Chesterfield Court House, also known as Chesterfield, Virginia, is a small, unincorporated community in the county seat of Chesterfield. The historic county courthouse complex called Chesterfield County Courthouse and Courthouse Square was listed on the National Register of Historic Places. This quaint town, as well as the surrounding county, has a long history that dates back to before the founding of the nation. Here, you get to soak up the views of the beautiful countryside in all directions. For accommodations, you can choose between a cute treehouse and a two-story family home. Check out our list of the top top 10 Airbnb vacation rentals in Chesterfield, Virginia.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 21, 2024.
1. Charming room on an alpaca farm (from USD 98)
This charming room is equipped with a microwave, refrigerator, coffeemaker, a king-size bed with memory foam, a queen sofa bed, and a balcony for taking in the views of the farm. It’s a very quiet and safe neighborhood but still offers easy access to the nearby city at about 20 mi (32 km). The rental also features daily farm fresh eggs, alpaca yarn, soaps, and honey. It is within close proximity to restaurants and shops.
Richmond, Virginia, United States
11.26 km (7.0 mi) from Rockwood ParkSuperhostAccommodates: 6
Top guest reviews
Amenities & Room:
the king bed was super comfy and pull out couch was fine for the kidsfresh flowers on table nice toucheswe went in the summer so it was hot and the air conditioning was deliciousthe softest bed and pillows we’ve enjoyed in a long timevery charming room complete with books to read and games to playCleanliness:
the room was clean and cozythe place was clean and very comfyclean quiet lovely place to stayeverything was super cleanvery relaxed clean and stylishHost:
they were so friendly and welcomingmaria is such a gracious hosthosts are super friendly make sure to say hi to the goatsmaria and her husband were very nice hostmaria was a welcoming host & we felt very comfortable in her homeRead more reviewsLocation:
maria’s location was perfect for the holidaya very cute place in a farm in the heart of richmondthe shop also has some really unique hand crafted giftsi choose this special place for my daughter’s 10th birthdayaccesible location for our richmond activities very comfortable space and wonderful animals
Nearby vacation rentals
2. Family-friendly home with a game room
This 2200 sq ft (204-sq m) rental features a sitting room with a fireplace, a room with a 70-in (177-cm) smart TV and leather couch, a game room upstairs that features a 50-in (127-cm) flat-screen television, Chromecast, Xbox 360, and a comfortable couch. The rental is located just 30 minutes from Richmond and close to local restaurants and a couple of wedding venues. In addition, River City Sports Complex is just a few miles away.
Midlothian, Virginia, United States
2.99 km (1.9 mi) from Rockwood ParkSuperhostAccommodates: 8
Top guest reviews
Amenities & Room:
very comfortable and great amenities‘‘tis home is clean and well appointed with comfortable furnishings and all the modern convenienceswe loved the huge fenced in yard and the spacious roomsthe house is super cute obviously has been renovated and the furniture is very comfortablemost importantly i loved the game roomCleanliness:
house clean and spacious toovery clean and comfortable accommodationsvery clean beds are super comfyclean and roomy with quick communication from hostgreat place very clean and comfortableHost:
the host were amazing and responded quicklysimple fix but a host like that is worth every pennythe owners responded extremely quickly to requests and check in/check out was super easythe host was very responsive and was able to communicate with usthe owner communicated quickly and was very good to work withRead more reviewsLocation:
close to richmond cute tucked away safe neighborhoodthe location is great very close to many stores and restaurantsbest place to stay near richmond close to shopping and entertainmentperfect location if you want to be near brandermill country clubnice quiet place in a great location
3. Updated ranch house with a full front porch
This lovely and updated ranch house comes complete with a gas fireplace, stainless steel appliances, a fenced-in backyard, a large laundry room, a balcony, and a porch. The spacious kitchen is equipped with modern appliances to help you cook meals easily. The two guest rooms are warm and cozy with flat-screen televisions, plush carpet, and two double beds. Since it’s in a convenient location, you can easily check out shopping centers, restaurants, and more. Aside from that, another thing that you will love about this rental is its green yard that surrounds the property.
