Search Holiday Rentals in Chesterfield

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Check prices for these dates

Tonight
17 Dec - 18 Dec
Tomorrow
18 Dec - 19 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Chesterfield holiday rentals

View from property
MV GiaMaria

Houseboat in Richmond

MV GiaMaria
3.5 star property
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 3.533.377 ₫
4.928.844 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
MV GiaMaria
Dock
Cookie B

Houseboat in Richmond

Cookie B
3.0 star property
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 3.160.680 ₫
4.920.125 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Cookie B
Interior
Landing Apartments near Virginia Union University

Aparthotel in Chamberlyne

Landing Apartments near Virginia Union University
3.5 star property
8.8 out of 10, Excellent, (18)
"The neighborhood was quiet and it has nice food places around "
United States
Tyesha
Landing Apartments near Virginia Union University
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 Chesterfield Hotel Reviews

Graduate by Hilton Richmond

Graduate by Hilton Richmond

10/10 Excellent
"Very nice rooms / hallways / common areas; only one of 3 elevators was working and even that was slow - these things happen but those elevators need renovation. Great location. "
Mike 1-night trip
Posted 1 day ago
Graduate by Hilton Richmond

Frequently asked questions

Can I find a holiday rental in Chesterfield?

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

How many holiday rentals are there in Chesterfield?

Expedia has 7 holiday rentals for your stay in Chesterfield.

What can I see and do in Chesterfield?

While exploring the area, visit family-friendly sights like Iron Bridge Sports Park, or get outside and enjoy nature at Appomattox River. Pocahontas State Park and Castlewood are other places to visit while you're in town.

What are holiday rentals like in Chesterfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chesterfield. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for families.