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  2. Virginia
  3. Chesterfield County
  4. Rentals by Owner

Chesterfield County Rentals by Owner

Why Choose Rent By Owner for your Chesterfield County 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 Chesterfield County

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here can enhance your experience, allowing you to enjoy the area's unique charm and seasonal appeal while taking advantage of the best rental options available through Rent By Owner in Chesterfield County, Virginia.

Peak Season Highlights

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Spring (March to May)

During spring, the area experiences mild temperatures and vibrant natural scenery, making it an ideal time for outdoor exploration and enjoying the region’s natural beauty.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn brings cooler weather and colorful foliage, providing a picturesque backdrop for your stay and perfect for outdoor activities and scenic drives within the region.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

While summer offers warm weather and longer days, this is also the peak of tourist activity, so accommodations tend to fill quickly, especially if you prefer a lively atmosphere.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
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Winter (December to February)

In winter, the area experiences colder temperatures and fewer visitors, which can make for a peaceful retreat. This is a good time to find deals on rentals by owner here.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F

Weekly Weather Forecast for Chesterfield County

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.

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 picnic tables or barbecue grills available at your rental.
  • Take advantage of private or shared patios and verandas for relaxing outdoors.
  • Make use of lush, landscaped yards ideal for outdoor activities or gatherings.
  • Benefit from access to community parks or walking trails nearby for outdoor recreation.
  • Experience the comfort of swimming pools, either private or communal, during your stay.
  • Utilize spacious decks or balconies to enjoy scenic views of the area’s natural beauty.
  • Explore outdoor amenities like fire pits or outdoor fireplaces for cozy evenings under the stars.
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Family Activities

  • Chesterfield County Public Library: Engage your family in educational activities and storytimes in this welcoming library, perfect for sparking young imaginations.
  • : Enjoy outdoor adventures with picnic areas, playgrounds, and scenic river views that make it an ideal spot for family outings here.
  • : Experience a family-friendly shopping trip with diverse stores, dining options, and entertainment to keep everyone entertained in the area.
  • : Explore nature trails and observe local wildlife in this peaceful conservation area suited for family hikes and educational nature walks here.
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Adult Activities

  • Golf at Belwood Country Club: Enjoy an afternoon on the expertly maintained courses, perfect for both beginners and seasoned players seeking a relaxing day in the region.
  • Visit the Virginia Museum of Fine Arts at Richmond: Explore diverse art collections and exhibitions that offer cultural enrichment just a short drive from your Chesterfield County rental.
  • Explore Pocahontas State Park: Immerse yourself in outdoor activities like hiking, mountain biking, and picnicking within the natural beauty of this expansive park nearby.
  • Enjoy wine tasting at local vineyards: Savor regional wines and unwind at nearby vineyards, making the most of the area's thriving wine scene.

Chesterfield County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining and entertainment options: Take advantage of the area’s vibrant culinary scene to enjoy authentic regional flavors during your stay.
  • Plan outdoor activities in nearby parks and nature reserves: The region offers numerous parks and trails perfect for relaxing walks or active adventures, helping you make the most of your visit.
  • Utilize nearby amenities and services: Familiarize yourself with local shops, grocery stores, and service providers to ensure a smooth and convenient experience throughout your trip.
  • Connect with your rental host for insider tips: Your host can provide valuable recommendations on hidden gems and must-see sights to enhance your stay in this welcoming destination.

Transportation Options

  • Chesterfield County Bus Service: This regional bus service offers convenient transportation throughout the area, making it easy to explore without a vehicle.
  • Amtrak Rail Lines: Connecting you to nearby cities, the Amtrak station provides reliable rail travel options from here for seamless regional journeys.
  • Major Highways and Interstates: Well-maintained highways such as I-95 and US routes facilitate efficient driving experiences for those renting here who prefer their own transport.
  • Local Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available within this region, ensuring quick access to your rental accommodation and local attractions.

Local Customs Options

  • Southern Hospitality Traditions: Visitors often notice the welcoming attitude and friendly customs that are deeply rooted in the region’s history of Southern hospitality.
  • Local Festivals and Events: Participating in or observing regional festivals reflects local customs, emphasizing community spirit and preserving heritage here.
  • Georgian Architectural Style: The area's historic buildings showcase a commitment to preserving architectural traditions that date back to colonial times.
  • Cuisine and Food Customs: Enjoying traditional Southern dishes and food-sharing practices offers a glimpse into the region’s culinary customs during your stay.

Frequently Asked Questions About Chesterfield County Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Chesterfield County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 93 in the Chesterfield County 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 Chesterfield County. 

3. What is the cancellation policy for a rental by owner in Chesterfield County, Virginia?

Cancellation policies vary by listing. You should review the specific rental's cancellation terms on the booking page or contact the owner directly to understand the options and any applicable fees.

4. How do I contact the property owner before booking a rental by owner in Chesterfield County?

You can reach out to the owner through the messaging system provided on the booking platform. This allows you to ask questions about the property, availability, and any special requirements before confirming your reservation.

5. Are there any house rules or restrictions when staying in a rental by owner in this area?

Yes, each listing typically includes house rules set by the owner. Be sure to read these details carefully in the listing description, as they may include restrictions on pets, smoking, or maximum occupancy.

6. What amenities are usually included in rentals by owner in Chesterfield County?

Amenities vary by property but often include essentials such as Wi-Fi, parking, kitchen facilities, and linens. Check the specific listing for a detailed list of the features available during your stay.

7. Is there a minimum stay requirement for rentals by owner here?

Minimum stay requirements depend on the individual owner’s policies. Details are usually specified on the listing page, so be sure to review the reservation terms before booking.

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