Discover Your Perfect South Jamesport Vacation Homes

South Jamesport Luxury Rentals

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Find More South Jamesport Villas, Resorts, & Rentals on BedroomVillas

South Jamesport Large Vacation Homes

10.0 (6 Reviews)
House
Hampton's Retreat
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Why Choose Rent By Owner for your South Jamesport Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit South Jamesport

When should you plan your Vacation Rentals stay?

Choosing the best time to vacation here ensures you enjoy the region's ideal weather and local ambiance, making your stay in South Jamesport truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, this destination experiences its peak popularity, attracting travelers seeking warm weather and outdoor activities along the coastline. You can enjoy the vibrant atmosphere and lively community events throughout your stay.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Fall (September to November)

Fall marks another busy period when visitors come to embrace the scenic beauty and cooler climate. The region's natural colors and harvest festivals create an inviting setting for your vacation experience.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

During the winter months, fewer travelers visit, offering a peaceful retreat in the area. It’s an ideal time to enjoy quiet surroundings and cozy accommodations in this destination.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 25°F to 35°F
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Early Spring (March to April)

In early spring, the region sees less foot traffic as the weather begins to warm. This off-peak period allows you to explore the area with minimal crowds while experiencing the awakening of nature.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for South Jamesport

How to Book Your South Jamesport 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 South Jamesport

More Top-Rated Vacation Rentals in South Jamesport Area

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 perfect for relaxing and dining outside amidst the region's scenic views.
  • Take advantage of a spacious backyard ideal for outdoor activities or family gatherings in this welcoming destination.
  • Make the most of an outdoor grilling area to host barbecues while soaking in the natural beauty of the surroundings.
  • Relax by a private or community swimming pool that offers refreshing relief during warmer months here.
  • Experience outdoor recreation options such as walking trails, bike paths, or nature preserves nearby.
  • Benefit from well-maintained gardens or landscaped yards that add charm and tranquility to your stay.
  • Utilize convenient parking facilities for outdoor gear storage, making exploration around the area effortless.

Top Attractions Around South Jamesport

What attractions are nearby?

Enjoy the nearby attractions and outdoor activities that this destination offers, making it an ideal spot to explore when staying in the region’s comfortable vacation rentals.

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Family Activities

  • Jamesport Maritime Museum: Explore maritime history and enjoy hands-on exhibits that engage children in learning about the area's rich nautical heritage.
  • North Fork Tasting Tours: Embark on family-friendly wine tasting experiences along the scenic North Fork, perfect for introducing kids to local agriculture and scenic views.
  • Greenport Carousel & Playground: Spend quality time at this charming carousel and playground, offering classic fun for children within a picturesque coastal setting.
  • Local Beaches and Bays: Relax and unwind by the water at nearby beaches or bays, where your family can swim, build sandcastles, and enjoy outdoor picnics in a tranquil environment.
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Adult Activities

  • Wine Tasting Tours: Explore local vineyards and enjoy tastings that showcase the region’s renowned wine offerings, perfect for a relaxing day in the area.
  • Fishing Excursions: Experience the region’s rich aquatic life by booking a fishing trip, ideal for adult enthusiasts seeking a tranquil outdoor activity.
  • Gourmet Dining Experiences: Indulge in the area's culinary scene with fine dining establishments that serve fresh, locally sourced ingredients.
  • Art Galleries and Studios: Discover the creative side of this destination through visits to art galleries and studios showcasing regional artists and unique exhibits.

South Jamesport Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Take advantage of the region’s renowned seafood and farm-to-table dining options to truly savor the authentic flavors here.
  • Visit Nearby Beaches: Enjoy the pristine beaches close to your rental for relaxing days by the water, perfect for unwinding and soaking up the sun.
  • Discover Local Wineries: Experience the area's charming vineyards and wine-tasting tours that showcase the region’s rich agricultural heritage.
  • Plan Outdoor Activities: Make the most of the scenic landscapes with activities like boating, fishing, or cycling to immerse yourself in the area’s natural beauty.

Transportation Options

  • Rental Cars: Several car rental services are available nearby, offering convenient transportation to explore the area at your own pace.
  • Taxi Services: Local taxi providers provide quick and reliable transportation options for getting around this destination and visiting popular spots.
  • Public Transit: The region is serviced by public transportation options that connect you to key locations within Riverhead and beyond.
  • Bike Rentals: Bike rentals can be a great way to enjoy the scenic surroundings and navigate through the quieter neighborhoods in the area.

Local Customs Options

  • Seafood Traditions: Locals in this coastal area take pride in their fresh seafood, especially during seasonal festivals celebrating the region’s maritime heritage.
  • Harbor Festivals: Participating in or observing the harbor festivals offers an authentic glimpse into the area's longstanding fishing and boating customs.
  • Farmers’ Markets: Visiting local farmers’ markets provides insight into the regional agricultural practices and seasonal produce celebrated here.
  • Beach Etiquette: Respect for local beach customs, including designated swimming zones and conservation efforts, enhances your experience in this seaside destination.

Frequently Asked Questions About South Jamesport?

1. What are the top vacation rentals in South Jamesport?

There are a lot of options in South Jamesport. If you plan on staying in the South Jamesport area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Jamesport:

2. How many vacation rentals have private pools in South Jamesport?

There are 16 vacation rentals with private pools near South Jamesport. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in South Jamesport are best for families?

If you are looking for a family-friendly vacation home in South Jamesport, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in South Jamesport:

4. How many Rentbyowner vacation rentals are available in South Jamesport?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 160 in the South Jamesport 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 South Jamesport. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the specific property. You should review the listing details or contact the property owner directly to understand the terms and any applicable fees.

6. How do I secure my reservation in a vacation rental here?

Reservations are secured through the booking platform after you select your dates and complete the necessary payment. For additional security or special requests, reach out to the property owner directly.

7. Are there any special requirements or house rules I should be aware of when staying in a vacation rental nearby?

Each property may have its own set of house rules and requirements. These are typically detailed in the listing, but it’s advisable to contact the owner for clarification before confirming your reservation.

8. What amenities are usually included with vacation rentals in this region?

The amenities vary by property, but common offerings include Wi-Fi, kitchen facilities, parking, and outdoor spaces. Check the specific listing for a comprehensive list of what’s included during your stay.

9. How can I confirm availability and make a reservation for a vacation rental in the area?

Availability can be checked directly on the listing page, and reservations are made through the booking system after selecting your preferred dates. If you have questions or need assistance, contacting the property owner is recommended.

South Jamesport Top Rated Vacation Rentals

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