Charles City vacation rentals

We found 1,289 vacation rentals — enter your dates for availability

Immerse yourself in the enchanting charm of Charles City, where rich history intertwines with breathtaking landscapes. Explore iconic sites like Shirley Plantation and the Jamestown Settlement, while vibrant neighborhoods like Williamsburg and Providence Forge offer a blend of family-friendly activities and outdoor adventures. Whether you opt for a cozy cottage or a spacious home, our vacation rentals provide the perfect base for group travelers seeking comfort, convenience, and a truly memorable experience.

Holiday rentals with weekly discounts - Charles City

Showing deals for:Jan 1 - Jan 8

Interior
Exterior detail
Interior
Dining
Exceptional
(251 reviews)

ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest

Spring Grove

13% off
$427
$2,990 for 7 nights
All fees included
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Dining Room
Interior
Terrace/patio
Exterior
Exceptional
(32 reviews)

The Inn at Woodmont Plantation, Gauthier Vineyard's Winery & Event Center

Barhamsville

9% off
$771
$5,396 for 7 nights
All fees included
The Inn at Woodmont Plantation, Gauthier Vineyard's Winery & Event Center
Kitchen
Kitchen
Living Room 2
Living Room 2
Exceptional
(100 reviews)

Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!

Williamsburg

18% off
$1,239
$8,676 for 7 nights
All fees included
Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
Entry
Jamestown, Virginia
Kitchen
Property grounds
Exceptional
(58 reviews)

TOWN + COUNTRY 4 BR House on Capital Trail - Charles City, Williamsburg

Williamsburg

8% off
$413
$2,890 for 7 nights
All fees included
TOWN + COUNTRY 4 BR House on Capital Trail - Charles City, Williamsburg
Dining
Living area
Pool
Private kitchen
Exceptional
(99 reviews)

The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

Williamsburg

9% off
$386
$2,704 for 7 nights
All fees included
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Outdoor dining
Pool
Exterior
Private kitchen
Excellent
(5 reviews)

4 Bedroom Lockoff Suite at Williamsburg Governors Green!!

Williamsburg

9% off
$1,170
$8,193 for 7 nights
All fees included
4 Bedroom Lockoff Suite at Williamsburg Governors Green!!
Room
Exterior detail
Dining
Living area
Exceptional
(35 reviews)

History Filled Bed & Breakfast in Downtown Williamsburg

Williamsburg

22% off
$928
$6,496 for 7 nights
All fees included
History Filled Bed & Breakfast in Downtown Williamsburg
Welcome to Ivy's Cottage, private home just outside Williamsburg, VA.
Sunroom just off the back deck
Front of home
Or relax in the tree swing.
Exceptional
(38 reviews)

Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights

Toano

16% off
$335
$2,348 for 7 nights
All fees included
Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights
Interior
Private kitchen
Interior
Interior
Exceptional
(58 reviews)

Family friendly home near Colonial Williamsburg and Busch Gardens

Williamsburg

8% off
$349
$2,446 for 7 nights
All fees included
Family friendly home near Colonial Williamsburg and Busch Gardens
Sun Room to sleep , eat, play cards, or relax.
Exterior
Octagon picnic table for outside eating, cards or family togetherness
Sun room with view of the James. Open up the sliders and let the breeze blow in.
Exceptional
(190 reviews)

Enjoy Breezes on the James River, 2bdrm-1bath / 15 minutes to downtown Richmond

Richmond

8% off
$167
$1,169 for 7 nights
All fees included
Enjoy Breezes on the James River, 2bdrm-1bath / 15 minutes to downtown Richmond
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Find out more about Charles City

Why visit Charles City

  • Rich History: Explore historic sites and plantations that showcase the area's cultural heritage.
  • Scenic Outdoor Adventures: Enjoy the breathtaking natural beauty through hiking, biking, and exploring local parks.
  • Charming Neighborhoods: Discover friendly locals and quaint historic villages that add to the community's allure.
  • Family-Friendly Activities: Engage in various activities suitable for all ages, ensuring a memorable family vacation.
  • Unique Accommodations: Choose from cozy rental homes and charming cottages for a comfortable stay.

