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  3. Riverhead
  4. Jamesport
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Discover Your Perfect Jamesport Rentals by Owner

Jamesport Rentals by Owner

New
House
North Fork Beauty!
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
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10.0 (61 Reviews)
House
North Fork Escape
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in Jamesport Area

Why Choose Rent By Owner for your Jamesport vacation rental?

What makes our Rentals by Owner 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 Jamesport

When should you plan your Rentals by Owner stay?

Timing your visit to this charming destination can enhance your experience, so consider planning your stay during the local shoulder seasons for a more relaxed and authentic getaway in the area.

Peak Season Highlights

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Summer (June to August)

During the summer months, this scenic area experiences its highest influx of visitors seeking warm weather and outdoor activities, making it an ideal time for vibrant local events and festivals.

Average Temperature Daytime: around 80°F - Nighttime: approximately 65°F
autumn
Fall (September to November)

Autumn in the region offers beautiful foliage and a lively harvest atmosphere, attracting travelers interested in seasonal events and picturesque landscapes.

Average Temperature Daytime: about 70°F - Nighttime: roughly 50°F

Off-Season Highlights

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Winter (December to February)

The winter months tend to see fewer visitors, providing you with a quiet retreat and an opportunity to enjoy cozy accommodations in this charming destination.

Average Temperature Daytime: around 40°F - Nighttime: near 30°F
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Early Spring (March to May)

In early spring, the area is less crowded, offering a peaceful environment before the busy summer season begins, perfect for relaxed exploration and booking your rental by owner.

Average Temperature Daytime: approximately 55°F - Nighttime: about 40°F

Weekly Weather Forecast for Jamesport

How to Book Your Jamesport vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Jamesport

More Top-Rated Rentals by Owner in Jamesport Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 outdoor dining with a fully-equipped barbecue and picnic area, perfect for relaxing gatherings in the region.
  • Take advantage of spacious yards or gardens to unwind or play outdoor games amidst the scenic surroundings.
  • Relax by a private or shared swimming pool, providing a refreshing retreat during your stay here.
  • Make use of picturesque patios or decks, ideal for morning coffee or evening sunset views.
  • Benefit from direct access to outdoor recreational activities such as hiking, biking, or nature walks in the nearby region.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars in this destination’s peaceful setting.
  • Explore well-maintained lawns or landscaped areas that are great for family outings or outdoor celebrations in the area.

Top Attractions Around Jamesport

What attractions are nearby?

In this charming region, you can enjoy a variety of activities such as exploring local vineyards, relaxing at scenic beaches, or discovering quaint shops and eateries, making it an ideal destination for a memorable getaway.

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Family Activities

  • Jamesport Farm Museum: You can explore the local agricultural heritage and enjoy interactive exhibits that are perfect for family visits in this charming part of Long Island.
  • Deep Hole Park: This scenic park offers walking trails, picnic areas, and a playground, making it an ideal outdoor spot for families to relax and play here in Riverhead's region.
  • Mattituck-Cutchogue Community Park: Situated nearby, this community park provides sports fields, walking paths, and open space, great for active family outings in the area.
  • Downtown Riverhead: You’ll find family-friendly restaurants, shops, and occasional local events or festivals that create a lively atmosphere perfect for exploring together here in Riverhead.
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Adult Activities

  • Wine Tasting Tours: Explore the renowned vineyards and wineries nearby, offering tasting experiences that showcase the area's rich viticulture heritage.
  • Gourmet Dining Experiences: Indulge in farm-to-table restaurants and local eateries, highlighting the region’s fresh ingredients and culinary excellence.
  • Art Galleries and Studios: Discover the vibrant arts scene through visiting local galleries and meeting artists showcasing their work within this destination.
  • Scenic Nature Walks: Enjoy peaceful strolls through the picturesque landscape, ideal for unwinding and taking in the natural beauty of the area.

Other Places to Stay in Jamesport, NY

Clovis Point
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Jamesport Vineyards
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South Jamesport Park
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South Jamesport
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Jamesport Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local farms and markets: Take advantage of the region’s renowned farms to enjoy fresh produce and authentic regional flavors during your stay here.
  • Plan outdoor activities: Make the most of the area's scenic landscapes by scheduling outdoor adventures like kayaking, hiking, or relaxing on nearby beaches.
  • Discover hidden gems: Connect with your rental host to get insider tips on lesser-known spots that showcase the true charm of this destination.
  • Respect the community: Honor local customs and maintain the peaceful ambiance of the area by following guidelines and supporting small businesses.

Transportation Options

  • Local Taxi Services: Reliable taxi providers in the area offer convenient transportation options to explore Jamesport and its surrounding attractions effortlessly.
  • Rental Car Agencies: Numerous car rental agencies within reach provide flexible options for exploring the region at your own pace.
  • Shuttle Services: Dedicated shuttle services connect key locations in Riverhead, making it easy to travel between your rental and nearby destinations.
  • Public Transportation: Local bus routes serve the area, offering an economical way to navigate Jamesport and venture into Long Island's scenic regions.

Local Customs Options

  • Respect for Farming Traditions: Locals in the area take pride in their agricultural heritage, often celebrating seasonal farm festivals and honoring local farmers' markets.
  • Community Gatherings and Events: Engaging in neighborhood gatherings, such as beach picnics and outdoor markets, is a cherished custom here that reflects the region’s friendly spirit.
  • Preservation of Local Art and Craftsmanship: Supporting artisans and participating in craft fairs are common ways residents celebrate their creative heritage in this part of Long Island.
  • Celebrating Seasonal Holidays with Local Flair: Traditional holidays are observed with unique regional customs, including local food offerings and community parades that highlight the area's cultural identity.

Frequently Asked Questions About Jamesport Rentals by Owner

1. What are the top vacation rentals in Jamesport?

There are a lot of options in Jamesport. If you plan on staying in the 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 Jamesport:

2. How many Rentbyowner vacation rentals are available in Jamesport?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 40 in the 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 Jamesport. 

3. What is the cancellation policy for rental properties in this area?

Cancellation policies vary by property, so it’s important to review the specific listing details or contact the owner directly to understand the terms related to cancellations and refunds.

4. How do I communicate with the property owner before booking?

You can reach out to the owner through the messaging system provided on the Rent By Owner platform to ask any questions about the rental and clarify details prior to booking.

5. Are there any additional fees besides the nightly rate?

Additional fees such as cleaning fees, security deposits, or service charges are typically listed on the property page. Be sure to review these details or inquire directly with the owner.

6. What amenities are included with a rental in this region?

Amenities vary by property; common inclusions might be Wi-Fi, parking, laundry facilities, and kitchen access. Check the listing carefully or contact the owner for a complete list of amenities.

7. Is it possible to modify or extend my reservation after booking?

Modifications or extensions depend on the owner's preferences and the property's availability. Contact the owner directly through the platform to request changes to your reservation.

More Rentals You May Like Near Jamesport

More Top-Rated Rentals by Owner in Jamesport Area