Two cannons in a grassy field with trees and a fence in the background.

Chesterfield Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chesterfield holiday rentals

Interior

1. Richmond Home w/ Fire Pit - 12 Mi to Downtown

Richmond Home w/ Fire Pit - 12 Mi to Downtown
3.0 star property
Richmond
The price is S$424
includes taxes & fees
16 Aug - 17 Aug
Richmond Home w/ Fire Pit - 12 Mi to Downtown
Front of property

2. Cookie B

Cookie B
3.0 star property
Richmond
9.6 out of 10, Exceptional, (8 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 S$383
includes taxes & fees
12 Aug - 13 Aug
Cookie B
View from property

3. MV GiaMaria

MV GiaMaria
3.5 star property
Richmond
9.2 out of 10, Wonderful, (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 S$355
includes taxes & fees
23 Aug - 24 Aug
MV GiaMaria
Interior

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

Game Room + Yard: Updated House in Chester!
3.0 star property
Chester
The price is S$627
includes taxes & fees
7 Sept - 8 Sept
Game Room + Yard: Updated House in Chester!
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

Best Western Plus Glen Allen Inn

Best Western Plus Glen Allen Inn

8/10 Good
"A pleasant stay. The hotel was quiet. Breakfast was the basic three hot items and standard cold items. The parking lot was a bit dark at the far end. I would stay at this location again."
Ed 3-night trip
Posted 1 hour ago
Best Western Plus Glen Allen Inn

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 6 holiday rentals for your stay in Chesterfield.

What can I see and do in Chesterfield?

Appomattox River and Swift Creek Reservoir are a couple of lovely local spots to get outside and enjoy nature. Pocahontas State Park and Chesterfield Historical Society of Virginia 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.