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Chesterfield Holiday Rentals

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Holiday Rentals in Chesterfield

Our top choices for Chesterfield holiday rentals

Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

10.0 out of 10, Exceptional, (4)
"Visiting friends "
The price is AU$457
includes taxes & fees
31 Aug - 1 Sept
Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

Cozy Custom Offgrid RV in brilliant Chesterfield with AC, Heat and WiFi

2.0 star property
The price is AU$258
includes taxes & fees
26 Aug - 27 Aug
Cozy Custom Offgrid RV in brilliant Chesterfield with AC, Heat and WiFi

Landing Apartments near Virginia Union University

3.5 star property
8.6 out of 10, Excellent, (17)
"The neighborhood was quiet and it has nice food places around "
Landing Apartments near Virginia Union University

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (66)
"Enjoyed everything but couldn’t get in the pool.The people that came before us had a party. "
The price is AU$628
includes taxes & fees
23 Sept - 24 Sept
Amazing Private House Rental w/ pool! Richmond, VA

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

10.0 out of 10, Exceptional, (5)
"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 "
The price is AU$315
includes taxes & fees
26 Aug - 27 Aug
Charming 1-bedroom suite with WiFi and AC in Bon Air

Walk to Museums & Breweries in Downtown Richmond

Walk to Museums & Breweries in Downtown Richmond

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (25)
"We had a great time staying at this studio with our dog. Very clean, any amenity you could want, and amazing location in a beautiful, historic neighborhood. We'd absolutely stay again!"
The price is AU$259
includes taxes & fees
26 Aug - 27 Aug
The Studio@ Eanes Drug

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (66)
"Super easy and beautiful location. Very clean inside! The bed could be a little more comfortable, but other than that, no complaints!! 10/10 exactly the spot we needed to stroll around Richmond for a few days. "
The price is AU$465
includes taxes & fees
31 Aug - 1 Sept
Lovely 2 Bedroom in the Heart of The Fan

Tourist Homes of Richmond Church Hill North

4.0 star property
8.4 out of 10, Very good, (18)
"Amazing property! Will stay again!"
Tourist Homes of Richmond Church Hill North

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

9.8 out of 10, Exceptional, (122)
"This property had all the amenities, modern and clean decor, nice friendly neighborhood atmosphere, a little park a block away to walk the dog, and within walking distance to the many features of RVA. "
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (26)
"Great apartment, very well appointed and close to lots of stuff."
The price is AU$269
includes taxes & fees
28 Aug - 29 Aug
Historic Haven in Church Hill

Midlothian 3 Bedroom getaway for up to 8 guests!

9.6 out of 10, Exceptional, (12)
"Great location. Everything was very clean and new. Very comfy beds and linens. Host was super accommodating as well. Will definitely go back "
The price is AU$842
includes taxes & fees
26 Aug - 27 Aug
Midlothian 3 Bedroom getaway for up to 8 guests!

The Grace Escape

10.0 out of 10, Exceptional, (25)
"We enjoyed our stay here. House was clean and it had everything we needed."
The Grace Escape

Vibrant 1-Bedroom Loft with Free Parking and Wifi

9.2 out of 10, Wonderful, (19)
"Clean and comfy. "
Vibrant 1-Bedroom Loft with Free Parking and Wifi

~THE RETREAT~

9.8 out of 10, Exceptional, (22)
"This place is awesome so much room and activities. Mostly adults stayed but it would be great with smaller children as well. Very nice pool they would enjoy. Great neighborhood and peaceful. Definitely would stay again. Host was very responsive as well. Thank you!"
~THE RETREAT~

Downtown Living in Richmond's Amazing Shockoe Bottom

8.6 out of 10, Excellent, (28)
"There where used bandaids on the nightstand when I checked in which left a bad taste in my mouth :/"
The price is AU$382
includes taxes & fees
26 Aug - 27 Aug
Downtown Living in Richmond's Amazing Shockoe Bottom

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

10.0 out of 10, Exceptional, (215)
"We were in town for our daughter’s graduation from the University of Richmond. This property was minutes from the school and so convenient. Great kitchen, cozy house. Would stay again. "
Great Location. Close to about everywhere .Can't beat the value. Check reviews!

In the Village Of Powhatan- walking distance to owners restaurant

10.0 out of 10, Exceptional, (42)
"Quite comfortable and centrally located"
In the Village Of Powhatan- walking distance to owners restaurant

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

10.0 out of 10, Exceptional, (47)
"Fantastic place"
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

Grand Retreat with VMFA Views + Large Groups

9.8 out of 10, Exceptional, (8)
"Perfect short stay. "
The price is AU$1,017
includes taxes & fees
2 Sept - 3 Sept
Grand Retreat with VMFA Views + Large Groups
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

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?

Charming 1-bedroom suite with WiFi and AC in Bon Air: This holiday home rental outside of Chesterfield offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a fridge and a microwave can make your holiday run smoothly. Make the most of games in this rental home to help you unwind.

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. Castlewood and Pocahontas State Park 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.