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

Holiday Homes in Charles City

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Charles City holiday homes

Coffee/tea maker, fridge, microwave, oven

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

Luxury Stay! 10 min away from Fort Lee.
Prince George
8.6 out of 10, Excellent, (18 reviews)
"The home was very clean and very comfortable. Communication was excellent. We would definitely stay here again!"
United States
CHRIS
The price is €347
includes taxes & fees
10 Aug - 11 Aug
Luxury Stay! 10 min away from Fort Lee.
Exterior

2. 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, (7 reviews)
"First and foremost, the property was excellent! The host, Michael was extremely welcoming and kind. The property is in top condition with new everything! The seclusion and lakefront location was to die for. Highly recommend this property as we will be back! "
United States
Kelly B.
The price is €639
includes taxes & fees
1 Sept - 2 Sept
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
TV, fireplace, table football, books

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

Game Room + Yard: Updated House in Chester!
Chester
9.4 out of 10, Exceptional, (3 reviews)
"Great stay. Super clean! Great communication with host. 30 mins from Richmond VA, great for exploring surrounding areas!"
United States
Akia S.
Game Room + Yard: Updated House in Chester!
Exterior

4. Red Juniper Retreat

Red Juniper Retreat
New Kent
10.0 out of 10, Exceptional, (26 reviews)
"The house is wonderful, and the owners are amazing! Absolutely love staying here. "
United States
Samantha B.
Red Juniper Retreat
3 bedrooms, desk, iron/ironing board, free WiFi

5. Family friendly! Recline at Timberline..

Family friendly! Recline at Timberline..
South chesterfield
9.2 out of 10, Wonderful, (53 reviews)
"all in all a comfortable stay."
United States
James W.
The price is €296
includes taxes & fees
13 Aug - 14 Aug
Family friendly! Recline at Timberline..
Private kitchen

6. RVA Retreat Sauna Relaxing Home Fenced Yard

RVA Retreat Sauna Relaxing Home Fenced Yard
Church Hill North
The price is €380
includes taxes & fees
4 Aug - 5 Aug
RVA Retreat Sauna Relaxing Home Fenced Yard
Property grounds

7. The Williamsburg Haven

The Williamsburg Haven
Williamsburg
10.0 out of 10, Exceptional, (21 reviews)
"The house was exactly what my family needed for a one night stopover on our long road trip. It was very clean and felt very cozy. There was even a welcome basket with snacks and it even had a treat for my dog, which he loved."
United States
Amy B.
The price is €214
includes taxes & fees
10 Aug - 11 Aug
The Williamsburg Haven
TV, books, offices

8. Oaks Retreat Carytown House: Family & Pet Friendly

Oaks Retreat Carytown House: Family & Pet Friendly
Randolph
9.2 out of 10, Wonderful, (17 reviews)
"Great quiet area, easy access to downtown and close to restaurants and parks. Nicely set up home with exceptional comforts for all"
United States
Thomas C.
The price is €244
includes taxes & fees
5 Aug - 6 Aug
Oaks Retreat Carytown House: Family & Pet Friendly
Terrace/patio

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

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Northern Barton Heights
9.6 out of 10, Exceptional, (16 reviews)
"Great kitchen and comfy beds."
United States
Christina O.
The price is €345
includes taxes & fees
1 Sept - 2 Sept
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Interior

10. Relax in beautiful second floor apartment with balcony & private fenced yard.

Relax in beautiful second floor apartment with balcony & private fenced yard.
Northern Barton Heights
8.0 out of 10, Very good, (1 review)
The price is €340
includes taxes & fees
1 Sept - 2 Sept
Relax in beautiful second floor apartment with balcony & private fenced yard.
Terrace/patio

11. Private Garden Home w/ Large Fenced Yard + Gazebo

Private Garden Home w/ Large Fenced Yard + Gazebo
Broad Rock
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay here for two nights! The beds were extremely comfortable and it was quiet and peaceful sleeping there both nights. We enjoyed the backyard very much - both our pets and kids. My son thought the gazebo with twinkle lights out back was so magical. :) We appreciate the cleanliness of the place and would only have appreciated a little space with maybe kids’ books, puzzles, or blocks or something. My young kiddos go crazy for those things when we stay at vacation rentals and it...
United States
Stacie C.
The price is €293
includes taxes & fees
25 Aug - 26 Aug
Private Garden Home w/ Large Fenced Yard + Gazebo
2 bedrooms, WiFi, bed sheets

