Find short term rentals in Chesterfield, VA at the best prices
12 available short term rental offers
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Price per night
Accommodation type
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Best Short term and Weekly rentals in Chesterfield, VA
10 11 reviews
Chesterfield, VA
19/07 – 25/07
$99/nighttotal: $594 (6 )
Squatters’ Haven
1 2
B&B , Chester
Squatters' Haven is a B&B in Chester offering convenient access to major routes including the M25, M26, and M20, situated approximately 32 kilometres from major hospitals, the airport, and the train station. This accommodation provides one bedroom and one bathroom for up to two guests, featuring air conditioning and Wi-Fi, and is pet-friendly.
10 176 reviews
Chesterfield, VA
10/10 – 22/10
$141/nighttotal: $1692 (12 )
Lulu's Peace! Private Upstairs Bedroom/bathroom!
1 2
apartment , Rockwood
This Rockwood guesthouse is situated in a quiet neighbourhood south of Richmond, Virginia, a few kilometres from the city centre and Richmond Airport, offering easy access to major highways. The self-catering unit comprises a private upstairs bedroom and bathroom with balcony, a shared workspace, and in-room amenities including a mini-fridge, microwave, coffee maker, and toaster, accommodating up to two guests and boasting a beautiful garden with a pond and screened porch, plus a fire pit.
10 2 reviews
Chesterfield, VA
05/10 – 09/10
$564/nighttotal: $2256 (4 )
The Divine Cottage: Woodsy Hideaway!
3 2
apartment , Meadowbrook
This three-bedroom, one-bathroom flat for ten guests is located in a rural district of Richmond, offering direct access to nature and outdoor pursuits, with the James River and Pocahontas State Park both a short 17.7-kilometre drive away. This rural Richmond holiday home provides convenient access to the Greater Richmond Convention Centre (27.4 kilometres), Broad Street (29 kilometres), and cultural sites such as the American Civil War Centre at Historic Tredegar and the Science Museum of Virginia, alongside family attractions like the Children's Museum of Richmond and outdoor fun at Iron Bridge Sports Park.
9.6 35 reviews
Chesterfield, VA
10/10 – 22/10
$79/nighttotal: $948 (12 )
Cozy Bedroom
1 2
apartment , Chester
This one-bedroom flat in Chester, Virginia, is located within a 5-minute drive of the local shopping district and a 20-minute drive from Downtown Richmond. This accommodation includes parking and a kitchen, and is conveniently situated for exploring Chester and the wider Richmond metropolitan area, with Richmond International Airport (RIC) a 25-minute drive away.
9.7 76 reviews
Chesterfield, VA
19/07 – 25/07
$435/nighttotal: $2610 (6 )
Nala's Place
1 2
apartment , Meadowbrook
This five-bedroom, three-bathroom Meadowbrook apartment, ideally situated between Richmond, Virginia, and Washington, D.C., is less than 80km from Busch Gardens Williamsburg and the Richmond Convention Center. Sleeping up to eight guests, this spacious property boasts a fully equipped kitchen with dishwasher, air conditioning, a garden, parking, and excellent guest reviews; internet access is also provided.
10 4 reviews
Chesterfield, VA
19/07 – 25/07
$177/nighttotal: $1062 (6 )
A Home Away From Home
1 2
apartment , Meadowbrook
This Meadowbrook guesthouse in Chesterfield County, Southside Richmond, is conveniently located approximately 24 kilometres from Richmond International Airport and downtown Richmond. The self-catering property offers one bedroom, two bathrooms, sleeps two guests, and includes a fridge, microwave, dishwasher, air conditioning, parking, and internet access within a Dutch Colonial house.
10 2 reviews
Chesterfield, VA
05/10 – 09/10
$863/nighttotal: $3452 (4 )
5-star Comfort, 16 Minutes From Richmond Downtown
3 2
apartment , Meadowbrook
This Meadowbrook apartment, near Pocahontas State Park and Iron Bridge Sports Park, offers easy access to attractions such as The Lazy Daisy and Uptown Alley. The 149-square-metre (1600 sq ft) property boasts three bedrooms, three bathrooms, and parking, comfortably accommodating up to nine guests and including a master suite with a reclining bed, in-unit laundry, and a private balcony.
10 2 reviews
Chesterfield, VA
19/07 – 25/07
$339/nighttotal: $2034 (6 )
Luxe Modern Rancher With Office And Massive Yard
1 2
apartment , Chester
This Chester guest house, offering a fully furnished private room and bathroom, is situated in a peaceful, unspecified Chester district, providing easy access to the city's attractions. The self-catering unit features a designated workspace, in-unit laundry, access to a shared kitchen with dishwasher, a private garden, and fitness equipment in a gazebo, accommodating up to two guests.