Midlothian, Virginia, United States
3.52 km (2.2 mi) from Rockwood ParkSuperhostAccommodates: 2
Top guest reviews
Amenities & Room:
very comfortable home with plenty of space and easy access to the areaRead more reviewsHost:
home is pleasant and ashley was friendlyashley and her mom were excellent hosts and we're very quick to answer my questions and concernsashley’s place was perfect and she was a great host we will definitely come back in the future
4. Bright colonial house in North Chesterfield
This bright rental, which is located in North Chesterfield, offers eight guests a relaxing stay. On the first floor, there’s a master bedroom with Wi-Fi, a fireplace, and air-conditioning. On the second floor, there are three bedrooms, a nursery with a playpen and a rocking chair, and a bathroom. Outside, there’s a furnished garage and deck with a grill. This rental is also close to bars and restaurants, in case you don’t feel like cooking.
North Chesterfield, Virginia, United States
2.44 km (1.6 mi) from Rockwood ParkAccommodates: 8
Top guest reviews
Read more reviewsHost:
what a fun place to stay it was very comfortable and communication with the host was excellent
5. Spacious home with six bedrooms
This sprawling home, which is in an upscale section of Richmond, is great for family reunions or romantic getaways. It features six bedrooms, three full bathrooms, and seven beds. There is a cozy living room with ample seating, a large front and backyard, an elegant formal dining room, and a full kitchen with modern. For sleeping arrangements, you have the option to sleep in the master bedroom with a long dresser or in another suite with two queen beds. Planning to have a movie night? The living area comes with enough seating and flat-screen television. The rental is close to numerous dining and entertainment options.
Chesterfield, Virginia, United States
5.33 km (3.4 mi) from Rockwood ParkAccommodates: 12
Top guest reviews
Amenities & Room:
roomy - so much room really nice neighborhoodfor the tvs not to work but i loved everything elseCleanliness:
everything was clean and working properlyeverything was clean and easy to findgreat place to stay very clean and spaciousclean convenient highly recommendednot fancy but clean and comfortableHost:
gail is a great hostgail thank you for being the superstar host that you arewonderful home and host was very accommodating will stay againexcellent place and hostgail was a fantastic host and the house served our needs for the weekendRead more reviewsLocation:
house located in a great area pretty close to everythinga comfortable and convenient locationgood place to stay close to the airportit's a great location toogreat value great location good stay
6. Cute room with an attached bath (from USD 47)
Close to shopping, entertainment, and restaurants, this private room comes with the renter’s choice of either king or twin bed. It features a treadmill, a small refrigerator, a microwave, 42-in (106-cm) television with Roku, and an arcade with more than 7,000 retro games. The room, which has a private entrance via a spiral staircase, is equipped with free Wi-Fi and an office workspace. All-out privacy is guaranteed as this rental is tucked in a quiet, upscale neighborhood.
Chesterfield, Virginia, United States
3.25 km (2.1 mi) from Rockwood ParkAccommodates: 2
Top guest reviews
Amenities & Room:
the bed is very comfortable and can apparently be set up either as a king or a twinCleanliness:
it was clean quiet and convenientnice host quaint clean and small room perfect for my tripvery cute place and it was very cleanwe loved our stay at bruce’a place it was very clean and in a convenient locationRead more reviewsLocation:
the place was great the area was close to everything and it met every needsbruce's place is a great place to stay in richmondthe best thing about the suite at bruce's place is its flexibility
7. Cozy cottage with a full kitchen (from USD 89)
You never have to worry about homey comforts when you book this tastefully decorated cottage in Midlothian. Its room features a comfortable queen-size bed and a large walk-in closet. For cooking some hearty meals, feel free to use the full kitchen with a pantry. At night, relax in the living area that comes with new furniture and flat-screen television.