Popular types of accommodation in Charles City

Planning a getaway to Charles City? You're in for a treat. Discover a range of popular vacation rentals, including cozy condos, charming cottages, and houses. Whether you're looking for a home for rent or an apartment lease, Charles City has something to suit every traveler's needs. Explore the best Charles City vacation rentals today and make your stay memorable.

  • Condos: The top choice for vacation rentals in Charles City, offering modern amenities and convenient locations for a comfortable stay.
  • Houses: A popular option for families and groups, providing spacious living areas and a home-like atmosphere.
  • Cottages: Charming and cozy, these rentals allow guests to enjoy a quaint experience in a picturesque setting.
  • Apartments: Ideal for solo travelers or couples, offering essential comforts in a compact space.
  • Cabins: A serene option for nature lovers, perfect for escaping into the great outdoors.**

Top attractions in and around Charles City

Charles City, Virginia, is perfect for outdoor and family vacations, offering scenic views and rich history. Explore local attractions such as historic sites, plantations, and historic villages that provide a cultural experience. For your stay, consider exploring houses for rent and rentals by neighborhood to find the perfect accommodations. Enjoy your time discovering the charm and history of this beautiful area.

  • Shirley Plantation: Experience Virginia's rich history at Shirley Plantation, the oldest plantation in the state. Nestled in beautiful landscapes, it offers eco-friendly outdoor vibes, showcasing lush gardens and stunning river views.
  • Piney Grove at Southalls Plantation: This historic house immerses you in the culture and heritage of Virginia. Explore its charming architecture and learn about the lives of those who once resided here amidst scenic grounds.
  • Jamestown Settlement: Located 18 miles away, this living-history museum brings the early 17th-century to life. Discover the culture of the first permanent English settlement through interactive exhibits and replicas of historic ships.

Things to do recommended for couples

Charles City offers a charming escape for couples. Explore the beautiful gardens at Shirley Plantation, take a scenic drive along the James River, or enjoy a cozy picnic at the historic Upper Shirley Vineyards, where you can sip on local wines while soaking in stunning views.

Things to do recommended for families

Families visiting Charles City can explore the scenic trails at the Virginia Capital Trail, visit the historic Berkeley Plantation, and enjoy a fun day at the nearby Chickahominy Riverfront Park, which offers playgrounds, picnic areas, and nature trails perfect for kids.

Things to do recommended for groups

Groups visiting Charles City can explore the historic plantations along the James River, enjoy a guided tour of the beautiful Shirley Plantation, and experience the local flavors at nearby farms and markets. Don’t miss the scenic views and outdoor activities at the picturesque Virginia State Parks.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Charles City

When planning your trip—whether it’s with a group, family, pets, or for an extended stay—be sure to apply the appropriate filters that align with your priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Charles City with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor area for group get-togethers. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Charles City with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with ensuring access to age-appropriate amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Charles City: For many families, a trip isn't truly fulfilling without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer feeding bowls and beds to ensure that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Charles City: If you're in search of vacation rentals that offer great deals for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in and around Charles City

Charles City, Virginia, offers a delightful blend of outdoor adventures and rich history, perfect for family-friendly vacations. Explore nearby areas filled with friendly locals and historical charm, or visit the vibrant city center for unique shops and eateries. Don't miss the scenic beauty surrounding Charles City, where you can soak in the atmosphere of culture and community. Whether you're traveling on a budget or seeking a leisurely getaway, there's something for everyone to enjoy.

  • Williamsburg: Located 21 miles from Charles City, Williamsburg is a city steeped in history and charm. Known for its family-friendly atmosphere, outdoor adventures, and educational experiences, it attracts visitors of all ages. You can explore the historic Colonial Williamsburg, where actors bring the past to life, or enjoy thrilling rides at Busch Gardens amusement park. The scenic boardwalk and beautiful beaches provide perfect spots for relaxation and recreation. Whether you're interested in history, nature, or family fun, Williamsburg offers a variety of attractions to make your visit memorable.
  • Providence Forge: Just 7 miles from Charles City, Providence Forge is a quaint city that combines outdoor beauty with a romantic ambiance. It's an ideal destination for families and couples alike, featuring activities like golfing at lush courses and enjoying the excitement at nearby amusement parks. For those seeking entertainment, the local racetrack and event conference venue host various events year-round. With its charming atmosphere and abundance of recreational options, Providence Forge is a lovely spot to spend a day or two.
  • Wayside: Nestled within the area of Charles City, Wayside is a picturesque village that offers a serene escape into nature. Perfect for outdoor enthusiasts, it features stunning scenery and access to beautiful beaches along the river. Visitors can enjoy activities such as kayaking or simply relaxing at the marina while taking in the tranquil views. Wayside is an excellent choice for those looking to immerse themselves in a peaceful environment and appreciate the natural beauty of Virginia.

