Chesterfield Court House Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Chesterfield Court House vacation rentals

Fridge, microwave, oven, stovetop
Historic Haven in Church Hill

Apartment in Church Hill

Historic Haven in Church Hill
10.0 out of 10, Exceptional, (44)
"Great place, great location!"
United States
Janet F.
$145 nightly
The price is $186
Jan 4 - Jan 5, 2026
Total with taxes and fees
Historic Haven in Church Hill
TV
Lovely 2 Bedroom in the Heart of The Fan

Apartment in Fan District

Lovely 2 Bedroom in the Heart of The Fan
9.4 out of 10, Exceptional, (74)
"Great location and very comfortable property."
United States
Patricia M.
$266 nightly
The price is $287
Dec 15 - Dec 16
Total with taxes and fees
Lovely 2 Bedroom in the Heart of The Fan
Fridge, microwave, oven, stovetop
The Studio@ Eanes Drug

Apartment in Church Hill

The Studio@ Eanes Drug
10.0 out of 10, Exceptional, (54)
"It was a very nice place, very welcoming."
United States
Brenda C.
$135 nightly
The price is $173
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Studio@ Eanes Drug
Interior
Vibrant 1-Bedroom Loft with Free Parking and Wifi

Apartment in Downtown Richmond

Vibrant 1-Bedroom Loft with Free Parking and Wifi
9.2 out of 10, Wonderful, (26)
"Place is spotless. Bed is comfortable. Great location. We will be back ! "
United States
Jean Marie K.
Vibrant 1-Bedroom Loft with Free Parking and Wifi
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
$157 nightly
The price is $180
Jan 1 - Jan 2, 2026
Total with taxes and fees
MV GiaMaria
Front of property
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
$164 nightly
The price is $187
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cookie B
Exterior detail
Cozy walkable downtown retreat, 3 minutes to VCU

Vacation Home in Downtown Richmond

Cozy walkable downtown retreat, 3 minutes to VCU
9.0 out of 10, Wonderful, (16)
"Great stay."
United States
Conner J.
$454 nightly
The price is $581
Dec 18 - Dec 19
Total with taxes and fees
Cozy walkable downtown retreat, 3 minutes to VCU
Dining
Nest & Rest/Free Parking/Museum/City Access

Apartment in Fan District

Nest & Rest/Free Parking/Museum/City Access
9.8 out of 10, Exceptional, (37)
"The owners were very supportive in making sure I felt safe and had a secure check in."
United States
Kandyce B.
$130 nightly
The price is $147
Jan 5 - Jan 6, 2026
Total with taxes and fees
Nest & Rest/Free Parking/Museum/City Access
Pool
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
TV, books, offices
The Sweet Family retreat/Fenced & Free Parking

Vacation Home in Sauer's Gardens

The Sweet Family retreat/Fenced & Free Parking
9.6 out of 10, Exceptional, (59)
"Great stay! Will be coming back if it’s available next time we come to Richmond. "
United States
Evan R.
$222 nightly
The price is $244
Dec 18 - Dec 19
Total with taxes and fees
The Sweet Family retreat/Fenced & Free Parking
Interior
Downtown Living in Richmond's Amazing Shockoe Bottom

Apartment in Downtown Richmond

Downtown Living in Richmond's Amazing Shockoe Bottom
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.
$208 nightly
The price is $225
Dec 15 - Dec 16
Total with taxes and fees
Downtown Living in Richmond's Amazing Shockoe Bottom
Property grounds
Luxury Apt in Diamond District - Scott’s Addition

Apartment in Museum District

Luxury Apt in Diamond District - Scott’s Addition
2.8 out of 10, (6)
"The property was in a great location to the places we needed to be. We were disappointed that there was 1 bath towel, no wash clothes and two hand towels for our use. The listing stated two bedrooms, it was one bedroom with a pull out sofa however stated the unit slept 5. There were no sharp knives in the unit. I normally carry a ton of items and have gotten out of the habit as these are things that should be standard items in the units. "
United States
Carol R.
Luxury Apt in Diamond District - Scott’s Addition
Smart TV, fireplace, computer monitors
Charming 1-bedroom suite with WiFi and AC in Bon Air

