Charles City holiday rentals

We found 1,244 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in Charles City that are perfect for your trip. Holiday rentals offer the best amenities for you and your friends, family or even pets, such as air conditioning and cable TV. You'll be sure to find a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Charles City

Showing deals for:15 Jan - 22 Jan

Interior
Exterior detail
Dining
Interior
Exceptional
(43 reviews)

Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary

Williamsburg

12% off
AU$15,099
for 7 nights, 1 home
AU$2,157 per night
includes taxes & fees
Amazing Colonial Home a Heart Beat from Colonial Williamsburg & William & Mary
Staircase to the suites
Interior
Exterior
Terrace/patio
Exceptional
(32 reviews)

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

Barhamsville

9% off
AU$7,983
for 7 nights, 1 home
AU$1,140 per night
includes taxes & fees
The Inn at Woodmont Plantation, Gauthier Vineyard's Winery & Event Center
Exterior detail
Private kitchen
Exterior detail
Dining
Exceptional
(52 reviews)

Historic B&B located walking distance to the Williamsburg and The College of W&M

Williamsburg

16% off
AU$13,317
for 7 nights, 1 home
AU$1,902 per night
includes taxes & fees
Historic B&B located walking distance to the Williamsburg and The College of W&M
Dining
Exterior detail
Private kitchen
Interior
Exceptional
(251 reviews)

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

Spring Grove

13% off
AU$3,535
for 7 nights, 1 cottage
AU$505 per night
includes taxes & fees
ANALOG - Private Beach & Acres of exclusive sanctuary set in a peaceful forest
Kitchen
Jamestown, Virginia
Property grounds
Entry
Exceptional
(60 reviews)

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

Williamsburg

8% off
AU$4,252
for 7 nights, 1 home
AU$607 per night
includes taxes & fees
TOWN + COUNTRY 4 BR House on Capital Trail - Charles City, Williamsburg
Private kitchen
Exterior
Outdoor dining
Games room
Excellent
(5 reviews)

4 Bedroom Lockoff Suite at Williamsburg Governors Green!!

Williamsburg

8% off
AU$12,422
for 7 nights, 1 apartment
AU$1,775 per night
includes taxes & fees
4 Bedroom Lockoff Suite at Williamsburg Governors Green!!
Living Room 2
Kitchen
Kitchen
Living Room 2
Exceptional
(101 reviews)

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

Williamsburg

16% off
AU$3,546
for 7 nights, 1 home
AU$507 per night
includes taxes & fees
Minutes to Colonial Williamsburg, William & Mary, Busch Gardens, Pet Friendly!
Deck the Hall
Lightwood in the beautiful Spring Sunshine
Entrance to house grounds
Rich colors in a room full of warmth. The Muse of Music hangs above, circa 1580
Exceptional
(147 reviews)

History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve

Spring Grove

9% off
AU$4,489
for 7 nights, 1 home
AU$641 per night
includes taxes & fees
History, Art, Nature. Built in 1760, 110 Acres of Ancient Woodland Preserve
Dining
Exterior detail
Living area
Room
Exceptional
(35 reviews)

History Filled Bed & Breakfast in Downtown Williamsburg

Williamsburg

20% off
AU$9,364
for 7 nights, 1 room
AU$1,338 per night
includes taxes & fees
History Filled Bed & Breakfast in Downtown Williamsburg
Or relax in the tree swing.
Sunroom just off the back deck
Welcome to Ivy's Cottage, private home just outside Williamsburg, VA.
Front of home
Exceptional
(38 reviews)

Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights

Toano

15% off
AU$3,455
for 7 nights, 1 home
AU$494 per night
includes taxes & fees
Relaxing Family Cottage w/ Sunroom & Backyard Movie Nights
Exterior
Living area
Terrace/patio
Room
Exceptional
(24 reviews)

Cozy 2-bedroom farmhouse on 12 acres in New Kent County just 7 miles off of I64

New Kent

8% off
AU$1,782
for 7 nights, 1 room
AU$255 per night
includes taxes & fees
Cozy 2-bedroom farmhouse on 12 acres in New Kent County just 7 miles off of I64
Interior
Private kitchen
Room
Interior
Exceptional
(58 reviews)

Family friendly home near Colonial Williamsburg and Busch Gardens

Williamsburg

8% off
AU$3,749
for 7 nights, 1 home
AU$536 per night
includes taxes & fees
Family friendly home near Colonial Williamsburg and Busch Gardens

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

The historical area of Charles City awaits your stay

Take a holiday to Charles City and enjoy the area's history, culture and monuments. Travellers to this welcoming city praise the cycling, restaurants and hiking. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday 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

Are you looking for top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that makes Charles City a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • 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 take in the scenery, Charles City is a great place to spend some time outside. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • 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, VA (RIC-Richmond Intl.), the closest airport, located 18.3 mi (29.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Newport News, VA (PHF-Newport News - Williamsburg Intl.), which is 35 mi (56.4 km) away.