Best time to go to Charles City

If you're planning a trip to Charles City, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April to May and July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January38.1°F (3.4°C)Light RainMostly SunnyAverageSlightly Low
February41.5°F (5.3°C)Light RainMostly SunnyAverageSlightly Low
March48.0°F (8.9°C)Light RainMostly SunnyAverageSlightly Low
April58.1°F (14.5°C)Light RainMostly SunnySlightly HighAverage
May66.6°F (19.2°C)Light RainMostly SunnySlightly HighAverage
June74.7°F (23.7°C)Light RainMostly SunnyAverageAverage
July79.2°F (26.2°C)Light RainMostly SunnySlightly HighSlightly High
August77.0°F (25.0°C)Light RainMostly SunnyAverageAverage
September71.4°F (21.9°C)Light RainMostly SunnyAverageAverage
October61.2°F (16.2°C)Light RainMostly SunnySlightly LowAverage
November49.5°F (9.7°C)Light RainMostly SunnySlightly LowSlightly High
December43.2°F (6.2°C)Light RainMostly SunnySlightly LowSlightly High

Booking with Vrbo is simple

Are you eager to save on your upcoming adventure? Being flexible with your travel dates can really pay off, as prices tend to change. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area where you can plan new trips, continue from where you last paused, or manage your travel arrangements. You can easily find your saved or booked properties organized under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The historic area of Charles City awaits your stay

Take a vacation to Charles City and enjoy the area's history, culture and monuments. Travelers to this welcoming city praise the biking, restaurants and hiking. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Charles City

Do you want to discover attractions to see while you're in town? Venture out of your cozy vacation rental and check out everything that makes Charles City a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Busch Gardens Williamsburg (24.7 mi / 39.8 km)
  • Royal New Kent (9.3 mi / 15 km)
  • The Barns of Kanak (12.7 mi / 20.4 km)
  • New Kent Winery (12.8 mi / 20.6 km)
  • Williamsburg National Golf Club (15.6 mi / 25.1 km)
  • Saude Creek Vineyard (15.7 mi / 25.2 km)

Exploring the natural landscape of Charles City

Whether you're looking for adventure or just want to spend some time taking in the scenery, Charles City is a great place to get outside. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

  • Williamsburg Botanical Garden (15 mi / 24.2 km)
  • Dorey Park (17.1 mi / 27.5 km)
  • Jamestown Beach (17.5 mi / 28.2 km)
  • Libby Hill Park (22.9 mi / 36.8 km)
  • Virginia Capital Trail: Richmond Trailhead (22.9 mi / 36.9 km)
  • James River (24.5 mi / 39.4 km)

How to get to and around Charles City

Fly into Richmond Intl. Airport (RIC), the closest airport, located 18.3 mi (29.5 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Newport News - Williamsburg Intl. Airport (PHF), which is 35 mi (56.4 km) away.