12. Earth & Ember -Cottage House Retreat!

Earth & Ember -Cottage House Retreat!
North Highland Park
The price is €255
includes taxes & fees
1 Sept - 2 Sept
Earth & Ember -Cottage House Retreat!
Interior

13. Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs

Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
Byrd Park
9.0 out of 10, Wonderful, (19 reviews)
"Very nice staff"
United States
Jessica
The price is €252
includes taxes & fees
31 Aug - 1 Sept
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
TV, offices

14. Cozy Retreat w/ Fenced Yard & Fire Pit

Cozy Retreat w/ Fenced Yard & Fire Pit
Monument Avenue Park
9.2 out of 10, Wonderful, (35 reviews)
"The house is great for dogs with their fenced in yard. It was nice to each have our own room to sleep."
United States
Melissa B.
The price is €245
includes taxes & fees
5 Aug - 6 Aug
Cozy Retreat w/ Fenced Yard & Fire Pit
Interior

15. 3-bedroom house. Minutes away from major hospitals. Close to RIR, VCU, VUU, VSU.

3-bedroom house. Minutes away from major hospitals. Close to RIR, VCU, VUU, VSU.
Richmond
9.2 out of 10, Wonderful, (7 reviews)
"It was a nice, clean place to stay. "
United States
Lauri O.
The price is €317
includes taxes & fees
5 Aug - 6 Aug
3-bedroom house. Minutes away from major hospitals. Close to RIR, VCU, VUU, VSU.
Interior

16. Charming Ranch Home/pet friendly/fenced yard/4TVs

Charming Ranch Home/pet friendly/fenced yard/4TVs
Sherwood Park
9.4 out of 10, Exceptional, (3 reviews)
"Comfortable and pet friendly. "
United States
Jennifer P.
The price is €270
includes taxes & fees
9 Aug - 10 Aug
Charming Ranch Home/pet friendly/fenced yard/4TVs
Living area

17. Walk to VCU & Allianz Amphitheater Cozy & Clean

Walk to VCU & Allianz Amphitheater Cozy & Clean
Oregon Hill
The price is €293
includes taxes & fees
4 Aug - 5 Aug
Walk to VCU & Allianz Amphitheater Cozy & Clean
Smart TV, table football, books

18. Cozy and spacious 3BR in the heart of VCU & Downtown

Cozy and spacious 3BR in the heart of VCU & Downtown
Carver
10.0 out of 10, Exceptional, (9 reviews)
"Fantastic stay. The house was clean and well equipped, check in and out was easy and well communicated, and the location worked great for us. We were in town for a conference at the greater Richmond convention center and enjoyed scootering about 10 minutes to the conference each morning. The hosts were very communicative and kept a very nice house. Would recommend highly!"
United States
Jeff S.
The price is €324
includes taxes & fees
1 Sept - 2 Sept
Cozy and spacious 3BR in the heart of VCU & Downtown
Coffee/tea maker, fridge, microwave, oven

19. Historic Modern Walkable to to VCU

Historic Modern Walkable to to VCU
Downtown Richmond
8.8 out of 10, Excellent, (12 reviews)
"The house was clean and stocked. We pretty much only slept there as we were on town visiting family. Would recommend to others."
United States
Anonymous traveller
The price is €409
includes taxes & fees
23 Aug - 24 Aug
Historic Modern Walkable to to VCU
Smart TV

20. 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, (5 reviews)
"Check-in was simple, good communication, property very much as described/depicted in the listing. Perfect location for our needs. "
United States
Mary C.
The price is €397
includes taxes & fees
1 Sept - 2 Sept
Charming 3-bedroom townhome with WiFi in delightful Richmond
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Charles City Hotel Reviews

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

10/10 Excellent
"I took my family on vacation and this was a good hotel. Our room was spacious and clean! The staff was incredible my family really enjoyed ourselves. We will be back again soon! Thank you"
Anthony 2-night trip
Posted less than an hour ago
Hilton Vacation Club The Historic Powhatan Williamsburg

Find out more about Charles City

Charles City Holiday Homes information

Number of reviews
169
Accommodation
446 Holiday Homes
Lowest Price
€214
Highest Price
€613