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Chesterfield Vacation Rentals

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Vacation Rentals in Chesterfield

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

10.0 out of 10, Exceptional, (1)
"The location is beautiful! Kristina was very prompt in answering my questions and very accommodating. Wonderful stay."
The price is CA $187
CA $428 total
includes taxes & fees
Apr 27 - Apr 28
Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

Barsala At Sphere Apartments

3.5 star property
9.2 out of 10, Wonderful, (11)
"This was a clean, well-equipped and comfortable apartment. The location is good but does require a car to explore the city and pick up groceries. Parking was easy and free. The balcony was a nice place to sit as the temperature got warmer. Air conditioning was very effective. Would stay again."
Barsala At Sphere Apartments

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

9.6 out of 10, Exceptional, (208)
"We were looking for something unique to do for our first wedding anniversary, when we came across the house boat. Captain Ron met us at the boat to show us around and explain how things worked. We took him up on his suggestions for places to visit and places to eat, I loved how dog friendly the Lily Pad was. Ellie, our French bulldog even had her own little menu. The donut shop is a must try too, definitely worth it. We got to experience a storm on the river and it was absolutely beautiful. The...
The price is CA $159
CA $308 total
includes taxes & fees
Apr 29 - Apr 30
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Tourist Homes of Richmond Church Hill North

4.0 star property
7.8 out of 10, Good, (9)
"Very modern and lots of space. We were a bit confused on how to set up the sofa bed but that was purely user error lol. The only thing we didn’t like was the fact that there were no blinds on the patio door, especially since we were on the first floor. We ended up using a blanket to cover it up :)"
Tourist Homes of Richmond Church Hill North

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

9.8 out of 10, Exceptional, (116)
"Stayed just two nights over Easter weekend with our kids and grandkids. We sll did a zip-line course on Saturday and a picnic/Easter egg hunt on Hollywood Cemetary on Sunday.The place was perfect for us. Well-equipped kitchen, well decorated, very comfortable beds. The hosts could not have vern more gracious and helpful. Vey"
The price is CA $229
CA $690 total
includes taxes & fees
Apr 28 - Apr 29
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

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

9.8 out of 10, Exceptional, (102)
"Capt Ron was an excellent host. He made sure to walk us around the boat and answered all of our questions. We saw two amazing sunsets and the morning hours were so peaceful while sipping coffee. Great get away. We highly recommend at stay!!"
The price is CA $159
CA $308 total
includes taxes & fees
Apr 28 - Apr 29
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, (200)
"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!

Lovely 1-Bedroom Loft with Free Parking and Wifi

8.0 out of 10, Very good, (14)
"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 CA $144
CA $371 total
includes taxes & fees
Apr 28 - Apr 29
Lovely 1-Bedroom Loft with Free Parking and Wifi

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

10.0 out of 10, Exceptional, (33)
"We were in town for my son's wedding. The house was perfect for what we needed and very nice and clean. It helped that it is only a mile to the venue. I would highly recommend this. "
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (59)
"We (4 people in our 30s) stayed at tuxedo blv. for one night for a bachelorette. An honest misunderstanding between the hosts meant the house hadn't been cleaned upon check-in, but as soon as we called them, this was immediately mended. Several people came over very quickly to clean and clear everything and we were allowed a later check-out. The house was lived in but nice and big, and the beds were comfy, the hot tub was roomy and the pool nice and cool. We had everything we needed and the...
The price is CA $347
CA $500 total
includes taxes & fees
May 4 - May 5
Amazing Private House Rental w/ pool! Richmond, VA

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!

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

10.0 out of 10, Exceptional, (113)
"Hosts are so kind! Place was fantastic! Excellent location, walking distance to excellent museums and Carytown for shopping and restaurants. Can’t say enough good things! Thank you!"
The price is CA $284
CA $720 total
includes taxes & fees
May 4 - May 5
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

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

10.0 out of 10, Exceptional, (3)
"Was a nice time "
The price is CA $155
CA $308 total
includes taxes & fees
May 20 - May 21
Charming 1-bedroom suite with WiFi and AC in Bon Air

Cozy Urban Oasis in Historic Home FREE Private Parking Included

3.5 star property
8.2 out of 10, Very good, (10)
"We had a good experience. The hostess was easy to work with. This property is realatively close to restaurants and historical sites we wanted to see. We would definitely stay here again!"
The price is CA $130
CA $383 total
includes taxes & fees
Apr 29 - Apr 30
Cozy Urban Oasis in Historic Home FREE Private Parking Included

Historic Modern Walkable to to VCU

2.0 star property
8.8 out of 10, Excellent, (3)
"Big clean home with lots of room!"
The price is CA $152
CA $639 total
includes taxes & fees
Apr 27 - Apr 28
Historic Modern Walkable to to VCU

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

10.0 out of 10, Exceptional, (15)
"Great communciation with host and wonderful stay! We enjoyed every detail about this place! Will be booking again!"
The price is CA $212
CA $330 total
includes taxes & fees
May 18 - May 19
The Richmond Rest...Sunny, open floor plan with parking and pet friendly.

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 CA $217
CA $486 total
includes taxes & fees
Apr 27 - Apr 28
Downtown Living in Historic Richmond Loft

Lovely 2 Bedroom in the Heart of The Fan

9.6 out of 10, Exceptional, (54)
"Great location, clean and easy."
The price is CA $188
CA $424 total
includes taxes & fees
Apr 29 - Apr 30
Lovely 2 Bedroom in the Heart of The Fan

NOLA Happy Home Central location w/ large fenced yard FIRE-PIT

9.8 out of 10, Exceptional, (39)
"Had my daughter’s 11th bday party here. 5 girls and two adults. Very comfortable and the girls had a blast "
The price is CA $236
CA $471 total
includes taxes & fees
May 19 - May 20
NOLA Happy Home Central location w/ large fenced yard FIRE-PIT

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

2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful and comfortable home, amazing views and great location for local wineries."
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

Regency Inn Richmond

2.0 star property
6.6 out of 10, (1003)
"Staff is always friendly"
The price is CA $81
CA $95 total
includes taxes & fees
Apr 27 - Apr 28
Regency Inn Richmond

Omni Richmond Hotel

4.0 star property
9.0 out of 10, Wonderful, (1123)
"would definitely stay here again."
The price is CA $221
CA $257 total
includes taxes & fees
May 26 - May 27
Omni Richmond Hotel

The Commonwealth

4.0 star property
9.0 out of 10, Wonderful, (1242)
"Everything "
The price is CA $232
CA $270 total
includes taxes & fees
Apr 27 - Apr 28
The Commonwealth
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 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?

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms: This vacation 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 you can cook with friends or family. 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. Pocahontas State Park and Castlewood 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.