°F to 60°F
Off-Season Highlights
Winter (December to February)
In winter, the area offers a quieter atmosphere where you can enjoy peaceful getaways and cozy accommodations without the crowds.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
Spring (March to May)
Spring brings mild weather and blooming scenery, providing a refreshing environment for a relaxed retreat before peak season begins.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 50°F
Weekly Weather Forecast for Port Jefferson
How to Book Your Port Jefferson Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Port Jefferson
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor patio or deck to relax and unwind during your stay.
- Take advantage of a well-maintained garden area, perfect for outdoor leisure.
- Benefit from access to a shared or private swimming pool with scenic views of the region.
- Make use of an outdoor grilling station or barbecue area for enjoyable cookouts.
- Experience the convenience of on-site parking with easy access to outdoor spaces.
- Relax in a shaded gazebo or pergola, ideal for reading or casual gatherings.
- Explore nearby outdoor recreational options such as walking trails or waterfront access.
Top Attractions Around Port Jefferson
What attractions are nearby?
Here, you can enjoy a variety of nearby activities such as exploring scenic waterfronts, visiting charming local shops, and experiencing leisurely seaside dining that showcase the best of this region.
Family Activities
- Visit the Maritime Explorium: Engage your family with interactive exhibits and hands-on activities that celebrate maritime history, right here in the region's vibrant waterfront.
- Explore the Port Jefferson Harbor Trail: Enjoy a scenic family walk or bike ride along this picturesque trail offering stunning views of the harbor and opportunities for wildlife spotting.
- Discover local marine life at the Shoreline Seining Experience: Participate in educational sea netting demonstrations that introduce children to the region’s diverse aquatic ecosystem.
- Attend a family-friendly event at the Port Jefferson Village Green: Check out seasonal festivals, outdoor concerts, or community gatherings that bring families together in this charming area.
Adult Activities
- Harbor Cruises: Embark on a scenic boat tour here to enjoy stunning views of the bay and learn about maritime history.
- Port Jefferson Village Shopping: Explore charming boutiques and local shops in this area that offer unique finds and regional crafts.
- Theatre Performances at Theatre Three: Attend live performances in this intimate venue to experience local arts and entertainment.
- Wine Tasting Experiences: Visit nearby wineries to savor carefully curated selections while enjoying the tranquil vineyard setting.
Other Places to Stay in Port Jefferson, NY
John T Mather Memorial Hospital Of Port Jefferson New York
VIVAER Nasal Airway Remodeling
Harborfront Park
Maritime Explorium
Mather House Museum
St. Charles Hospital
Theatre Three
St. Charles Hospital And Rehabilitation Center
Port Jefferson
Belle Terre
White Beach
Port Jefferson Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining: Take advantage of the area's renowned eateries to enjoy fresh seafood and regional specialties right near your vacation rental.
- Visit Waterfront Attractions: Make the most of your stay by spending time along the scenic waterfront, perfect for relaxing or engaging in water activities.
- Plan Day Trips: Use this destination as a base to explore nearby parks and cultural sites, enriching your experience of the region.
- Book in Advance: Secure your ideal vacation rental early to ensure availability during peak seasons and to choose accommodations that fit your preferences.
Transportation Options
- Port Jefferson Ferry: You can enjoy a scenic ferry ride connecting this charming harbor town to Connecticut, offering a convenient and picturesque transportation option.
- Long Island Rail Road (LIRR): The commuter rail service provides quick access to New York City and other parts of Long Island, making travel in and out of the area seamless.
- Local Bus Services: Regular bus routes operate throughout the region, allowing you to explore Port Jefferson and nearby communities with ease.
- Rental Cars and Taxis: Several rental agencies and taxi services are available for flexible, door-to-door transportation during your stay in this region.
Local Customs Options
- Local Seafood Cuisine: You’ll find that fresh, locally caught seafood is a staple here, reflecting the region’s maritime heritage and offering an authentic taste of the area's culinary traditions.
- Community Festivals and Parades: Participating in seasonal festivals and parades allows you to experience the warm hospitality and vibrant community spirit that define this destination.
- Respect for Maritime History: The area’s rich maritime history is celebrated through local museums and landmarks, encouraging visitors to appreciate the region's seafaring legacy.
Port Jefferson Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Port Jefferson?
There are a lot of options in Port Jefferson. If you plan on staying in the Port Jefferson area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Port Jefferson:
- Cottage Near Cedar Beach
- Historic home walking distance to downtown, the harbor, and restaurants!
- A Hidden Gem! Cozy Cottage with huge Pool & Garden! 8 guest - 4 bedrooms-2 baths
- Historic Beautifully Preserved 1800’s Retreat - Large 1bd Apt in PJ Village
- Newly done Cozy 1 bedroom basement apartment in Port Jefferson Station
- Hilltop Harborview Tucked in a Private Enclave Just 2 Blocks above Town, Hot-tub
- 1856 Trading House w/walk to water
- 1856 Trading House close to water
- Danfords Hotel and Marina
- Danfords Hotel & Marina
2. Which vacation homes in Port Jefferson are best for families?
If you are looking for a family-friendly vacation home in Port Jefferson, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Port Jefferson:
3. How many Rentbyowner vacation rentals are available in Port Jefferson?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 35 in the Port Jefferson area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Port Jefferson.
4. What is the cancellation policy for vacation rentals in Port Jefferson, New York?
Cancellation policies vary depending on the individual listing. It’s recommended to check the specific property's cancellation terms on the booking page or contact the property owner directly for detailed information.
5. Are there any minimum stay requirements for booking a vacation rental here?
Minimum stay requirements differ by property. To ensure your plans align with the owner’s policies, review the listing details carefully or reach out to the host before confirming your reservation.
6. How do I find available vacation rentals in Port Jefferson that suit my travel dates?
You can easily filter your search by travel dates, guest count, and amenities on the booking platform. For personalized assistance or specific questions, contacting the property owner is often the most effective option.
7. What amenities should I expect at vacation rentals in this region?
Amenities vary by property, but common features include Wi-Fi, parking, kitchens, and outdoor spaces. Detailed lists are available on each listing, or you can inquire directly with the owner for more information.
8. How do I secure a reservation for a vacation rental in Port Jefferson without worry?
Reservations are secured through the booking platform’s secure payment system. To ensure a smooth process, carefully review the listing’s details, cancellation policy, and communicate with the host if needed before completing your booking.
Port Jefferson Top Rated Vacation Rentals
House
10.0(5 Reviews)
4 Bedrooms
3 Baths
7 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $450/Night
7 Nights - US $3,150
Bed & Breakfast
8.8(5 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $582/Night
7 Nights - US $4,075
House
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
US $262/Night
7 Nights - US $1,834
