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Holiday Rentals in Chesterfield

April 2025

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May 2025

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Holiday Rentals in Chesterfield

Barsala At Sphere Apartments

3.5 star property
9.2 out of 10, Wonderful, (10)
"The neighborhood was quiet and it has nice food places around "
Barsala At Sphere Apartments

Tourist Homes of Richmond Church Hill North

4.0 star property
8.0 out of 10, Very good, (6)
"It was quiet and very communicative"
Tourist Homes of Richmond Church Hill North

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

9.6 out of 10, Exceptional, (205)
"Very responsive host, made the check in easy and showed me how to use everything in the unit. Would recommend!"
The price is €207
includes taxes & fees
30 Apr - 1 May
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

9.8 out of 10, Exceptional, (114)
"The property was as advertised. Located in a very quiet neighborhood with a small backyard. Parking was available on street and there was a space available in the back. We were informed of an issue with the garbage disposal before we arrived which did not detract from our ability to enjoy the space. We were visiting our daughter that lives in the area and would stay here agian when we return."
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

Lovely 1-Bedroom Loft with Free Parking and Wifi

8.4 out of 10, Very good, (13)
"This is a comfortable place to spend a few days in Richmond and the pictures in the listing tell the story accurately. Steps from Perly's, Stella's grocery and everything else downtown, yet feels calm and quiet in the apartment.There was a persistant acrid smell, like burnt rubber or wires in the bathroom the whole time, which would not clear even with the exhaust fan. Airwick scent in the rest of the apartment - not unpleasant - but if you are scent sensitive it could be an issue.As other...
The price is €250
includes taxes & fees
14 Apr - 15 Apr
Lovely 1-Bedroom Loft with Free Parking and Wifi

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (58)
"Atmosphere was nice, place was clean, very clean"
The price is €336
includes taxes & fees
22 Apr - 23 Apr
Amazing Private House Rental w/ pool! Richmond, VA

Downtown Living in Richmond's Amazing Shockoe Bottom

9.0 out of 10, Wonderful, (21)
"My biggest complaints would be that there were dirty dishes in the cupboards so I ended up washing most of them before using them. There were several lights out or not working in the apartment. The kitchen is very small which is okay but not well pictured in the listing. No extra toilet paper just the single half roll you get when arriving. The ‘free’ parking is at max two spaces in front of the building. Which were always full. The parking lot next to it is very dirty, broken glass and full of...
The price is €257
includes taxes & fees
13 Apr - 14 Apr
Downtown Living in Richmond's Amazing Shockoe Bottom

VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

10.0 out of 10, Exceptional, (110)
"We loved our stay! The apartment was very welcoming, clean, and comfortable. It was walking distance to so much (museums, shopping, great restaurants...) Lynley was a great host!"
The price is €465
includes taxes & fees
6 May - 7 May
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

9.8 out of 10, Exceptional, (101)
"Wife and I were in town for a wedding. We decided to try something different and it did not disappoint!"
The price is €207
includes taxes & fees
13 Apr - 14 Apr
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

Great Location. Close to about everywhere .Can't beat the value. Check reviews!

10.0 out of 10, Exceptional, (199)
"This was great! The home was nice and in a great location for what we needed! Would stay again!!!"
Great Location. Close to about everywhere .Can't beat the value. Check reviews!

Historic Modern Walkable to to VCU

2.0 star property
10.0 out of 10, Exceptional, (2)
"Big clean home with lots of room!"
The price is €437
includes taxes & fees
14 Apr - 15 Apr
Historic Modern Walkable to to VCU

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. "
The price is €240
includes taxes & fees
13 Apr - 14 Apr
Cookie B

Downtown Living in Historic Richmond Loft

8.2 out of 10, Very good, (52)
"Nice apartment within a larger old building. Perfect for our evening out. We did dinner at Rappahannock (2 blocks away) and a show at The National (5 or 6 blocks). And best part was the walk up pizza place across the street. We got a couple slices at 12:30 am on the way back home. No issues with this place. "
The price is €326
includes taxes & fees
21 Apr - 22 Apr
Downtown Living in Historic Richmond Loft

Brand New, Gorgeous Studio Close to Everything!

10.0 out of 10, Exceptional, (30)
"Next to Pizza Bones and a half block from Union Market, where I ate regularly. The only drawback is not the owner's fault. Richmond, Virginia has unreliable infrastructure. Several times a year, the power goes out in entire neighborhoods. This time, the power went out in the water treatment plant and this caused the water to shut off for all of Richmond for about two days. No way to flush a toilet! No way to wash your hands! This is Richmond, Virginia. Other old cities seem to maintain a...
Brand New, Gorgeous Studio Close to Everything!

Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

10.0 out of 10, Exceptional, (31)
"My daughter got married at the Estate at River Run so we decided to stay near the venue instead of taking the long drive home. This little house is packed with charm and was perfect for our family! It was clean, had all of the amenities we needed and it was convenient."
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

Charming 1-bedroom suite with WiFi and AC in Bon Air

10.0 out of 10, Exceptional, (2)
"It was a nice little get away for the night. Host was great at responding and made herself available if I needed anything. Only issue I had was the keypad not working when I tried to get in, but overall I had a great stay!"
The price is €211
includes taxes & fees
14 Apr - 15 Apr
Charming 1-bedroom suite with WiFi and AC in Bon Air

Stylish retreat in charming Richmond with Private Sauna and other modern touches

10.0 out of 10, Exceptional, (2)
"the place was amazing and very clean and well put together for me and my family amd the owners stayed in contact the whole stay"
Stylish retreat in charming Richmond with Private Sauna and other modern touches

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (52)
"Property was great! Two small things that need to be change; 1. Closet needs an actual closet hanging bar, the curtain rod is not sturdy and insufficient to hang clothes during stay. 2. Need a real deadbolt."
The price is €310
includes taxes & fees
13 Apr - 14 Apr
Lovely 2 Bedroom in the Heart of The Fan

The Richmond Rest...Sunny, open floor plan with parking and pet friendly.

10.0 out of 10, Exceptional, (12)
"We enjoyed the open floor, the natural light, the bakery across the street, and Jen’s friendliness. We plan to be back if in Richmond. "
The price is €226
includes taxes & fees
11 Apr - 12 Apr
The Richmond Rest...Sunny, open floor plan with parking and pet friendly.

NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning

2.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home and property! Great space for our large family - everyone was comfy, great spaces to come together as well as retreat for quiet time. Easy access to I-64, and all things Richmond! Wish we could have stayed longer."
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning
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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Other types of properties in Chesterfield you may be interested in

The Commonwealth

4.0 star property
9.0 out of 10, Wonderful, (1236)
"Such a beautiful space! Easy access to Capitol and downtown!"
The price is €152
includes taxes & fees
28 Apr - 29 Apr
The Commonwealth

Regency Inn Richmond

2.0 star property
6.6 out of 10, (1003)
"Free parking. Not enough tv channels."
The price is €72
includes taxes & fees
23 Apr - 24 Apr
Regency Inn Richmond

Omni Richmond Hotel

4.0 star property
9.0 out of 10, Wonderful, (1121)
"Great "
The price is €169
includes taxes & fees
21 Apr - 22 Apr
Omni Richmond Hotel
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.

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.

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

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms: This holiday home rental outside of Chesterfield offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Chesterfield?

Expedia has 10 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.