Chesterfield Vacation Rentals

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Nov 23 - Nov 24
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Vacation Rentals in Chesterfield

Dining
PRIVATE 2 BEDROOM w/ BATH/SHOWER COMBO - Chesterfield, VA

PRIVATE 2 BEDROOM w/ BATH/SHOWER COMBO - Chesterfield, VA

2.0 star property
Hampton Park
2.0 out of 10, (1)
"There was nothing about this stay that wasnt terrible only stayed one night"
United States
Lyle
$85 nightly
The price is $102
Nov 30 - Dec 1
Total with taxes and fees
PRIVATE 2 BEDROOM w/ BATH/SHOWER COMBO - Chesterfield, VA
1 bedroom, free WiFi, bed sheets
Cozy Custom Offgrid RV in brilliant Chesterfield with AC, Heat and WiFi

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

2.0 star property
Chesterfield
Cozy Custom Offgrid RV in brilliant Chesterfield with AC, Heat and WiFi
Fridge, microwave, oven, stovetop
Historic Haven in Church Hill

Historic Haven in Church Hill

Church Hill
10.0 out of 10, Exceptional, (43)
"Great place, great location!"
United States
Janet F.
$150 nightly
The price is $192
Nov 24 - Nov 25
Total with taxes and fees
Historic Haven in Church Hill
Fridge, microwave, oven, stovetop
The Studio@ Eanes Drug

The Studio@ Eanes Drug

Church Hill
10.0 out of 10, Exceptional, (50)
"It was a very nice place, very welcoming."
United States
Brenda C.
$145 nightly
The price is $186
Dec 2 - Dec 3
Total with taxes and fees
The Studio@ Eanes Drug
Dining
Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms

Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms

Church Hill North
10.0 out of 10, Exceptional, (18)
"Beautiful house with a great location. "
United States
Callan W.
Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms
View from property
MV GiaMaria

MV GiaMaria

3.5 star property
Richmond
9.2 out of 10, Wonderful, (16)
"We liked the coziness of the boat, the views of the river, the surrounding areas were beautiful. The only negative thing we could say was that due to the ran/wind the boat creaked and it made it hard to sleep for one of our nights."
United States
warren
$189 nightly
The price is $215
Nov 24 - Nov 25
Total with taxes and fees
MV GiaMaria
Fridge, microwave, oven, stovetop
In the FAN/near VCU/Private Parking & fenced yard

In the FAN/near VCU/Private Parking & fenced yard

Fan District
9.4 out of 10, Exceptional, (33)
"Great place to stay. "
United States
Betsy L.
$159 nightly
The price is $178
Nov 24 - Nov 25
Total with taxes and fees
In the FAN/near VCU/Private Parking & fenced yard
Property grounds
Great Location. Close to about everywhere .Can't beat the value. Check reviews!

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

Three Chopt
10.0 out of 10, Exceptional, (224)
"Perfect home for our girls golfing trip"
United States
Kay S.
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
Outdoor dining
The Grace Escape

The Grace Escape

Monument Avenue Park
10.0 out of 10, Exceptional, (32)
"Great place "
United States
Josh H.
The Grace Escape
Interior
Landing Apartments near Virginia Union University

Landing Apartments near Virginia Union University

3.5 star property
Chamberlyne
8.8 out of 10, Excellent, (18)
"The neighborhood was quiet and it has nice food places around "
United States
Tyesha
Landing Apartments near Virginia Union University
Terrace/patio
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

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

Randolph
9.8 out of 10, Exceptional, (129)
"Loved the house and enjoyed our stay very much highly recommend 10 stars!!!!"
United States
Christine C.
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Fridge, microwave, oven, stovetop
Vibrant 1-Bedroom Loft with Free Parking and Wifi

Vibrant 1-Bedroom Loft with Free Parking and Wifi

Downtown Richmond
9.2 out of 10, Wonderful, (26)
"Good value, easy access to everything, "
United States
Mia B.
Vibrant 1-Bedroom Loft with Free Parking and Wifi
Fridge, microwave, oven, stovetop
Downtown Living in Historic Richmond Loft

Downtown Living in Historic Richmond Loft

Downtown Richmond
8.2 out of 10, Very Good, (62)
"Perfect property. It was exactly what the pictures represented and our host was extremely helpful and responsive. Would highly recommend! "
United States
Mike L.
$252 nightly
The price is $273
Dec 1 - Dec 2
Total with taxes and fees
Downtown Living in Historic Richmond Loft
Smart TV, fireplace, computer monitors
Charming 1-bedroom suite with WiFi and AC in Bon Air

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

Bon Air
10.0 out of 10, Exceptional, (7)
"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 "
United States
Jessica H.
$259 nightly
The price is $310
Dec 3 - Dec 4
Total with taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air
TV, fireplace, table tennis, stereo
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning

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

2.0 star property
Sandston
10.0 out of 10, Exceptional, (8)
"Beautiful and comfortable home, amazing views and great location for local wineries."
United States
Sara S.
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning
Exterior
Cozy nest/private porch/museums/free parking

Cozy nest/private porch/museums/free parking

Fan District
10.0 out of 10, Exceptional, (36)
"Great little spot. Was able to walk to restaurants very clean and safe area. Enjoyed our stay and very close to Richmond Raceway!"
United States
Nicole H.
$120 nightly
The price is $135
Dec 2 - Dec 3
Total with taxes and fees
Cozy nest/private porch/museums/free parking
Outdoor dining
Luxury Apt in Diamond District - Scott’s Addition

Luxury Apt in Diamond District - Scott’s Addition

Museum District
2.8 out of 10, (5)
Luxury Apt in Diamond District - Scott’s Addition
Marina
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

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

Richmond
9.4 out of 10, Exceptional, (227)
"Very hospitable host, lovely location."
United States
Irene W.
$185 nightly
The price is $222
Nov 24 - Nov 25
Total with taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Exterior detail
Studio Nest/2Queen beds/2TVs museums/free parking

Studio Nest/2Queen beds/2TVs museums/free parking

Fan District
10.0 out of 10, Exceptional, (51)
"Nice place. Easy check in. Very cozy "
United States
Francis S.
$133 nightly
The price is $149
Nov 30 - Dec 1
Total with taxes and fees
Studio Nest/2Queen beds/2TVs museums/free parking
Exterior
Walk to Museums & Breweries in Downtown Richmond

Walk to Museums & Breweries in Downtown Richmond

Museum District
9.0 out of 10, Wonderful, (4)
"Great location stayed for a family member celebration of life and it was great "
United States
Chris Y.
$674 nightly
The price is $862
Nov 24 - Nov 25
Total with taxes and fees
Walk to Museums & Breweries in Downtown Richmond
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

Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond

10/10 Excellent
"The room was great and was as pictured online with no surprises and very clean. Both the dinner and breakfast buffet were excellent "
Frank 1-night trip
Posted 1 day ago
Drury Plaza Hotel Richmond

Find out more about Chesterfield

Everything you need to know about Chesterfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chesterfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chesterfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $102 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chesterfield rentals

At Expedia, we put the best Chesterfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

PRIVATE 2 BEDROOM w/ BATH/SHOWER COMBO - Chesterfield, VA: This Chesterfield vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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.