Chesapeake City County Rentals by Owner
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Why Choose Rent By Owner for your Chesapeake City County vacation rental?
What makes our Rentals by Owner special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Chesapeake City County
When should you plan your Rentals by Owner stay?
Choosing the right time to visit here can enhance your experience, as the area's climate and seasonal events are ideal for planning a comfortable and memorable vacation with your rental by owner.
Peak Season Highlights
Late Spring to Early Summer (May - June)
During this period, you can enjoy the region’s warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the area’s scenic surroundings.
Average Temperature Daytime: Approximately 75-85°F - Nighttime: Around 55-65°F
Early Fall (September - October)
This season offers pleasant temperatures and fewer crowds, providing a more relaxed experience while still enjoying the region's natural beauty.
Average Temperature Daytime: Approximately 70-80°F - Nighttime: Around 50-60°F
Off-Season Highlights
Mid Winter (January - February)
Visiting during the coldest months means fewer visitors, but you can experience the tranquility of the area and its peaceful winter scenery.
Average Temperature Daytime: Approximately 40-50°F - Nighttime: Around 30-40°F
Late Fall (November - December)
As the region transitions into winter, you’ll find less tourist activity, offering a cozy atmosphere and a quieter stay in your rental here.
Average Temperature Daytime: Approximately 50-60°F - Nighttime: Around 35-45°F
Weekly Weather Forecast for Chesapeake City County
How to Book Your Chesapeake City County 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 Chesapeake City County
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 grilling with a private barbecue setup to host gatherings in the fresh air.
- Relax on spacious patios or decks that offer scenic views of the surrounding natural beauty.
- Make use of extensive yard space for outdoor activities, games, or simply unwinding in the sun.
- Take advantage of access to shared or private swimming pools for a refreshing dip during warmer months.
- Discover nearby walking trails or biking paths that allow you to explore the area's scenic landscapes.
- Benefit from outdoor fire pits perfect for cozy evenings under the stars.
- Utilize ample parking areas designed to accommodate your vehicles conveniently during your stay.
Top Attractions Around Chesapeake City County
What attractions are nearby?
In this welcoming area, you can enjoy a variety of outdoor activities such as boating, fishing, and exploring scenic parks, making it an ideal destination for those seeking outdoor adventures nearby your Rent By Owner rental in Chesapeake City County, Virginia.
Family Activities
- Chesapeake City Park: Spend a day exploring the expansive green spaces, playgrounds, and scenic trails perfect for family picnics and outdoor fun.
- Great Dismal Swamp National Wildlife Refuge: Discover local wildlife and enjoy educational nature walks in this nearby refuge that offers a peaceful retreat into natural beauty.
- Portsmouth Naval Shipyard Museum: Dive into maritime history with engaging exhibits that provide an insightful experience for families interested in naval heritage.
- Southeastern Virginia Agriculture Fairgrounds: Experience seasonal fairs, festivals, and entertainment events that bring the community together here in the region.
Adult Activities
- Exploring the Chesapeake City Marina: You can enjoy the scenic views and water activities, making it a perfect spot for relaxation and boat rentals in the area.
- Visiting the Chesapeake Arboretum: Take a leisurely walk through beautifully maintained gardens and nature trails that showcase the region's diverse plant life.
- Golfing at local courses: Tee off at nearby golf courses designed for all skill levels, offering a relaxing day outdoors amidst the area's natural beauty.
- Discovering local dining experiences: Savor regional cuisine at restaurants that highlight the flavors of this part of Virginia while enjoying a lively atmosphere.
Other Places to Stay in Chesapeake City County, VA
Chesapeake City County Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Amenities: Familiarize yourself with nearby shops and services to enhance your comfort during your stay in Chesapeake City County.
- Plan Outdoor Activities: Take advantage of the area's scenic parks and waterways for outdoor recreation, making the most of your visit here.
- Respect the Community: Be mindful of local customs and guidelines to ensure a positive experience while exploring this destination.
- Book Early for Popular Rentals: Secure your preferred vacation rental by owner in advance, especially during peak seasons, to enjoy a seamless stay here.
Transportation Options
- Chesapeake Bay Bridge-Tunnel: You can enjoy convenient travel across the region with this major transportation link connecting here to other parts of Virginia.
- Norfolk International Airport: This nearby airport offers regular flights, making it easy for you to arrive in the area from various destinations.
- Local Bus Services: The area's reliable bus network provides affordable and accessible transportation options for exploring Chesapeake City County and beyond.
- Rental Car Services: Numerous rental agencies operate in the region, giving you the flexibility to explore Chesapeake City County at your own pace during your stay.
Local Customs Options
- Southern Hospitality: Visitors often notice the warm welcome and friendliness extended by locals, reflecting the area's tradition of southern hospitality.
- Community Celebrations: Participating in local festivals and fairs is common here, showcasing the region’s pride and lively cultural spirit.
- Historical Respect: Respect for the area's rich history is evident, with many observing traditional customs during historical commemorations.
- Seafood Traditions: Enjoying and respecting the regional seafood cuisine is a prevalent custom, highlighting the area's coastal heritage.
Frequently Asked Questions About Chesapeake City County Rentals by Owner
1. What are the top vacation rentals in Chesapeake City County?
There are a lot of options in Chesapeake City County. If you plan on staying in the Chesapeake City County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chesapeake City County:
- Fully renovated and Modernized home in Chesapeake
- Beautiful home in Chesapeake
- Bright Chesapeake Home Near Shopping & Dining
- Oasis at the Creek
- The Sparks Home! Relaxing Space + Lux Kitchen
- Beautiful home in Chesapeake
- Great Studio | Pool & Hot Tub. Your Next Vacation
- Anyone looking for 30 days or more pls contact me via VRBO for special pricing.
- Cozy Ranch Retreat.
- The Full House
2. How many Rentbyowner vacation rentals are available in Chesapeake City County?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 79 in the Chesapeake City 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 Chesapeake City County.
3. What is the cancellation policy for a rental by owner in Chesapeake City County, Virginia?
The cancellation policy varies depending on the individual listing. You should review the specific terms provided by the owner on the rental page or contact them directly for detailed information.
4. How do I contact the owner of a rental property in Chesapeake City County for special requests?
You can reach out to the property owner through the messaging system provided on Rent By Owner. Be sure to communicate your needs early to ensure a smooth stay.
5. Are there any additional fees I should expect when booking a vacation rental by owner in this region?
Additional fees such as cleaning, service charges, or security deposits are often listed in the property's details. Check the listing carefully or ask the owner directly for clarification.
6. What amenities are typically included in rentals by owner here?
Amenities vary by property but commonly include essentials like Wi-Fi, parking, and kitchen facilities. For specific amenities, refer to the listing details or contact the owner.
7. How can I ensure my booking in this destination is secure and reliable?
Booking through Rent By Owner provides a secure platform. Confirm all details with the owner and review the listing thoroughly before finalizing your reservation to ensure a trustworthy experience.
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