A town with a prominent clock tower, a green-roofed building, and a street lined with variously colored buildings.

Charles City Holiday Rentals

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Our top choices for Charles City holiday rentals

1. Marriott's Manor Club at Ford's Colony

Marriott's Manor Club at Ford's Colony
3.5 star property
Williamsburg
9.2 out of 10, Wonderful, (1,117 reviews)
"Had a safe clean stay and central to our needs."
United States
David
The price is NZ$151
includes taxes & fees
17 Nov - 18 Nov
Marriott's Manor Club at Ford's Colony

2. The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres
Charles City County
10.0 out of 10, Exceptional, (6 reviews)
"The property was amazing! Will definitely stay there again!"
United States
Jorge V.
The price is NZ$1,019
includes taxes & fees
17 Nov - 18 Nov
The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

3. 4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Lanexa
10.0 out of 10, Exceptional, (11 reviews)
"The house was beautiful. Everything was perfect, we could not be happier with our stay."
United States
Kimberly L.
The price is NZ$1,201
includes taxes & fees
16 Nov - 17 Nov
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

4. NEW Williamsburg, Long Range Lake Views, Hot Tub, Sauna, Fire Pit, Game Room

NEW Williamsburg, Long Range Lake Views, Hot Tub, Sauna, Fire Pit, Game Room
Lanexa
The price is NZ$1,148
includes taxes & fees
5 Nov - 6 Nov
NEW Williamsburg, Long Range Lake Views, Hot Tub, Sauna, Fire Pit, Game Room

5. Luxury Stay! 10 min away from Fort Lee.

Luxury Stay! 10 min away from Fort Lee.
Prince George
8.6 out of 10, Excellent, (21 reviews)
"perfect stay for the wedding we went to at the barns of kanak!! super close and good safe neighborhood "
United States
Rachael O.
The price is NZ$733
includes taxes & fees
17 Nov - 18 Nov
Luxury Stay! 10 min away from Fort Lee.

6. A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Richmond
9.4 out of 10, Exceptional, (251 reviews)
"We had a great stay! Perfect get away for our anniversary. It had everything we needed and was super quiet with a great view. Thank you Captain Ron, for an amazing experience "
United States
Allison K.
The price is NZ$348
includes taxes & fees
5 Nov - 6 Nov
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

7. The Colonies at Williamsburg

The Colonies at Williamsburg
3.0 star property
Williamsburg
9.0 out of 10, Wonderful, (1,224 reviews)
"The best place to stay! Beautiful rooms amenities and just awesome highly recommend!"
United States
Olyvia
The price is NZ$178
includes taxes & fees
5 Nov - 6 Nov
The Colonies at Williamsburg

8. Vacation Village At Williamsburg

Vacation Village At Williamsburg
3.0 star property
Williamsburg
8.8 out of 10, Excellent, (3,048 reviews)
"Nice place to stay with family or as a couple for quite weekend or vacation near by."
United States
LaToya
The price is NZ$190
includes taxes & fees
30 Nov - 1 Dec
Vacation Village At Williamsburg

9. 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, (126 reviews)
"Great alternative to a house or hotel"
United States
Ashley Jo P.
The price is NZ$348
includes taxes & fees
5 Nov - 6 Nov
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

10. Patriots Inn

Patriots Inn
2.5 star property
Williamsburg
9.4 out of 10, Exceptional, (1,158 reviews)
"Nice room in a convenient location"
United States
Jason
The price is NZ$175
includes taxes & fees
30 Nov - 1 Dec
Patriots Inn

11. Adorable 2-bedroom house with AC in charming Richmond VA

Adorable 2-bedroom house with AC in charming Richmond VA
Richmond
10.0 out of 10, Exceptional, (2 reviews)
"Amazing hosts! Will highly recommend staying at this property"
United States
Shawn D.
The price is NZ$385
includes taxes & fees
17 Nov - 18 Nov
Adorable 2-bedroom house with AC in charming Richmond VA

12. MV GiaMaria

MV GiaMaria
3.5 star property
Richmond
9.4 out of 10, Exceptional, (16 reviews)
"So much fun!! Excellent host! Very informative. Loved the privacy and being on the water. The bed was super comfortable and the fireplace (electric) kept us warm and cozy. It was such a unique thing to do and we will be back!"
United States
Jane
The price is NZ$494
includes taxes & fees
5 Nov - 6 Nov
MV GiaMaria

13. Anvil Campground

Anvil Campground
2.5 star property
Williamsburg
8.2 out of 10, Very good, (40 reviews)
"Nice campground. It is close to all the attractions in the area."
United States
Kurt
The price is NZ$187
includes taxes & fees
16 Nov - 17 Nov
Anvil Campground

14. Cookie B

Cookie B
3.0 star property
Richmond
9.2 out of 10, Wonderful, (10 reviews)
"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$533
includes taxes & fees
5 Nov - 6 Nov
Cookie B

15. 2 Queen Beds | Non-Smoking, Micfridge

2 Queen Beds | Non-Smoking, Micfridge
Petersburg VA
10.0 out of 10, Exceptional, (4 reviews)
"Clean rooms with quick service!"
United States
Anonymous traveller
The price is NZ$135
includes taxes & fees
9 Nov - 10 Nov
2 Queen Beds | Non-Smoking, Micfridge

16. Carriage House | River Views & Pool

Carriage House | River Views & Pool
New Kent
9.8 out of 10, Exceptional, (17 reviews)
"Very nice property! Quiet and picturesque. Well stocked kitchen and bedroom with supplies ie cleaning supplies, towels etc. We would definitely come back!"
United States
Rolando R.
The price is NZ$1,155
includes taxes & fees
15 Nov - 16 Nov
Carriage House | River Views & Pool

17. Quiet Villa with Access to Amazing Amenities

Quiet Villa with Access to Amazing Amenities
Williamsburg
8.0 out of 10, Very good, (4 reviews)
"Excellent"
United States
Jonathan S.
The price is NZ$309
includes taxes & fees
8 Nov - 9 Nov
Quiet Villa with Access to Amazing Amenities

18. Game Room + Yard: Updated House in Chester!

Game Room + Yard: Updated House in Chester!
Chester
9.0 out of 10, Wonderful, (4 reviews)
"Great stay. Super clean! Great communication with host. 30 mins from Richmond VA, great for exploring surrounding areas!"
United States
Akia S.
The price is NZ$592
includes taxes & fees
15 Nov - 16 Nov
Game Room + Yard: Updated House in Chester!

19. The Farmhouse Retreat

The Farmhouse Retreat
Mechanicsville
10.0 out of 10, Exceptional, (5 reviews)
"Really nice property, room and great hosts. I will stay again very soon."
United States
Patrick R.
The price is NZ$268
includes taxes & fees
17 Nov - 18 Nov
The Farmhouse Retreat

20. Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.2 out of 10, Wonderful, (25 reviews)
"Would stay again!"
United States
Amir D.
The price is NZ$179
includes taxes & fees
5 Nov - 6 Nov
Magnolias, a chill out place.
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Charles City holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Charles City. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Charles City. Seeing all the best attractions is bound to make you fall in love with Charles City. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Charles City short-term rentals, that won’t be hard to do.

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?

Perfect for long-term workers & short stays—comfort, style & convenience await!: This holiday home rental outside of Charles City is located on a river, and has a patio, a garden and a BBQ to put you at ease 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.

How many holiday rentals will I find in Charles City?

With 8 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 Bounce House, or get out into nature at a spot like Chickahominy State Wildlife Management Area. Historic Westover and Upper Shirley Vineyards 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.