Owner Direct Vacation
Rentals in Charles City
The Best Owner Direct Vacation Rentals in Charles City. Explore thousands of vacation home rentals, large cabins, and villas near Charles City
GUESTS
Explore the Best Charles City Vacation Homes
Looking for the perfect place to stay in Charles City? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Charles City character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
- vacation rentals
- luxury villas
- beachfront homes
- pet-friendly rentals
- condos
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
Why Travelers Love Using
Owner Direct to
Find Charles City Vacation Rentals
What makes our vacation homes stand out?

Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.

Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Charles City
- Parking
- Pet Friendly
- Accessibility
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
Popular Neighborhoods for Charles City Vacation Rentals
What are the best areas to stay in Charles City
Discover the top neighborhoods in Charles City and choose a place that suits your stay.
Rustic
Rustic VACATION RENTALSPiney Grove at Southall's Plantation - 1790
Piney Grove at Southall's Plantation - 1790 VACATION RENTALSWayside
Wayside VACATION RENTALSEdgewood Plantation
Edgewood Plantation VACATION RENTALSBerkeley Plantation
Berkeley Plantation VACATION RENTALSEvelynton Plantation
Evelynton Plantation VACATION RENTALSWestover Plantation
Westover Plantation VACATION RENTALSRuthville
Ruthville VACATION RENTALSCharles City County
Charles City County VACATION RENTALSShirley Plantation
Shirley Plantation VACATION RENTALSSherwood Forest Plantation
Sherwood Forest Plantation VACATION RENTALSWeyanoke
Weyanoke VACATION RENTALSFriday Feb 13
Charles City, Virginia







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Charles City vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Charles City
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Security/Safety
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
How to Reserve Your Charles City Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Charles City Vacation Rental FAQs
1. What are the top vacation rentals in Charles City?
There are a lot of options in Charles City. If you plan on staying in the Charles City area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Charles City:
- The Tiny Red Barn on the Reservoir - A Private Oasis Near Williamsburg Virginia
- Gracefield Hall B&B
- Relax And Reconnect With Expansive Views Of The Historic James River
- Moss Side Manor House
- Stunning! River-Front Log Cabin Near Williamsburg
- Hidden Heaven lake house. Quiet private cottage on 1 acre
- TOWN + COUNTRY 4 BR House on Capital Trail - Charles City, Williamsburg
- Private house on the James River Spring Grove Great fishing swimming boating
- Large, quite, private, safe family home, 3 miles off I-64. Contractors favorite
- Charming 2-bedroom home, with lake access, in the Richmond metro area.
2. Which vacation homes in Charles City are best for families?
If you are looking for a family-friendly vacation home in Charles City, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Charles City:
3. How many vacation rentals are available in Charles City?
Currently, the total number of properties listed in 2026 is over 59 in the Charles City area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Charles City.