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Charles City Holiday Rentals

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Our top choices for Charles City holiday rentals

Cookie B

Cookie B
3.0 star property
Richmond
9.6 out of 10, Exceptional, (7)
"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "
United States
Reshelle
The price is NZ$323
includes taxes & fees
1 Jan - 2 Jan 2026
Cookie B

Charming 2-bedroom home, with lake access, in the Richmond metro area.

Charming 2-bedroom home, with lake access, in the Richmond metro area.
Quinton
10.0 out of 10, Exceptional, (10)
"House was amazing and host was very kind and helpful"
United States
Aaron R.
The price is NZ$290
includes taxes & fees
15 Dec - 16 Dec
Charming 2-bedroom home, with lake access, in the Richmond metro area.

A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING

A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING
Richmond
10.0 out of 10, Exceptional, (17)
"Simply a beautiful spot on the James River with a great restaurant and live music. This is an older boat and boats are different than a house so keep that in mind if you havent been around boats. Ron is a wonderful host who is extremely responsive. He looks out for his guests and is full of wonderful stories. We'll be back!"
United States
Eric B.
The price is NZ$415
includes taxes & fees
31 Dec - 1 Jan 2026
A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING

MV GiaMaria

MV GiaMaria
3.5 star property
Richmond
9.2 out of 10, Wonderful, (16)
"We liked the coziness of the boat, the views of the river, the surrounding areas were beautiful. The only negative thing we could say was that due to the ran/wind the boat creaked and it made it hard to sleep for one of our nights."
United States
warren
The price is NZ$321
includes taxes & fees
4 Jan - 5 Jan 2026
MV GiaMaria

American Heritage RV Park

American Heritage RV Park
2.5 star property
Norge
9.0 out of 10, Wonderful, (73)
"Clean room very quiet area"
United States
Pamela
American Heritage RV Park

Anvil Campground

Anvil Campground
2.5 star property
Williamsburg
8.2 out of 10, Very good, (36)
"Campground very clean and well maintained "
United States
Anonymous traveller
The price is NZ$182
includes taxes & fees
16 Dec - 17 Dec
Anvil Campground

Charming 1-bedroom apartment in Mechanicsville

Charming 1-bedroom apartment in Mechanicsville
Mechanicsville
10.0 out of 10, Exceptional, (3)
"Had a great stay while fishing the james river. "
United States
Travis D.
The price is NZ$249
includes taxes & fees
9 Jan - 10 Jan 2026
Charming 1-bedroom apartment in Mechanicsville

Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups

Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups
2.0 star property
Carver
10.0 out of 10, Exceptional, (1)
"Our large family group enjoyed our stay here. The house is well-appointed and large. Everyone loved having their own bathrooms. Everything was clean and new condition. Just some minor things that were not deal-breakers for us. When I polled my family we pretty much all wished we had brought our own pillows. Parking is tight and awkward when neighbors are also parked, but at least there are reserved spots in a busy neighborhood. There are noise machines for each bed which is nice, but perhaps...
United States
Meg T.
The price is NZ$1,200
includes taxes & fees
21 Dec - 22 Dec
Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups

Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks

Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks
Williamsburg
9.8 out of 10, Exceptional, (17)
"It was a great stay! We really enjoyed the cabin! The area was nice and everyone was very friendly. We would definitely stay again!"
United States
Jarrett N.
The price is NZ$326
includes taxes & fees
15 Dec - 16 Dec
Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks

Lovely condo with water & golf course view

Lovely condo with water & golf course view
Kingsmill
9.4 out of 10, Exceptional, (9)
"We greatly enjoyed our stay at this condo. It was super clean and very well appointed with everything we needed. The hosts were very responsive and easy to get in touch with to coordinate our stay. The location was convenient to everything we wanted to do, both inside and outside of the resort. We loved this condo and will definitely stay there again in the future."
United States
Nick T.
The price is NZ$622
includes taxes & fees
22 Dec - 23 Dec
Lovely condo with water & golf course view

The Cottage at Blisland, Est 1749

The Cottage at Blisland, Est 1749
2.0 star property
Barhamsville
The price is NZ$392
includes taxes & fees
15 Dec - 16 Dec
The Cottage at Blisland, Est 1749

