Book Holiday Homes in Charles City

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Featured Holiday Homes in Charles City

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

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

Williamsburg
Book a stay at this family-friendly vacation home in Williamsburg. Enjoy free WiFi, private pools, and a water park. Popular attractions Jamestown Settlement ...
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Recline at Timberline! Family friendly!

Recline at Timberline! Family friendly!

South chesterfield
Stay at this vacation home in Colonial Heights. Enjoy free WiFi, a garden, and patios. Popular attractions Swift Creek Mill Theatre and Parker's Battery Park ...
Recline at Timberline! Family friendly!
Kings Creek

Kings Creek

2 out of 5
191 Cottage Cove Ln, Williamsburg, VA
Stay at this vacation home in Williamsburg. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Busch Gardens Williamsburg and Water Country ...
Kings Creek
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Private Romantic Bungalow for Artists & Writers, 7 Mins to Downtown Richmond,

Private Romantic Bungalow for Artists & Writers, 7 Mins to Downtown Richmond,

Richmond
Stay at this vacation home in Richmond. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Broad Street and Maymont Park are located ...
Private Romantic Bungalow for Artists & Writers, 7 Mins to Downtown Richmond,
Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort.

Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort.

Williamsburg
Stay at this vacation home in Williamsburg. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Jamestown Settlement and Williamsburg Premium ...
Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort.
Family friendly home near Colonial Williamsburg and Busch  Gardens

Family friendly home near Colonial Williamsburg and Busch Gardens

Williamsburg
Stay at this vacation home in Williamsburg. Enjoy a water park, patios, and an in-room coffeemaker. Popular attractions Williamsburg Premium Outlets and Bounce ...
Family friendly home near Colonial Williamsburg and Busch Gardens
Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF

Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF

Richmond
The price is NZ$485 per night from 7 Jan to 8 Jan
NZ$485
includes taxes & fees
7 Jan - 8 Jan 2025
Book a stay at this family-friendly vacation home in Richmond. Enjoy a garden, an in-room coffeemaker, and air conditioning. Popular attractions Broad Street ...
Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF
Cozy, Spacious Charles City Cottage : 2BR, Firepit

Cozy, Spacious Charles City Cottage : 2BR, Firepit

Charles City
The price is NZ$683 per night from 26 Dec to 27 Dec
NZ$683
includes taxes & fees
26 Dec - 27 Dec
Stay at this vacation home in Charles City. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attraction Historic Westover is located nearby.
Cozy, Spacious Charles City Cottage : 2BR, Firepit
Uncle Bill's Lodge & Soccer Pool Showdown

Uncle Bill's Lodge & Soccer Pool Showdown

Surry
Book a stay at this family-friendly vacation home in Spring Grove. Enjoy free WiFi, a garden, and patios. Popular attractions Smith's Fort and Chippokes Plantation ...
Uncle Bill's Lodge & Soccer Pool Showdown
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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.

Charles City Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Charles City vacation homes are the perfect way for you to wing it.

Holiday houses in Charles City let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Charles City in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Charles City adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Charles City with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Charles City vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Charles City Holiday Homes essential information

Accommodation
357 Holiday Homes
Lowest Price
NZ$145
Highest Price
NZ$683
Popular accommodation
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer, Recline at Timberline! Family friendly!, Kings Creek, Private Romantic Bungalow for Artists & Writers, 7 Mins to Downtown Richmond,, Huge 4BDR/4BA townhouse (12) at Historic Powhatan Resort., Family friendly home near Colonial Williamsburg and Busch Gardens, Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF, Cozy, Spacious Charles City Cottage : 2BR, Firepit, Uncle Bill's Lodge & Soccer Pool Showdown

Top trending hotels in Charles City

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
Fully refundableReserve now, pay when you stay
The price is NZ$173 per night from 21 Jan to 22 Jan
NZ$173
includes taxes & fees
21 Jan - 22 Jan 2025
Stay at this 3.5-star golf resort in Williamsburg. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the restaurant in our reviews. ...
Hilton Vacation Club The Historic Powhatan Williamsburg
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road, Williamsburg, VA
Fully refundable
The price is NZ$393 per night from 29 Dec to 30 Dec
NZ$393
includes taxes & fees
29 Dec - 30 Dec
Stay at this 3-star spa hotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
Vacation Village At Williamsburg
Fort Magruder Historic Williamsburg, Trademark by Wyndham

Fort Magruder Historic Williamsburg, Trademark by Wyndham

3.5 out of 5
6945 Pocahontas Trail, Williamsburg, VA
Fully refundableReserve now, pay when you stay
The price is NZ$145 per night from 25 Dec to 26 Dec
NZ$145
includes taxes & fees
25 Dec - 26 Dec
Stay at this 3.5-star business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Fort Magruder Historic Williamsburg, Trademark by Wyndham
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Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr, Williamsburg, VA
Fully refundableReserve now, pay when you stay
The price is NZ$239 per night from 24 Dec to 25 Dec
NZ$239
includes taxes & fees
24 Dec - 25 Dec
Stay at this 3-star golf hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Don't see what you're looking for?
See all available properties in Charles City
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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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^Subject to availability and chosen travel dates.