Frequently asked questions

What are the best areas to stay in a vacation rental in Charles City?
Vacation rentals in Charles City offer a selection of private homes and cabins, providing a comfortable base for exploring the area. You'll find options that give you plenty of space and privacy, perfect for settling in and enjoying the local charm. Many of these properties are conveniently located, offering easy access to historical sites like Kittiewan Plantation, which is about 3 miles away, and Sherwood Forest Plantation, approximately 6 miles from typical rental areas.
What are the most popular vacation rentals in Charles City?
The most popular vacation rentals in Charles City are private homes, which make up the majority of the available properties. These houses are a great choice for guests seeking a whole-home experience with ample space and privacy. You'll also find a selection of cozy cabins, offering a unique and comfortable stay for those looking for a different kind of retreat.
What amenities do vacation rentals in Charles City usually offer?
Vacation rentals in Charles City typically offer a range of amenities designed for a comfortable stay. You can expect features like climate control to keep you comfortable year-round, fully equipped kitchens for preparing meals, and high-speed internet access to stay connected. Many properties also provide convenient parking, outdoor areas for relaxation, and laundry facilities, making longer stays or family trips much easier.
Are there family-friendly vacation rentals in Charles City?
Yes, Charles City offers several family-friendly vacation rentals, primarily private homes and a few cabins, providing comfortable and spacious options for your family trip. These properties often come with amenities like fully equipped kitchens for easy meal preparation, games to keep everyone entertained, and outdoor play areas for children. You'll also find laundry facilities, which are always a plus for families on vacation.
Are there pet-friendly vacation rentals in Charles City?
Yes, you'll find a selection of pet-friendly vacation rentals in Charles City, mostly private homes and some cabins, so your furry friends can join the trip. These properties often feature designated pet-friendly spaces and outdoor yard areas, giving your pets room to roam. It's a great way to ensure the whole family, including pets, enjoys the Charles City experience together.
What are the best areas for group vacation rentals in Charles City?
Charles City offers several vacation rentals suitable for groups, with private homes being the most common type, providing ample space for everyone. These properties are designed to accommodate larger gatherings, often featuring multiple bedrooms and bathrooms, spacious dining areas for shared meals, and outdoor spaces for socializing. You'll also find convenient parking for several vehicles, making group travel straightforward.
What are the best luxury vacation rentals in Charles City?
For a more upscale experience, Charles City offers a selection of luxury vacation rentals, predominantly private homes. These properties often feature premium amenities designed for comfort and relaxation, such as private hot tubs for unwinding, pools for a refreshing dip, and cozy fireplaces for cooler evenings. Many also boast scenic views, adding to the exclusive feel of your stay.
Are there any budget-friendly vacation rentals in Charles City?
Yes, Charles City has a selection of budget-friendly vacation rentals, including private homes and cabins, that offer great value without compromising on comfort. These properties often come with essential amenities like fully equipped kitchens, which can help save on dining out, and laundry facilities for longer stays. You'll also typically find free parking and Wi-Fi, adding to the overall value of your trip.
Are there any vacation rentals in Charles City with a hot tub?
Yes, you can find a few vacation rentals in Charles City that feature a hot tub, primarily private homes. These properties offer a relaxing amenity, perfect for unwinding after a day of exploring the area. A private hot tub provides a peaceful spot to soak and enjoy your vacation.
Are there any short-term vacation rentals in Charles City for a weekend getaway?
Absolutely, vacation rentals in Charles City are well-suited for a weekend getaway, offering a selection of private homes and cabins. These properties provide the comfort and privacy of a whole home, making it easy to settle in for a short stay. You'll be conveniently located to explore local attractions like Kittiewan Plantation, about a 3-mile drive, and Sherwood Forest Plantation, approximately 6 miles away, before returning to your comfortable rental.
Are there any remote work vacation rentals in Charles City?
Yes, Charles City offers several vacation rentals suitable for longer stays and remote work, primarily private homes. These properties are equipped with amenities essential for productivity and comfort, including high-speed internet and Wi-Fi to keep you connected. You'll also find fully equipped kitchens for preparing meals and laundry facilities, making extended stays convenient and comfortable.
How early should I book a Charles City vacation rental?
Book your Charles City vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Charles City, Virginia, United States of America?
In Charles City, Virginia, visitors can explore a variety of historical and cultural attractions. The area is rich in historic history, with sites like the historic plantation homes, such as Shirley Plantation and Berkeley Plantation, which offer tours showcasing the region's past and beautiful landscapes along the James River.The Charles City County Museum provides insights into local history and culture, featuring exhibits that highlight the area's role in early American history. Additionally, outdoor enthusiasts can enjoy the scenic beauty at the nearby James River, where activities such as fishing, kayaking, and hiking are popular.For those interested in nature and wildlife, the nearby Chickahominy Riverfront Park offers trails and picnic areas, making it a great spot for relaxation and outdoor activities.
Can I change or cancel my Charles City home rental booking on Vrbo?
To find Charles City vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Charles City vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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