Title: Chesterfield Vacation Rentals from $183: Search Short-Term Rentals | Expedia.com

[Chesterfield Travel Guide](https://expedia.com/Chesterfield.dx180832)[Hotels in Chesterfield](https://expedia.com/Chesterfield-Hotels.d180832.Travel-Guide-Hotels)[Flights to Chesterfield](https://expedia.com/Cheap-Flights-To-Chesterfield.d180832.Travel-Guide-Flights)[Things to do in Chesterfield](https://expedia.com/Things-To-Do-In-Chesterfield.d180832.Travel-Guide-Activities)[Car Rentals in Chesterfield](https://expedia.com/Car-Rentals-In-Chesterfield.d180832.Car-Rental-Guide)[Chesterfield Vacation Packages](https://expedia.com/Chesterfield.d180832.Destination-Travel-Guides)

![Richmond_PocahontasStatePark_553248621532661487_04](https://images.trvl-media.com/place/553248621532661487/5cabf8c0-76d2-454b-b929-baa0a87101c8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/553248621532661487/5cabf8c0-76d2-454b-b929-baa0a87101c8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=180832&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=180832&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=180832&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=180832&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesterfield vacation rentals

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124820000/124813700/124813671/a4216eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124820000/124813700/124813671/49335373.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124820000/124813700/124813671/08b04727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/125000000/124820000/124813700/124813671/32b8beda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 8 Mi to Vcu: City Explorer's Base in Richmond

[](https://www.expedia.com/Richmond-Hotels-8-Mi-To-Vcu-City-Explorers-Base-In-Richmond.h124813671.Hotel-Information)

Richmond

$358 nightly

$408 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-8-Mi-To-Vcu-City-Explorers-Base-In-Richmond.h124813671.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/559102fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Captain's cabin | 1 bedroom, Egyptian cotton sheets, premium bedding](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/b91f6513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Captain's cabin | Living room | 40-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/0237a8fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Captain's cabin | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/27000000/26900000/26894500/26894465/41f2deb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cookie B

[](https://www.expedia.com/Richmond-Hotels-Cookie-B.h26894465.Hotel-Information)

Richmond

9.6/10

Exceptional

(8 reviews)

"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Reshelle

$263 nightly

$299 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-Cookie-B.h26894465.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/14000000/13330000/13328300/13328219/327a97c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Private Bathroom | 1 bedroom, memory foam beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13330000/13328300/13328219/3f170d2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/14000000/13330000/13328300/13328219/e4a84eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, Private Bathroom | Private kitchen | Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/14000000/13330000/13328300/13328219/4e1f2226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MV GiaMaria

[](https://www.expedia.com/Richmond-Hotels-MV-GiaMaria.h13328219.Hotel-Information)

Richmond

9.2/10

Wonderful

(16 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

warren

$239 nightly

$273 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Richmond-Hotels-MV-GiaMaria.h13328219.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-04&endDate=2026-04-05&regionId=180832&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Virginia%2C+United+States+of+America&regionId=180832&latLong=37.377094%2C-77.50582&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Virginia%2C+United+States+of+America&regionId=180832&latLong=37.377094%2C-77.50582&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Virginia%2C+United+States+of+America&regionId=180832&latLong=37.377094%2C-77.50582&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Virginia%2C+United+States+of+America&regionId=180832&latLong=37.377094%2C-77.50582&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Virginia%2C+United+States+of+America&regionId=180832&latLong=37.377094%2C-77.50582&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Virginia%2C+United+States+of+America&regionId=180832&latLong=37.377094%2C-77.50582&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=HOUSE_BOAT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+Virginia%2C+United+States+of+America&regionId=180832&latLong=37.377094%2C-77.50582&adults=2&startDate=2026-06-18&d1=2026-06-18&endDate=2026-06-21&d2=2026-06-21&lodging=VILLA)

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## Top Chesterfield Hotel Reviews

![Motel 6 Sandston, VA - Richmond, Va](https://images.trvl-media.com/lodging/1000000/1000000/996400/996383/ccd8dad9_y.jpg)

### Motel 6 Sandston, VA - Richmond, Va

10/10 Excellent

"I love staying at motel 6 the ladies in the office is always so nice "

[](https://expedia.com/Richmond-Hotels-Motel-6-Sandston.h996383.Hotel-Information)

![The Commonwealth](https://images.trvl-media.com/lodging/1000000/40000/39900/39891/e7d64633_y.jpg)

### The Commonwealth

2/10 Terrible

"We explained to the front desk person that we were from out of town. He puts us in a room and looked at the back staircase, no view no nothing. I don’t know if it was because the way I was dressed or not. I was insulted I left and went downtown to stay at the Marriott Richmond. "

[](https://expedia.com/Richmond-Hotels-The-Commonwealth.h39891.Hotel-Information)

![Best Western PLUS Executive Hotel](https://images.trvl-media.com/lodging/1000000/60000/58700/58682/7d3c2073_y.jpg)

### Best Western PLUS Executive Hotel

4/10 Poor

"The rooms and halls were not very clean. Hair on the shower wall, years worth of dust on the cords right where you lay your head to sleep, trash on floor in halls. Also bad odor in halls. "

[](https://expedia.com/Richmond-Hotels-Best-Western-Executive-Hotel.h58682.Hotel-Information)

![Graduate by Hilton Richmond](https://images.trvl-media.com/lodging/18000000/17730000/17726000/17725982/36d01625_y.jpg)

### Graduate by Hilton Richmond

6/10 Okay

"Front desk staff were not that friendly. No parking, have to pay for valet. Room was clean but housekeeping could be better. "

[](https://expedia.com/Richmond-Hotels-Graduate-Richmond.h17725982.Hotel-Information)

![Country Inn & Suites by Radisson, Richmond I-95 South, VA](https://images.trvl-media.com/lodging/1000000/590000/581100/581089/82e069a6_y.jpg)

### Country Inn & Suites by Radisson, Richmond I-95 South, VA

10/10 Excellent

"Great location, right off 95\. Clean and comfortable, nice rooms. Great staff. Enjoyed our breakfast and rebooked for our return trip too! Highly recommend."

