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Chesterfield Vacation Rentals

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Vacation Rentals in Chesterfield

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

2.0 star property
The price is CA $150
CA $230 total
includes taxes & fees
Aug 24 - Aug 25
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, (65)
"Enjoyed everything but couldn’t get in the pool.The people that came before us had a party. "
The price is CA $312
CA $620 total
includes taxes & fees
Aug 26 - Aug 27
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, (4)
"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 CA $136
CA $281 total
includes taxes & fees
Aug 25 - Aug 26
Charming 1-bedroom suite with WiFi and AC in Bon Air

The Grace HOUS offers the perfect blend of Richmond charm and modern comfort.

The Grace HOUS offers the perfect blend of Richmond charm and modern comfort.

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 CA $153
CA $231 total
includes taxes & fees
Aug 23 - Aug 24
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 CA $188
CA $431 total
includes taxes & fees
Aug 31 - Sep 1
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

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 CA $160
CA $240 total
includes taxes & fees
Aug 24 - Aug 25
Historic Haven in Church Hill

Midlothian 3 Bedroom getaway for up to 8 guests!

9.6 out of 10, Exceptional, (11)
"We stayed here while the girls of the family went to a bridal shower.The place had everything you need for a short stay… It is walking distance to many restaurants… coffee spots and grocery stores. The place was new and clean … "
The price is CA $347
CA $756 total
includes taxes & fees
Aug 25 - Aug 26
Midlothian 3 Bedroom getaway for up to 8 guests!

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

The Grace Escape

10.0 out of 10, Exceptional, (23)
"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

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

9.4 out of 10, Exceptional, (220)
"Very convenient location to Richmond but far enough away to be quiet and cozy. The boat is wonderfully decorated and the view of the river is wonderful. Captain Ron is a lovely and very helpful host!"
The price is CA $160
CA $308 total
includes taxes & fees
Aug 31 - Sep 1
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

~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 CA $115
CA $326 total
includes taxes & fees
Aug 24 - Aug 25
Downtown Living in Richmond's Amazing Shockoe Bottom

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.

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

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!

Grand Retreat with VMFA Views + Large Groups

9.8 out of 10, Exceptional, (8)
"Perfect short stay. "
The price is CA $342
CA $907 total
includes taxes & fees
Sep 2 - Sep 3
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 vacation rental in Chesterfield?

Yes, we give you a choice of vacation rentals close to popular local attractions in Chesterfield, or you can choose a more secluded option if you're looking for relaxation. 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 vacation rentals that Chesterfield has to offer?

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

How many vacation rentals are there in Chesterfield?

Expedia has 7 vacation 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 vacation rentals like in Chesterfield?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Chesterfield. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.