Best Vacation Homes in Jamestown Settlement
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Balcony/Terrace
Why Choose Rent By Owner for your Jamestown Settlement Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Jamestown Settlement Vacation Rentals
Where are the best neighborhoods to stay in Jamestown Settlement?
When planning your stay near Jamestown Settlement in Williamsburg, Virginia, you'll find a variety of neighborhoods that offer convenient access to this historic area. Choosing the right neighborhood can enhance your travel experience, providing both comfort and easy exploration of local attractions. Whether you prefer staying close to the vibrant downtown area or in a more tranquil residential setting, Williamsburg’s diverse neighborhoods cater to different preferences. By selecting a well-located vacation rental, you’ll enjoy seamless connectivity to Jamestown Settlement and other nearby sites, making your visit both enjoyable and memorable.
Kingsmill
Located just outside the historic district, this area offers a tranquil setting with scenic golf courses and resort amenities, making it an ideal spot for relaxing stays near Williamsburg's attractions.
View 38+ Rentals in KingsmillNorth Newport News
This neighborhood provides convenient access to regional parks and local shopping, offering a comfortable base for exploring the broader region around Williamsburg and Jamestown Settlement.
View 138+ Rentals in North Newport NewsCentral Newport News
Situated close to downtown amenities, this area is perfect for those seeking easy access to dining, entertainment, and transportation options within reach of Williamsburg’s historic sites.
View 232+ Rentals in Central Newport NewsReservoir
Surrounded by natural beauty, the Reservoir neighborhood offers peaceful surroundings and outdoor activities, providing a serene retreat near the key attractions in Williamsburg's region.
View 45+ Rentals in ReservoirBest Times to Visit Jamestown Settlement
When should you plan your Vacation Rentals stay?
Choosing the right time to visit ensures you enjoy all that this historic region has to offer, whether you're seeking pleasant weather, fewer crowds, or special seasonal events in Jamestown Settlement and nearby Williamsburg.
Peak Season Highlights
Late Spring to Summer (May to August)
During this period, the region experiences warm weather ideal for exploring outdoor attractions and historical sites.
Early Fall (September to October)
As the weather remains pleasant, you'll enjoy fewer crowds while experiencing the area's vibrant fall foliage.
Off-Season Highlights
Winter (December to February)
Visit during the winter months when the area is quieter, offering a more relaxed experience at historic sites and local attractions.
Early Spring (March to April)
In early spring, the region sees fewer visitors, making it an excellent time to enjoy the historic ambiance without the crowds.
Weekly Weather Forecast for Jamestown Settlement
How to Book Your Jamestown Settlement Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Jamestown Settlement
Common Vacation Rentals Amenities
What amenities can you expect?
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 areas to savor meals amidst scenic surroundings in this region.
- Take advantage of swimming pools available for relaxing and cooling off during your stay.
- Benefit from well-maintained patios or decks perfect for entertaining or unwinding outside.
- Explore private gardens or landscaped yards that offer tranquil outdoor spaces.
- Utilize outdoor grilling stations for preparing delicious meals with family or friends.
- Make use of spacious lawns suitable for outdoor activities or games.
- Experience the comfort of covered porches or verandas to enjoy the area's pleasant weather.
Top Attractions Around Jamestown Settlement
What attractions are nearby?
Within this historic region, you can enjoy a variety of engaging activities nearby, from exploring local museums and historic sites to relaxing in charming parks, all conveniently accessible when staying in Jamestown Settlement.
Family Activities
- Historical Reenactments and Living History Exhibits: Dive into the past with engaging reenactments that bring early American history to life, perfect for family members of all ages in this historic destination.
- Interactive Museum Tours: Explore hands-on exhibits that allow children and adults alike to learn about the region's colonial heritage through immersive activities and displays.
- Educational Boat Tours: Enjoy scenic boat rides along nearby waters that offer a fun, educational perspective on local history and maritime traditions.
- Special Family Events and Workshops: Participate in seasonal events and craft workshops designed to entertain and educate families visiting the area’s rich historical site.
Adult Activities
- Historical Tours: Immerse yourself in the area's rich history by exploring guided tours that bring the past to life at this renowned Virginia destination.
- Museum Exhibits: Visit engaging exhibits that showcase the region's colonial heritage, perfect for learning more about this area's unique history.
- Reenactment Events: Witness lively reenactments that recreate significant moments from the area's past, providing a captivating experience for adults.
- Art and Craft Workshops: Participate in artisan-led workshops that highlight traditional crafts, offering a hands-on way to appreciate the area's cultural legacy.
Jamestown Settlement Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During Off-Peak Times: Visiting during less busy seasons allows you to explore this historic destination more comfortably and enjoy a more relaxed experience.
- Utilize Local Transportation Options: Taking advantage of available transit services or walking can help you discover hidden gems in the region while saving time and money.
- Explore Nearby Attractions: Combining your stay with other regional sites enriches your trip and offers deeper insight into the area's rich history and culture.
- Book Your Accommodation Early: Securing your rental well in advance ensures you find the perfect property that suits your needs and maximizes your time here.
Transportation Options
- Rental Car Services: Conveniently explore the area at your own pace with rental cars available nearby, offering flexibility for day trips and sightseeing excursions.
- Public Transit: Local bus systems provide an affordable and accessible way to navigate the region’s attractions and accommodations in Williamsburg.
- Taxi and Rideshare: Reliable taxi services and rideshare options like Uber and Lyft are readily available for quick and hassle-free transportation around this historical destination.
- Shuttle Services: Scheduled shuttle services connect key points of interest and lodging areas, making it easy to enjoy your stay without worrying about parking or routes.
Local Customs Options
- Historical Reenactments: You’ll find that participating in or observing historical reenactments is a cherished custom here, offering an immersive way to experience the area's colonial past.
- Traditional Dining Etiquette: During your visit, it’s common to observe polite dining customs rooted in early American traditions, reflecting the region’s rich heritage.
- Celebrating Colonial Festivals: Local festivals often highlight colonial customs and crafts, providing you with authentic cultural experiences during your stay.
- Respect for Historic Sites: Visitors are encouraged to show reverence by adhering to guidelines intended to preserve the integrity of the historic landmarks in this destination.
Frequently Asked Questions About Jamestown Settlement?
1. What are the top vacation rentals in Jamestown Settlement?
There are a lot of options in Jamestown Settlement. If you plan on staying in the Jamestown Settlement 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 Settlement:
- Beachfront House on James River. Near Historic Jamestowne and Williamsburg
- Gorgeous River Views/Private Beach - Peaceful Country Home close to Williamsburg
- James River Waterfront with spectacular views across the river from Williamsburg
- History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
- Heart of Williamsburg Guest House 3 Bedrooms, 2 Full Baths, Sleeps 6
- Kingsmill Condo on Golf Course 9th Fairway! Local owner
- Stunning 1 Bedroom condo on River Golf Course Ninth Hole.
- The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
- Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
- Historic B&B located walking distance to the Williamsburg and The College of W&M
2. How many Rentbyowner vacation rentals are available in Jamestown Settlement?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 424 in the Jamestown Settlement 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 Settlement.
3. What is the cancellation policy for vacation rentals near Jamestown Settlement in Williamsburg?
4. How do I find available dates for vacation rentals close to the historic site?
5. Are there any additional fees I should be aware of when booking a vacation rental in Williamsburg?
6. What amenities are usually included in vacation rentals near Jamestown?
7. How can I ensure my stay is secure and reliable when booking a vacation rental here?
Best Vacation Homes in Jamestown Settlement
- Air Conditioner
- View
- Balcony/Terrace
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