Cozy studio in FAN/museums /free parking

Cozy studio in FAN/museums /free parking
Fan District
9.6 out of 10, Exceptional, (28)
"Absolutely lovely and so convenient! We walked everywhere and didn’t take our cars out once. We shopped, ate at cute restaurants, wandered and visited the Virginia Museum of Fine Art, all on foot!"
United States
Melanie
The price is NZ$227
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy studio in FAN/museums /free parking

The Studio@ Eanes Drug

The Studio@ Eanes Drug
Church Hill
10.0 out of 10, Exceptional, (52)
"It was a very nice place, very welcoming."
United States
Brenda C.
The price is NZ$299
includes taxes & fees
5 Jan - 6 Jan 2026
The Studio@ Eanes Drug

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Richmond
9.6 out of 10, Exceptional, (113)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
United States
Melissa
The price is NZ$384
includes taxes & fees
11 Dec - 12 Dec
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

Historic Haven in Church Hill

Historic Haven in Church Hill
Church Hill
10.0 out of 10, Exceptional, (44)
"Great place, great location!"
United States
Janet F.
The price is NZ$321
includes taxes & fees
4 Jan - 5 Jan 2026
Historic Haven in Church Hill

Carytown Gem: Family-Friendly Apartment with Yard

Carytown Gem: Family-Friendly Apartment with Yard
Carytown
9.8 out of 10, Exceptional, (66)
"Very nice place in the middle of Carytown. Walking distance to great restaurants and shopping. The beds were comfortable, and the air conditioning rocked. It was in the upper 90s outside and the apartment stayed wonderfully cool. "
United States
Sam N.
The price is NZ$386
includes taxes & fees
14 Dec - 15 Dec
Carytown Gem: Family-Friendly Apartment with Yard

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Northern Barton Heights
9.2 out of 10, Wonderful, (10)
"Booked for a family wedding in Richmond. Everything was great and as promised at this rental. The host was responsive to any questions. Highly recommend "
United States
Edward K.
The price is NZ$780
includes taxes & fees
14 Dec - 15 Dec
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Sunny, Spacious Suite Green & Shaded Backyard

Sunny, Spacious Suite Green & Shaded Backyard
Northern Barton Heights
10.0 out of 10, Exceptional, (2)
"The house was just as described. Very clean and very comfortable. The owner is easy to communicate with. "
United States
Kerri L.
The price is NZ$472
includes taxes & fees
14 Dec - 15 Dec
Sunny, Spacious Suite Green & Shaded Backyard

Charming 3-bedroom townhome with WiFi in delightful Richmond

Charming 3-bedroom townhome with WiFi in delightful Richmond
Jahnke
10.0 out of 10, Exceptional, (4)
"Townhouse was awesome. Plenty of room for 6 people. Pet friendly. Quiet neighborhood. Host Jordan was very helpful and available when needed. We all loved our stay. Would stay again. "
United States
Betty C R.
The price is NZ$618
includes taxes & fees
22 Dec - 23 Dec
Charming 3-bedroom townhome with WiFi in delightful Richmond

Luxury Riverfront Condo w/ sunrise & sunset views

Luxury Riverfront Condo w/ sunrise & sunset views
Kingsmill
9.6 out of 10, Exceptional, (68)
"Enjoyed my stay at this condo..I hope it becomes available again this year, "
United States
Orlanda
The price is NZ$602
includes taxes & fees
11 Dec - 12 Dec
Luxury Riverfront Condo w/ sunrise & sunset views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Charles City Hotel Reviews

Find out more about Charles City

Everything you need to know about Charles City holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Charles City holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charles City holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Charles City holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charles City. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charles City holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charles City holiday rentals we have selected for you start as low as NZ$182 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Charles City rentals

At Expedia, we put the best Charles City holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Charles City rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charles City holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charles City. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Charles City?

Yes, there are holiday rentals close to the most popular sights in Charles City, or you can select a more secluded option if you're looking for a relaxing stay. Charles City is known for its restaurants and shopping. Make sure you have time to check out the monuments and museums during your trip.

What are some of the best holiday rentals that Charles City has to offer?

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms: This holiday home rental outside of Charles City offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Charles City?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Charles City stay.

What’s there to see and do in Charles City?

Explore the area and family-friendly sights such as Swaders Sports Park, or get out into nature at a spot like Chickahominy State Wildlife Management Area. Upper Shirley Vineyards and Historic Westover are other places to visit while you're in town.

What’s a holiday rental in Charles City like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charles City. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips or small group gatherings.