Frequently asked questions

What is the best area to stay in Charles City when booking a holiday rental?
When considering a holiday rental in Charles City, Virginia, the area around the historic plantation sites offers a charming and picturesque experience. This region is not only rich in history but also provides easy access to some of the area's top attractions. Visitors can explore the scenic landscapes and learn about the significant role these plantations played in American history.In terms of accommodation options, there are a variety of properties available that cater to different preferences and budgets, allowing for a comfortable stay amidst the beautiful surroundings.Another appealing aspect of this area is its proximity to the James River, where you can enjoy outdoor activities such as fishing, kayaking, and hiking along the riverbanks.
What is the most popular type of holiday rental accomodation in Charles City?
In Charles City, holiday houses are the most popular type of holiday rental, with about 18 available throughout the area. These homes often provide spacious rooms featuring multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxation, making them ideal for families or groups. Additionally, there are several cabins scattered around, offering a rustic charm and a connection to nature, superb for those looking to enjoy the serene landscapes of Virginia.
Are there any family house rentals in Charles City?
In Charles City, Virginia, there are several family-friendly house rentals available, making it an inviting destination for groups looking to enjoy some time together. Visitors can find homes that offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces superb for children to play. Many properties come with amenities like Wi-Fi and air conditioning, ensuring a comfortable stay.The area is steeped in history, with nearby points of interest such as the historic plantations along the James River, which provide educational opportunities and beautiful scenery. Families can also explore the natural beauty of the surrounding countryside, with options for outdoor activities like hiking and picnicking.
Are there pet-friendly house rentals in Charles City?
In Charles City, there are several pet-friendly house rentals available, offering a comfortable stay while accommodating your furry friends. These holiday homes often come equipped with essential amenities such as spacious living areas, fully stocked kitchens, and outdoor spaces where pets can roam freely.The area is steeped in history and natural beauty, providing plenty of opportunities for pet owners to explore. Nearby, you'll find parks and scenic areas great for leisurely walks with your pets. The peaceful countryside setting of Charles City makes it an ideal destination for those looking to enjoy a relaxing getaway while bringing their pets along.
Are there any remote work holiday rentals in Charles City?
In Charles City, Virginia, there are several remote work holiday rentals available, with around 21 options to choose from. These properties cater well to those needing a workspace, often featuring amenities such as free Wi-Fi, dedicated desks, and comfortable chairs to ensure a productive environment. Many rentals also provide spacious living areas and fully equipped kitchens, allowing for a comfortable blend of work and relaxation during your stay.The area is steeped in history, with nearby attractions including the historic plantations and the scenic James River, making it an ideal location for those looking to balance work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Charles City?
In Charles City, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals. Many properties also feature comfortable sofa beds for additional sleeping arrangements, making them suitable for families or groups. Coffee and tea makers are commonly provided for a quick morning brew, while outdoor spaces such as decks or patios offer a lovely spot to relax and enjoy the surrounding nature. Onsite parking is typically available, adding convenience for those travelling by car.
When is the best time to visit Charles City for a holiday rental?
The most popular time to visit Charles City is during the peak season from May to July, when the region comes alive with outdoor activities and historical explorations. This period offers warm temperatures, typically ranging from 20 to 30 degrees Celsius, making it superb for leisurely strolls through the area's beautiful landscapes and visiting its historic plantations. Summer events and festivals also draw many visitors, creating a vibrant setting that enhances the overall experience.July stands out as the busiest month, with plenty of opportunities for sightseeing and enjoying the natural beauty of the James River. You can immerse yourself in the local culture, partake in outdoor activities, or simply relax and soak in the scenic views.For those seeking a more budget-friendly option, consider visiting in December. This month, while quieter, offers a unique charm with festive decorations and a peaceful ambiance. It's an excellent time for those who appreciate a slower pace, allowing you to explore the historical sites without the crowds.
What are the top attractions in Charles City?
In Charles City, Virginia, visitors can explore a number of historical and cultural attractions. The area is rich in history, with the famous plantations such as Shirley Plantation and Berkeley Plantation offering insights into historic life and stunning river views. These sites often host tours that showcase their historic significance and beautiful grounds.The Charles City Courthouse, a charming historic building, provides a glimpse into the local governance and community life. Additionally, the nearby James River is superb for outdoor activities such as fishing, kayaking, and picnicking, allowing visitors to enjoy the natural beauty of the region.For those interested in local wildlife, the area is home to various parks and natural reserves, providing opportunities for hiking and bird watching.
Are all fees included in the Charles City holiday homes prices shown on Stayz?
Stayz 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.
Are there any Charles City holiday homes with parking?
Stayz offers a wide selection of holiday homes in Charles City with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Charles City holiday homes?
You can find great discounts on holiday homes in Charles City on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Charles City holiday home booking on Stayz?
To find Charles City holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Charles City?
A long-stay holiday home in Charles City is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Charles City holiday home?
Book your Charles City holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Charles City?
Prices for holiday homes in Charles City vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Charles City to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.