Chesterfield Court House Holiday Rentals

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Check prices for these dates

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Holiday Rentals in Chesterfield Court House

Dock
Cookie B

Cookie B

3.0 star property
Richmond
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 AU$281
includes taxes & fees
1 Jan - 2 Jan 2026
Cookie B
View from property
MV GiaMaria

MV GiaMaria

3.5 star property
Richmond
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 AU$270
includes taxes & fees
4 Jan - 5 Jan 2026
MV GiaMaria
Exterior
Magnolias, a chill out place.

Magnolias, a chill out place.

Richmond
9.4 out of 10, Exceptional, (20)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
The price is AU$188
includes taxes & fees
16 Dec - 17 Dec
Magnolias, a chill out place.
Property grounds
A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING

A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING

Richmond
10.0 out of 10, Exceptional, (17)
"Simply a beautiful spot on the James River with a great restaurant and live music. This is an older boat and boats are different than a house so keep that in mind if you havent been around boats. Ron is a wonderful host who is extremely responsive. He looks out for his guests and is full of wonderful stories. We'll be back!"
United States
Eric B.
The price is AU$365
includes taxes & fees
31 Dec - 1 Jan 2026
A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING
Exterior detail
Cozy studio in FAN/museums /free parking

Cozy studio in FAN/museums /free parking

Fan District
9.6 out of 10, Exceptional, (28)
"Absolutely lovely and so convenient! We walked everywhere and didn’t take our cars out once. We shopped, ate at cute restaurants, wandered and visited the Virginia Museum of Fine Art, all on foot!"
United States
Melanie
The price is AU$199
includes taxes & fees
18 Dec - 19 Dec
Cozy studio in FAN/museums /free parking
Fridge, microwave, oven, stovetop
Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Richmond
8.6 out of 10, Excellent, (31)
"Was I great place to stay! Very responsive and gave all the info you need to make the trip and stay easy! "
United States
Dillon D.
The price is AU$342
includes taxes & fees
10 Dec - 11 Dec
Downtown Living in Richmond's Amazing Shockoe Bottom
Private kitchen
Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups

Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups

2.0 star property
Carver
10.0 out of 10, Exceptional, (1)
"Our large family group enjoyed our stay here. The house is well-appointed and large. Everyone loved having their own bathrooms. Everything was clean and new condition. Just some minor things that were not deal-breakers for us. When I polled my family we pretty much all wished we had brought our own pillows. Parking is tight and awkward when neighbors are also parked, but at least there are reserved spots in a busy neighborhood. There are noise machines for each bed which is nice, but perhaps...
United States
Meg T.
The price is AU$883
includes taxes & fees
10 Dec - 11 Dec
Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups
Exterior
Cozy nest/private porch/museums/free parking

Cozy nest/private porch/museums/free parking

Fan District
10.0 out of 10, Exceptional, (37)
"Great little spot. Was able to walk to restaurants very clean and safe area. Enjoyed our stay and very close to Richmond Raceway!"
United States
Nicole H.
The price is AU$205
includes taxes & fees
15 Dec - 16 Dec
Cozy nest/private porch/museums/free parking
Fridge, microwave, oven, stovetop
The Studio@ Eanes Drug

The Studio@ Eanes Drug

Church Hill
10.0 out of 10, Exceptional, (52)
"It was a very nice place, very welcoming."
United States
Brenda C.
The price is AU$263
includes taxes & fees
5 Jan - 6 Jan 2026
The Studio@ Eanes Drug
Fridge, microwave, oven, stovetop
Lovely 1-Bedroom Loft with Free Parking and Wifi

Lovely 1-Bedroom Loft with Free Parking and Wifi

Downtown Richmond
8.2 out of 10, Very good, (21)
"Great place, comfortable, clean, close to a lot of fun spots in Richmond"
United States
Derrick C.
The price is AU$348
includes taxes & fees
16 Dec - 17 Dec
Lovely 1-Bedroom Loft with Free Parking and Wifi
Fridge, microwave, oven, stovetop
Historic Haven in Church Hill

Historic Haven in Church Hill

Church Hill
10.0 out of 10, Exceptional, (44)
"Great place, great location!"
United States
Janet F.
The price is AU$283
includes taxes & fees
4 Jan - 5 Jan 2026
Historic Haven in Church Hill
Terrace/patio
Newly finished basement suite in Midlothian. Very clean and spacious.