10 5 reviews
Chesterfield, VA
18/11 – 22/11
$214/nighttotal: $856 (4 )
Stonewall Manor \Ncozy 1-bedroom With Wifi And Ac On Five Star Horse Farm.
1 2
apartment , Brandermill
This Brandermill apartment, near Pocahontas State Park and Oasis Sports Park in Chesterfield, offers convenient access to other local attractions such as Rockwood Park and Mid-Lothian Mines Park. The one-bedroom, one-bathroom flat sleeps four guests comfortably, featuring a queen-size bed, a full kitchen with fridge and microwave, Wi-Fi, air conditioning, a washer, and an optional air mattress; nearby activities include visiting Southside Speedway and River City Sportsplex.
10 130 reviews
Chesterfield, VA
18/11 – 22/11
$286/nighttotal: $1144 (4 )
Relaxing, Inviting Home
1 2
apartment , Chester
This Chester apartment, sleeping seven guests across three bedrooms and two bathrooms, offers excellent cleanliness and location ratings. The property includes a fridge, microwave, and dishwasher, and boasts air conditioning and parking; further details regarding its precise Chester location and proximity to landmarks like Chester Cathedral or the Chester Roman Amphitheatre are needed.
9.6 8 reviews
Chesterfield, VA
05/10 – 09/10
$338/nighttotal: $1352 (4 )
* Prime Location: 2-br Oasis With Washer & Dryer *
2 2
apartment , Manchester
This two-bedroom flat is located in North Chesterfield, just 15 kilometres from Manchester city centre and 16 kilometres from the Greater Richmond Convention Center, offering easy access to the city's main attractions. The surrounding area is quiet and residential, providing a peaceful retreat from the city buzz. The flat can comfortably accommodate up to four guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as a spacious living room with air conditioning and a desk. Guests can enjoy the convenience of a private garden, balcony, and parking, along with access to laundry facilities and high-speed internet.
10 43 reviews
Chesterfield, VA
05/10 – 09/10
$335/nighttotal: $1340 (4 )
Pennwood Place - The Place To Stay!
1 2
apartment , Rockwood
This three-bedroom, two-bathroom Chesterfield apartment, near Rockwood, Virginia, offers easy access to major highways (approximately 240km to Richmond International Airport and 30km to Pocahontas State Park). The two-storey property sleeps six, includes a fully equipped kitchen with dishwasher, air conditioning, a garden with deck, screened porch and fire pit, plus off-street parking and is pet-friendly (large crate provided).
Best family friendly Chesterfield, VA Short term rentals
Among the 4 accommodations in Chesterfield, VA, here are the 4 best family friendly rentals
9.0 2 reviews
Chesterfield, VA
10/10 – 22/10
$184/nighttotal: $2208 (12 )
The Underground Lounge: A Private Escape
1 2
apartment , Richmond
This dog-friendly basement studio flat in Richmond's Fan District is within easy walking distance of local favourites such as Zombie Pizza, WPA Bakery, and Laura Lee's, and a short drive from Carytown. The 83-square-metre (0.083-hectare) self-catering property features a queen bed with a trundle, a semi-private nook with a full-size bed, a spa-like bathroom, a private patio, and a fully equipped kitchen; it comfortably sleeps four guests and offers access to the nearby James River Park System's running and biking trails.
10 1 review
Chesterfield, VA
10/10 – 22/10
$199/nighttotal: $2388 (12 )
Your Private 2-bedroom Sanctuary
1 2
apartment , Richmond
This private first-floor flat is situated in Richmond's McGuire neighbourhood, offering convenient access to historical sites like the American Civil War Centre at Historic Tredegar, 1.9 kilometres away, and the Edgar Allan Poe Museum, 1.1 kilometres distant. This fully furnished 987 square metre apartment accommodates up to four guests with one bedroom and one bathroom, featuring a private kitchen, living room, air conditioning, Wi-Fi, and parking, ideal for exploring Broad Street and Monument Avenue, both within easy reach.
10 25 reviews
Chesterfield, VA
18/11 – 22/11
$380/nighttotal: $1520 (4 )
Contemporary 3-bedroom Home With Balcony In Rva
3 2
apartment , Richmond
This three-bedroom Richmond apartment, located in Reedy Creek, is within 5km of attractions such as the Hunter Holmes McGuire Veterans Affairs Medical Center, Belle Isle, and the Virginia War Memorial. The self-catering property sleeps six, boasts a private yard, barbecue facilities, free Wi-Fi, and parking, making it ideal for families or groups visiting the city.