Midlothian, Virginia, United States
3.47 km (2.2 mi) from Rockwood ParkAccommodates: 2
Top guest reviews
Cleanliness:
clean and great for commuting to workyou can expect to enjoy this spacious clean apartment in a lovely quiet neighborhoodHost:
melanie is kind and attentive - if you need things she will answer you quicklyRead more reviewsLocation:
hidden gem in a great locationi could come and go easily with street or driveway parkingit is private quiet and perfect for those working/needing a longer stay in the area
8. Stylish home near downtown Richmond (from USD 400)
Set in a quiet neighborhood, this bright and spacious house features a cozy living room with comfortable seating, flat-screen television, fireplace, and functional office space with a computer. It also has a spacious formal dining room and an open kitchen with modern appliances. The bedrooms include two queens and bunk beds for the kids. If you’re traveling with a young one, this abode also offers a nursery with a crib and a playroom. In terms of places to visit, Ukrops Park, Busch Gardens, and Richmond Zoo are just a short drive away.
Chesterfield, Virginia, United States
4.64 km (2.9 mi) from Rockwood ParkAccommodates: 8
Top guest reviews
Amenities & Room:
the air conditioning was really good as the heat was intenseplenty of room for everyone to spread out and everything nicely childproofedHost:
the hosts are kind and generousthis place is amazing cleaning hospitality is amazing spacious stylish and gracious hostnicely baby proofed and kid friendlygreat kids space for my toddlers great outdoors space for the kids and adults; very very kid-friendlyRead more reviewsLocation:
the location is safe and the neighbors friendly
9. Ranch-style house in a quaint neighborhood
This little apartment is ideal for a couple on a romantic getaway. It features one bedroom with a queen-sized bed, dresser, and closet. The living space is equipped with a couch and flat-screen TV, which is perfect for movie nights. You can also surprise your partner with a romantic dinner as the shared full-sized kitchen comes with anything else you might need.
Chester, Virginia, United States
16.93 km (10.6 mi) from Rockwood ParkTop guest reviews
Amenities & Room:
the big screen tv was great for vegging on the weekends and the bed was really comfythe kitchenette made life easy and her full kitchen was open for use right up the stairsCleanliness:
her place is very safe clean and stylishcomfy bed and sofa spotlessly cleantop notch air bnb great safe location and super clean and homeyHost:
the host was kind and responsive during my longer stayrheshanna is an amazing host who was very welcoming toward me during my stayrae is great host was kind enough to accept our last minute request and late checkinRead more reviewsLocation:
i highly recommend this locationyou have pretty close to a studio apartment to yourselfi abosolutely loved the neighbourhood
10. Nice treehouse on a small farm
For your next vacation, why not try to stay in a treehouse? Located on a small farm, this cool space features a kitchen and coffee-making facilities. In terms of sleeping arrangements, it is advisable to ask the host for assistance. It’s set on a lush green property, where you can take a leisurely walk in the morning or stargaze at night. Guests also have access to a farm stand, gardens, and a campfire pit.
Chesterfield, Virginia, United States
4.26 km (2.7 mi) from Rockwood ParkTop guest reviews
Amenities & Room:
the tree house was a perfect cozy getawaythe tree house itself was really neat and super cozyCleanliness:
cool space pretty much as advertised things were cleansuch a unique property and had cooking and cleaning supplies would definitely stay here againHost:
this place was great and the host was so quickly responsivenorm was a great host very kind and has a very cool placenorm was so quick to respond and kind to us during our visitRead more reviewsLocation:
amazing location it was so cute to wake up to snowthe location is also great; can't beat a 20 minute drive to richmondfun and unique place to stay at very close to downtown richmond as well so especially convenientsuper cute quiet place to completely relax loved itin relation to our trip the location was great
Experience countryside living in Chesterfield
Surrounded by lush green fields, Chesterfield is a quaint town that provides tourists with easy access to larger cities such as Richmond and Petersburg. Whether you are in town for fun or business, be sure to check out our list of the top top 10 Airbnb vacation rentals in Chesterfield, Virginia.
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