Newly finished basement suite in Midlothian. Very clean and spacious.

Midlothian
10.0 out of 10, Exceptional, (1)
"Great spot to spend the evening while traveling through! Comfortable space.Host was very helpful through the check in process and my stay.Thanks Pamela!"
United States
Shawn P.
The price is AU$274
includes taxes & fees
27 Dec - 28 Dec
Newly finished basement suite in Midlothian. Very clean and spacious.
Fridge, microwave, oven, stovetop
Recline at Timberline! Family friendly!

Recline at Timberline! Family friendly!

South chesterfield
9.2 out of 10, Wonderful, (47)
"The house is great with a huge master bedroom well furnished and screened in porch "
United States
Tom H.
Recline at Timberline! Family friendly!
Property grounds
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, (113)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
United States
Melissa
The price is AU$337
includes taxes & fees
10 Dec - 11 Dec
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Fridge, microwave, oven, stovetop
Downtown Living in Historic Richmond Loft

Downtown Living in Historic Richmond Loft

Downtown Richmond
8.2 out of 10, Very good, (64)
"Perfect property. It was exactly what the pictures represented and our host was extremely helpful and responsive. Would highly recommend! "
United States
Mike L.
The price is AU$416
includes taxes & fees
10 Dec - 11 Dec
Downtown Living in Historic Richmond Loft
Property grounds
Sunny, Spacious Suite Green & Shaded Backyard

Sunny, Spacious Suite Green & Shaded Backyard

Northern Barton Heights
10.0 out of 10, Exceptional, (2)
"The house was just as described. Very clean and very comfortable. The owner is easy to communicate with. "
United States
Kerri L.
The price is AU$416
includes taxes & fees
14 Dec - 15 Dec
Sunny, Spacious Suite Green & Shaded Backyard
Microwave, oven, dishwasher
2 Rooms -2 Queen Beds Apartment in pleasant Richmond with AC, WiFi

2 Rooms -2 Queen Beds Apartment in pleasant Richmond with AC, WiFi

Fan District
10.0 out of 10, Exceptional, (7)
"Everything was great about this verbo - the location, instructions, communications with owner. Highly recommend!"
United States
Carol M.
The price is AU$615
includes taxes & fees
29 Dec - 30 Dec
2 Rooms -2 Queen Beds Apartment in pleasant Richmond with AC, WiFi
Marina
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, (228)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
The price is AU$337
includes taxes & fees
10 Dec - 11 Dec
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Fridge, microwave, oven, stovetop
Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking

Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking

2.0 star property
Downtown Richmond
The price is AU$373
includes taxes & fees
11 Dec - 12 Dec
Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking
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 Court House Hotel Reviews

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

La Quinta Inn & Suites by Wyndham Richmond-Midlothian

10/10 Excellent
"."
Akpene 1-night trip
Posted 23 hours ago
La Quinta Inn & Suites by Wyndham Richmond-Midlothian

Find out more about Chesterfield Court House

Everything you need to know about Chesterfield Court House holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield Court House holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield Court House holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chesterfield Court House holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield Court House. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield Court House holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterfield Court House holiday rentals we have selected for you start as low as AU$224 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chesterfield Court House rentals

At Expedia, we put the best Chesterfield Court House holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chesterfield Court House rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield Court House holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield Court House. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Chesterfield Court House?

Yes, there are holiday rentals close to the most popular sights in Chesterfield Court House, or you can select a more secluded option if you're looking for a relaxing stay. Chesterfield Court House is known for its museums.

What are some of the best holiday rentals that Chesterfield Court House has to offer?

Great Location. Close to about everywhere .Can't beat the value. Check reviews!: This holiday home rental outside of Chesterfield Court House is located on a river, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Chesterfield Court House?

Enjoy the area's cultural attractions such as Swift Creek Mill Theatre, or get outdoors into nature at a spot like Richmond National Battlefield Park. While here, Pocahontas State Park and Castlewood are other places worth a visit.

What’s a holiday rental in Chesterfield Court House like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesterfield Court House. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.