Discover Your Perfect Jamestown Island Rentals by Owner

Jamestown Island Rentals by Owner

8.8 (591 Reviews)
Resort
Patriots Inn
  • Air Conditioner
  • Parking
  • Pool
View Availability
|
7.8 (480 Reviews)
Resort
Kingsmill Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in Jamestown Island Area

Why Choose Rent By Owner for your Jamestown Island vacation rental?

What makes our Rentals by Owner special?

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

Best Times to Visit Jamestown Island

When should you plan your Rentals by Owner stay?

To make the most of your stay in this historic area, consider visiting during the shoulder seasons when the region offers pleasant weather and fewer crowds, ensuring a more relaxing experience while exploring the local charm and booking your ideal rental by owner here through Rent By Owner.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During these months, you will experience warm weather ideal for exploring the area's historic sites and outdoor activities.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This period offers mild temperatures and fewer visitors, providing a peaceful atmosphere for discovering the region's rich history.

Average Temperature Daytime: 70°F to 78°F - Nighttime: 50°F to 60°F

Off-Season Highlights

image
Winter (December to February)

The cooler months bring fewer crowds, making it a good time for quiet exploration and enjoying the tranquility of this historic destination.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
image
Late Fall (November)

As the leaves fall and the weather cools, visitors can experience a more subdued atmosphere with fewer tourists throughout the area.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Jamestown Island

How to Book Your Jamestown Island 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 Jamestown Island

More Top-Rated Rentals by Owner in Jamestown Island 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 private picnic area or barbecue grill to make the most of your meals outside.
  • Take advantage of spacious patios or decks, perfect for relaxing or entertaining while soaking in the scenic surroundings.
  • Benefit from access to landscaped gardens or yards that provide space for outdoor activities and play.
  • Make use of outdoor fire pits or fireplaces ideal for cozy evenings under the stars.
  • Discover communal or private pools available for refreshing swims during warmer months.
  • Utilize outdoor sports facilities like courts or fields for tennis, volleyball, or other recreational pursuits.
  • Explore nearby walking trails or natural areas for outdoor adventures right from your rental here in the region.

Top Attractions Around Jamestown Island

What attractions are nearby?

Within this historic area, you can explore engaging outdoor activities and cultural sites that showcase the rich history and natural beauty nearby, making your stay both memorable and fulfilling.

image
image

Family Activities

  • Jamestown Settlement: Explore interactive exhibits and recreated native villages that make history come alive for children and adults alike, creating memorable learning experiences right in the area.
  • Pirate's Cove Adventure Golf: Enjoy a family-friendly round of mini-golf at this themed course, perfect for a fun and relaxed afternoon in the region.
  • Historic Jamestown Island Trails: Walk along scenic paths that wind through the preserved landscape, offering opportunities to observe native flora and fauna while discovering local history.
  • Beach Activities at Jamestown Beach Park: Spend time on the sandy shores with swimming, picnicking, or building sandcastles, ideal for outdoor family fun near here.
image

Adult Activities

  • Historical Exploration Tours: Discover the area's rich colonial history by joining guided tours that provide an insightful look into Jamestown's pivotal role in early American history.
  • Relax and unwind along the scenic shores where you can enjoy kayaking, paddleboarding, or simply take in the tranquil views of the surrounding waterways.
  • The region offers excellent opportunities for observing native wildlife and bird species in their natural habitats, perfect for nature enthusiasts.
  • Enhance your understanding of the area's heritage through visiting local museums and cultural sites that showcase its historical significance.

Other Places to Stay in Jamestown Island, VA

Historic Jamestowne
Explore 436 Properties
Jamestown Settlement
Explore 432 Properties
More Places to Stay Near Jamestown Island

Jamestown Island Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Historical Tours: Book your rental early to secure convenient access to guided tours and explore the area's rich colonial history at your own pace.
  • Utilize Local Resources: Take advantage of visitor centers and informational materials to gain insights into the region’s significance and enhance your experience here.
  • Explore Outdoor Activities: Make the most of the scenic surroundings by scheduling outdoor adventures like walking or biking along the designated trails in the area.
  • Respect Preservation Efforts: Follow all guidelines and policies to help preserve the historic integrity of this destination while enjoying its unique attractions.

Transportation Options

  • Car Rentals: You can rent a car in this area for flexible exploration of the region, making it easy to access local attractions and nearby points of interest.
  • Public Transportation: Local bus services provide convenient transportation options around the area, allowing you to commute effortlessly without the need for a private vehicle.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options are readily available here, offering quick and reliable transit whenever you need it within the destination.
  • Biking: Biking is a great way to explore small streets and scenic routes nearby, providing an active and eco-friendly transport alternative during your stay.

Local Customs Options

  • Historical Reenactments: Participating in or observing reenactments is a cherished tradition that celebrates the area's rich colonial history and offers an authentic glimpse into the past.
  • Respect for Preservation Efforts: Showing reverence for local historic sites and following guidelines helps maintain the region’s cultural heritage for future generations.
  • Community Gatherings: Attending local festivals and community events fosters a sense of connection and appreciation for this destination’s unique traditions.
  • Environmental Stewardship: Practicing eco-friendly behaviors, such as littering responsibly and respecting wildlife, supports the region’s natural beauty that visitors cherish.

Frequently Asked Questions About Jamestown Island Rentals by Owner

1. What are the top vacation rentals in Jamestown Island?

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

2. How many Rentbyowner vacation rentals are available in Jamestown Island?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 227 in the Jamestown Island 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 Jamestown Island. 

3. What is the cancellation policy for rental properties near Jamestown Island, Virginia?

Cancellation policies vary by individual owner. You should review the specific listing details or contact the owner directly to understand the exact terms and any potential fees associated with cancellations.

4. How do I ensure the rental by owner in this area meet my needs?

You can check the property description, amenities, and photos listed, and reach out to the owner for additional questions or special requests to ensure the rental aligns with your expectations.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or taxes are typically specified in the listing or discussed directly with the owner during the booking process.

6. What is the check-in and check-out process for rentals in this region?

Check-in and check-out procedures are outlined in each listing; it's best to communicate with the owner beforehand to confirm arrival times and any required documentation or key collection methods.

7. How can I get support if I encounter issues during my stay at a rental by owner in this destination?

Support is usually provided through the platform you're booking on, where you can contact customer service or directly message the owner for assistance with any concerns during your stay.

More Rentals You May Like Near Jamestown Island

More Top-Rated Rentals by Owner in Jamestown Island Area