9.6 27 reviews
Chesterfield, VA
10/10 – 22/10
$731/nighttotal: $8772 (12 )
Stylish Retreat In Charming Richmond With Private Sauna And Other Modern Touches
4 2
apartment , Richmond
This detached house is located in Richmond's historic Oregon Hill/Dogtown district, offering proximity to Carytown's shops and the Byrd Theatre, with the James River Park System a 15-minute walk away, and the Virginia Museum of Fine Arts and VCU Arts Campus a 5-minute drive. This family-friendly accommodation sleeps eight across four bedrooms and two bathrooms, featuring a fully equipped kitchen, high-speed Wi-Fi, a dedicated game room, a private sauna, and a garden with a fire pit.
This Bellwood lodge is situated 1.6km from the James River and 2.1km from Richmond National Battlefield Park, offering convenient access to Broad Street and Dorey Park within a 14.5km radius. Sleeping six guests, this three-bedroom, two-bathroom retreat boasts a fully equipped kitchen with a refrigerator and oven, in-cabin laundry, a terrace, air conditioning, parking, and excellent guest reviews; charcoal grills are available for outdoor cooking.
10 1 review
Chesterfield, VA
18/11 – 22/11
$192/nighttotal: $768 (4 )
The Birdhouse - Cozy Cottage Retreat In Richmond
1 2
cottage , Richmond
This garden annex is situated in Richmond's historic Swansboro district, offering a tranquil escape just a short distance from downtown attractions including the American Civil War Center at Historic Tredegar and the Federal Reserve Bank of Richmond Money Museum. The property provides a king-size bedroom, a full kitchen, air conditioning, complimentary Wi-Fi, and off-street parking, accommodating up to three guests.
9.9 299 reviews
Chesterfield, VA
10/10 – 22/10
$498/nighttotal: $5976 (12 )
Modern Unit In Historic Old Manchester.
2 2
apartment , Richmond
This family-friendly flat in Richmond is situated just 1.6 kilometres from Belle Isle and 3.2 kilometres from Virginia Commonwealth University, offering a convenient location for exploring the city and its attractions. The property has received excellent ratings for its cleanliness, location, and overall experience. This two-bedroom, two-bathroom home comfortably accommodates up to four guests. The apartment features a fully equipped kitchen, a terrace or balcony with sun loungers, a garden, free Wi-Fi, a smart TV, a washing machine, and parking, ensuring a comfortable and enjoyable stay.
9.0 12 reviews
Chesterfield, VA
18/11 – 22/11
$339/nighttotal: $1356 (4 )
The Great Pink Lady With Huge Wrap Around Porch!
2 2
apartment , Richmond
This Woodland Heights property in Richmond is conveniently located within 5km of Belle Isle, Virginia Commonwealth University, Broad Street, Hunter Holmes McGuire Veterans Affairs Medical Center, and the Virginia War Memorial. This two-bedroom, two-bathroom house sleeps four guests and offers a fully equipped kitchen, private garden, free Wi-Fi, laundry facilities, BBQ, and parking; making it ideal for exploring Richmond's attractions.
Frequently Asked Questions about short term rentals in Chesterfield, VA
What attractions should you visit during a week-long stay in Chesterfield County, Virginia?
A week in Chesterfield gives you time for some key spots. Check out the Chesterfield County Fairgrounds for events, the historic Manchester area with its charming shops and restaurants along Hull Street, and the scenic trails at the James River Park System, which borders Chesterfield. Consider a visit to the Virginia State Fair (if your trip aligns with its dates) for a taste of local culture and entertainment. You might also enjoy a round of golf at one of the many excellent courses in the area.
What are the best short term rentals in Chesterfield, VA?
What attractions should you visit when you spend a month in Chesterfield County, Virginia?
A month provides ample opportunity for exploration. Beyond the suggestions for a week-long trip, you can delve deeper into Chesterfield's history at the Meadow Farm Museum, learn about local art at the Chesterfield County Public Library's art exhibits, and explore the various parks and green spaces, such as the expansive Huguenot Memorial Park. Consider day trips to nearby Richmond, which is easily accessible and offers many additional attractions. You could also explore the various breweries and wineries in the region.
What are the best short term rentals with a pool in Chesterfield, VA?
Can visitors to Chesterfield County, Virginia witness any unique natural cycles, like cherry blossom season or autumn colors?
While Chesterfield doesn't have the concentrated cherry blossom displays of Washington D.C., the autumn foliage is quite lovely. Many of the parks and green spaces, particularly those along the James River, offer stunning fall colors typically peaking in late October and early November. The changing leaves provide a beautiful backdrop for hikes and scenic drives.
What are the best short term rentals with a jacuzzi in Chesterfield, VA?
What are the most meaningful ways to engage with locals and discover the culture in Chesterfield County, Virginia?