Vacation Home in Bon Air

Charming 1-bedroom suite with WiFi and AC in Bon Air
10.0 out of 10, Exceptional, (8)
"It was a nice stay the host was prompt and answered any questions or concerns right away, she was very polite and helpful to me and family "
United States
Jessica H.
$254 nightly
The price is $305
Jan 13 - Jan 14, 2026
Total with taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air
Lobby
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

Houseboat in Richmond

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
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
$185 nightly
The price is $222
Dec 15 - Dec 16
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Interior
Charming Getaway in the Heart of RVA-No Cleaning Fee

Vacation Home in Southern Barton Heights

Charming Getaway in the Heart of RVA-No Cleaning Fee
10.0 out of 10, Exceptional, (2)
"House was perfect. "
United States
Sovi T.
$536 nightly
The price is $686
Dec 15 - Dec 16
Total with taxes and fees
Charming Getaway in the Heart of RVA-No Cleaning Fee
Fridge, microwave, oven, stovetop
Spacious 5BD 5.5BA house in the Heart of Richmond

Vacation Home in Newtowne West

Spacious 5BD 5.5BA house in the Heart of Richmond
2.0 star property
10.0 out of 10, Exceptional, (3)
"House was very clean & spacious. Loved that every room had its own bathroom and great location!! Property manager was responsive and accommodating. "
United States
Rachel L.
Spacious 5BD 5.5BA house in the Heart of Richmond
Fridge, microwave, oven, stovetop
Spacious Carytown Home: 6BR, Free Parking!

Vacation Home in Randolph

Spacious Carytown Home: 6BR, Free Parking!
2.0 star property
10.0 out of 10, Exceptional, (8)
"Great location. My family enjoyed our time here. "
United States
Angela F.
$487 nightly
The price is $540
Dec 16 - Dec 17
Total with taxes and fees
Spacious Carytown Home: 6BR, Free Parking!
Exterior
Cozy nest/private porch/museums/free parking

Apartment in Fan District

Cozy nest/private porch/museums/free parking
10.0 out of 10, Exceptional, (37)
"It was a great stay."
United States
Manuela G.
$149 nightly
The price is $169
Jan 13 - Jan 14, 2026
Total with taxes and fees
Cozy nest/private porch/museums/free parking
Interior
Private, Tranquil Living in Historic RVA Awaits!

Vacation Home in Monument Avenue Park

Private, Tranquil Living in Historic RVA Awaits!
10.0 out of 10, Exceptional, (17)
"The house was comfortable, warm & perfect for family time before college drop off down the road. "
United States
Tara K.
Private, Tranquil Living in Historic RVA Awaits!
Outdoor pool
Pool house

Vacation Home in Richmond

Pool house
10.0 out of 10, Exceptional, (5)
"Very enjoyable, clean and first class. Would love to visit again."
United States
Ginny G.
$508 nightly
The price is $610
Dec 15 - Dec 16
Total with taxes and fees
Pool house
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

Quirk Hotel Richmond

Quirk Hotel Richmond

10/10 Excellent
"Beautifully decorated and we look being able to bring our puppies. "
Charlene J 1-night trip
Posted 12 hours ago
Quirk Hotel Richmond

Find out more about Chesterfield Court House

Everything you need to know about Chesterfield Court House vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield Court House vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterfield Court House vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chesterfield Court House in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesterfield Court House rentals

At Expedia, we put the best Chesterfield Court House vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Chesterfield Court House?

Yes, we have vacation rentals close to the most popular attractions in Chesterfield Court House, or you can select a more secluded option if you want a relaxing place to stay. Chesterfield Court House is known for its museums.

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

Cozy walkable downtown retreat, 3 minutes to VCU: Visitors like this Chesterfield Court House vacation home rental. It is located in the city center and offers a selection of games, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so 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 vacation rental in Chesterfield Court House like?

A vacation rental is a private property you can book for a long or short time in Chesterfield Court House. Vacation rentals feature amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for small groups.