[](https://expedia.com/Richmond-Hotels-Country-Inn-Suites-By-Radisson.h581089.Hotel-Information)

![Hilton Richmond Downtown](https://images.trvl-media.com/lodging/3000000/2170000/2169500/2169422/80c7c143_y.jpg)

### Hilton Richmond Downtown

10/10 Excellent

"jazz night was great!"

[](https://expedia.com/Richmond-Hotels-Hilton-Richmond-Downtown.h2169422.Hotel-Information)

![Candlewood Suites Richmond - West Broad by IHG](https://images.trvl-media.com/lodging/1000000/10000/500/420/6cbf19ea_y.jpg)

### Candlewood Suites Richmond - West Broad by IHG

2/10 Terrible

"Room was not cleaned to proper conditions, bed sheets were soiled and room still had trash bins full. Bathroom was not cleaned and when brought to the attention of staff they were not customer friendly. It was a struggle and professionalism was below standard. Do not recommend staying at this location. "

[](https://expedia.com/Richmond-Hotels-Candlewood-Suites-Richmond-West-Broad.h420.Hotel-Information)

![Comfort Suites At Virginia Center Commons](https://images.trvl-media.com/lodging/2000000/1920000/1916100/1916044/0fa843f2_y.jpg)

### Comfort Suites At Virginia Center Commons

4/10 Poor

"Very slow internet, no gym, no towels at pool, bathroom floor was dirty. Women working at desk were completely uninterested. One was on her phone the entire time. Customer service was not their focus."

[](https://expedia.com/Richmond-Hotels-Comfort-Suites-At-Virginia-Center-Commons.h1916044.Hotel-Information)

![Drury Plaza Hotel Richmond](https://images.trvl-media.com/lodging/31000000/30070000/30061900/30061827/5c1deb4a_y.jpg)

### Drury Plaza Hotel Richmond

10/10 Excellent

"Great spot. Love the breakfast. Staff could not be nicer! "

[](https://expedia.com/Richmond-Hotels-Drury-Plaza-Hotel-Richmond.h30061827.Hotel-Information)

## 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 $183 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.

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- [Vacation Homes in Chesterfield ](https://expedia.com/Chesterfield-Private-Vacation-Homes.d180832-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chesterfield ](https://expedia.com/Chesterfield-Apartments.d180832-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Chesterfield ](https://expedia.com/Chesterfield-Cottages.d180832-aaCottages.Travel-Guide-Accommodation)
- [Motels in Chesterfield ](https://expedia.com/Chesterfield-Motels.d180832-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Chesterfield ](https://expedia.com/Chesterfield-Condos.d180832-aaCondos.Travel-Guide-Accommodation)
- [Houseboats in Chesterfield ](https://expedia.com/Chesterfield-Houseboats.d180832-aaHouseboats.Travel-Guide-Accommodation)
- [B&B in Chesterfield ](https://expedia.com/Chesterfield-Bed-And-Breakfast.d180832-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Villas in Chesterfield ](https://expedia.com/Chesterfield-Villas.d180832-aaVillas.Travel-Guide-Accommodation)
- [Guest Houses in Chesterfield ](https://expedia.com/Chesterfield-Guest-Houses.d180832-aaGuestHouses.Travel-Guide-Accommodation)
- [Cabin Rentals in Chesterfield ](https://expedia.com/Chesterfield-Cabins.d180832-aaCabins.Travel-Guide-Accommodation)
- [Aparthotels in Chesterfield ](https://expedia.com/Chesterfield-Apart-Hotels.d180832-aaApartHotels.Travel-Guide-Accommodation)
- [Farmstay in Chesterfield ](https://expedia.com/Chesterfield-Agritourism.d180832-aaAgritourism.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Top Hotels in Chesapeake](https://expedia.com/Chesapeake-Hotels.d6612.Travel-Guide-Hotels)

Flights

- [Flights to DCA](https://expedia.com/Cheap-Flights-To-Syria.d184113.Travel-Guide-Flights)
- [Flights to ROA](https://expedia.com/Cheap-Flights-To-Roanoke.d3020.Travel-Guide-Flights)
- [Flights to PHF](https://expedia.com/Cheap-Flights-To-Virginia-Beach.d10271.Travel-Guide-Flights)
- [Flights to CHO](https://expedia.com/Cheap-Flights-To-Charlottesville.d6057012.Travel-Guide-Flights)

Cars

- [Car rentals in Virginia Beach](https://expedia.com/Car-Rentals-In-Virginia-Beach.d10271.Car-Rental-Guide)
- [Car rentals in Alexandria](https://expedia.com/Car-Rentals-In-Alexandria.d5980.Car-Rental-Guide)

Activities

- [Things to do in Norfolk](https://expedia.com/Things-To-Do-In-Norfolk.d2689.Travel-Guide-Activities)

Packages

- [Virginia Beach Getaways](https://expedia.com/Virginia-Beach.d10271.Destination-Travel-Guides)

Vacation Rentals

- [Virginia Beach Short Term Rentals](https://expedia.com/Virginia-Beach-Vacation-Rentals.d10271.Travel-Guide-VacationRentals)

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