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Chesterfield Vacation Rentals

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In two weeks
Oct 10 - Oct 12
In one month
Oct 24 - Oct 26
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Nov 21 - Nov 23
In three months
Dec 19 - Dec 21

Vacation Rentals in Chesterfield

Our top choices for Chesterfield vacation rentals

Cozy Custom Offgrid RV in brilliant Chesterfield with AC, Heat and WiFi
1 bedroom, free WiFi, bed sheets

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

2.0 star property
The price is ￥15,942
￥24,444 total
includes taxes & fees
Sep 26 - Sep 27
Cozy Custom Offgrid RV in brilliant Chesterfield with AC, Heat and WiFi
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Terrace/patio

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

9.8 out of 10, Exceptional, (126)
"Everything you need for a stay in Richmond, especially if you have family at VCU. "
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
The Studio@ Eanes Drug
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (34)
"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 ￥16,237
￥24,562 total
includes taxes & fees
Oct 1 - Oct 2
The Studio@ Eanes Drug
Historic Haven in Church Hill
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (30)
"Great place, great location!"
The price is ￥16,975
￥25,510 total
includes taxes & fees
Sep 29 - Sep 30
Historic Haven in Church Hill
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond
Microwave, oven, paper towels

Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond

10.0 out of 10, Exceptional, (2)
"Hasan was such a wonderful host! Everything was simple and easy! He communicated all the things we would need ahead of time and the property is lovely! I can’t wait to come back!"
The price is ￥15,278
￥40,345 total
includes taxes & fees
Sep 29 - Sep 30
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond
Stylish retreat in charming Richmond with Private Sauna and other modern touches
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (14)
"Great property- exactly what we needed for 2 families of 4 (4 kids under 10)"
Stylish retreat in charming Richmond with Private Sauna and other modern touches
The Sweet Family retreat/Fenced & Free Parking
Outdoor dining

The Sweet Family retreat/Fenced & Free Parking

9.6 out of 10, Exceptional, (49)
"Fenced in yard perfect for our multi dog family!"
The price is ￥21,256
￥45,886 total
includes taxes & fees
Sep 29 - Sep 30
The Sweet Family retreat/Fenced & Free Parking
Good Vibes and a zen like atmosphere!
Terrace/patio

Good Vibes and a zen like atmosphere!

10.0 out of 10, Exceptional, (2)
"Very clean and peaceful "
The price is ￥8,857
￥14,879 total
includes taxes & fees
Oct 3 - Oct 4
Good Vibes and a zen like atmosphere!
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
Terrace/patio

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

10.0 out of 10, Exceptional, (51)
"Lovely place, exactly as advertised. Great communication and the whole process was smooth. I’d gladly stay again."
Cozy retreat just 1 mile from the Fine Creek Brewery & eclectic wedding venue.
No Fees 2BR Cabin Tucked Away on Private Lake
Outdoor spa tub

No Fees 2BR Cabin Tucked Away on Private Lake

10.0 out of 10, Exceptional, (16)
"Location was very convenient for our wedding. Cabin was comfortable and scenic. Will definitely stay again if in the area."
No Fees 2BR Cabin Tucked Away on Private Lake
Charming 1-bedroom suite with WiFi and AC in Bon Air
Smart TV, fireplace, computer monitors

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

10.0 out of 10, Exceptional, (6)
"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 ￥15,056
￥30,644 total
includes taxes & fees
Oct 6 - Oct 7
Charming 1-bedroom suite with WiFi and AC in Bon Air
Lovely 2 Bedroom in the Heart of The Fan
Fridge, microwave, oven, stovetop

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (68)
"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 ￥16,894
￥42,048 total
includes taxes & fees
Sep 28 - Sep 29
Lovely 2 Bedroom in the Heart of The Fan
Landing Apartments near Virginia Union University
Interior

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
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning
TV, fireplace, table tennis, stereo

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful and comfortable home, amazing views and great location for local wineries."
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
Property grounds

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

10.0 out of 10, Exceptional, (219)
"Property was as described and communication was effective. "
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck
Pool

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

10.0 out of 10, Exceptional, (123)
"Amazing location. Would stay again"
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck
Luxury Apt in Diamond District - Scott’s Addition
Interior

Luxury Apt in Diamond District - Scott’s Addition

6.0 out of 10, (1)
"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. "
The price is ￥18,599
￥27,585 total
includes taxes & fees
Sep 28 - Sep 29
Luxury Apt in Diamond District - Scott’s Addition
~THE RETREAT~
Property grounds

~THE RETREAT~

9.6 out of 10, Exceptional, (24)
"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~
Pet-Friendly 3BR Near Short Pump + Big Fenced Yard
Smart TV, fireplace

Pet-Friendly 3BR Near Short Pump + Big Fenced Yard

9.0 out of 10, Wonderful, (2)
"Stay was smooth but more utensils needed for long stay "
Pet-Friendly 3BR Near Short Pump + Big Fenced Yard
2-bedroom apartment in pleasant Richmond with AC, WiFi
Microwave, oven, dishwasher

2-bedroom apartment in pleasant Richmond with AC, WiFi

10.0 out of 10, Exceptional, (3)
"Everything was great about this verbo - the location, instructions, communications with owner. Highly recommend!"
The price is ￥16,828
￥54,793 total
includes taxes & fees
Oct 22 - Oct 23
2-bedroom apartment in pleasant Richmond with AC, WiFi
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

Holiday Inn Hotel and Suites Richmond West End by IHG

Holiday Inn Hotel and Suites Richmond West End by IHG

10/10 Excellent
"The suites were Nice and spacious. I love the beds Very plush."
Tonita 1-night trip
Posted 1 day ago
Holiday Inn Hotel and Suites Richmond West End by IHG

Find out more about Chesterfield

Find out more about Chesterfield

Search for holiday rentals in Chesterfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Chesterfield using one of the methods below:

  • View our selection of featured holiday rentals in Chesterfield
  • Use the map to find apartments and other holiday homes in the Chesterfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chesterfield while they last

Look no further and take a look at our great range of rental properties in Chesterfield!

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. 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.