To connect with locals, visit the farmers' markets held throughout the county (check for seasonal schedules). Attend local events at the Chesterfield County Fairgrounds or community centers. Exploring the historic Manchester district and engaging with the shop owners and restaurant staff offers a glimpse into the local life. Many local restaurants feature traditional Southern cuisine, providing another avenue to experience the area's culture.
What are the best short term rentals for families and kids in Chesterfield, VA?
Are there any distinctive cultural activities or hands-on workshops in Chesterfield County, Virginia?
Chesterfield offers various cultural activities. Check the listings of the Chesterfield County Public Library for workshops and events. The Meadow Farm Museum often hosts historical demonstrations and events. Information on specific workshops and classes may be found on the county's website or through local community centers.
What are some secret spots or hidden treasures to visit in Chesterfield County, Virginia?
Some lesser-known gems include the trails and overlooks within the James River Park System offering stunning river views. Exploring the backroads and discovering small, family-owned businesses in the older neighborhoods of Chesterfield can uncover unique shops and eateries. The specific locations are best discovered through local exploration; it's part of the fun!
What should not be left out of your suitcase if you are going to Chesterfield County, Virginia?
Pack comfortable walking shoes, as exploring the various parks and historic districts often involves walking. Depending on the season, pack layers of clothing, as the weather can be unpredictable. Sunscreen and insect repellent are also recommended, especially during warmer months. Don't forget a reusable water bottle to stay hydrated, especially while exploring the outdoors.
What are the most popular festivals in Chesterfield County, Virginia?
The Virginia State Fair is a major event held annually at the Chesterfield County Fairgrounds. Check local event listings for smaller, community-based festivals and celebrations that may occur throughout the year. These often celebrate local harvests and traditions.
Where should you try the best local food in Chesterfield County, Virginia?
Chesterfield boasts a diverse culinary scene. Exploring the restaurants in the Manchester area along Hull Street offers a variety of options. Many local restaurants feature Southern comfort food and barbecue. Checking online reviews and local publications can help you discover hidden gems and eateries offering unique dining experiences.
Nearby regions
Best Chesterfield, VA lodging with a kitchen
9.7 84 reviews
Chesterfield, VA
19/07 – 25/07
$146/nighttotal: $876 (6 )
Elvis Endless Summer Queen Bedroom
1 2
apartment , Rockwood
This charming bed and breakfast is situated in a peaceful family-friendly neighbourhood in Rockwood, within easy reach of Pocahontas State Park, the Virginia Museum of Fine Arts and the James River. It consistently receives excellent ratings for its cleanliness, location and overall experience. The guest house offers a comfortable and welcoming atmosphere with a unique artsy decor. Guests can enjoy a range of amenities including a fully equipped kitchen, a garden, a fitness centre, and parking, as well as a hypoallergenic pet-friendly environment.
9.5 8 reviews
Chesterfield, VA
19/07 – 25/07
$67/nighttotal: $402 (6 )
Comfy Bedroom
1 2
apartment , Chester
This one-bedroom flat in Chester, Virginia, is a 5-minute drive from the local shopping district, 32 kilometres from Downtown Richmond, and 40 kilometres from Richmond International Airport. This Chester apartment accommodates two guests and features air conditioning, a garden, and a kitchen equipped with a fridge, microwave oven, and dishwasher.
10 33 reviews
Chesterfield, VA
18/11 – 22/11
$274/nighttotal: $1096 (4 )
Stay Awhile - Private, Large Yard, Easy Travel
1 2
apartment , Bellwood
This three-bedroom, two-bathroom house in Bellwood's exurbs offers easy access to Interstates 288 and 95, placing Chester approximately 16km, Dutch Gap Boat Launch around 21km, Richmond International Airport about 32km, and Fort Gregg also about 32km away. The two-storey property, sleeping up to six guests, includes a fully equipped kitchen with dishwasher, air conditioning, a large fenced garden, parking for a boat and trailer, and front and back porches; nearby activities include exploring Chester or enjoying water sports at Dutch Gap.
9.0 10 reviews
Chesterfield, VA
19/07 – 25/07
$554/nighttotal: $3324 (6 )
Richmond Vacation Rental ~ 10 Mi To Downtown!
3 2
apartment , Meadowbrook
This apartment is situated in North Chesterfield, Richmond, just a 16-minute drive from Broad Street and a 15-minute drive from the Greater Richmond Convention Center. The location is convenient for exploring the city and its surrounding attractions. This three-bedroom apartment comfortably accommodates up to six guests and offers a spacious 240 square metres of living space. The property includes a fully equipped kitchen, a terrace, a spa, and parking, providing everything needed for a comfortable stay.
Best Chesterfield, VA lodging with laundry available
9.8 56 reviews
Chesterfield, VA
19/07 – 25/07
$363/nighttotal: $2178 (6 )
Spacious Home Near Downtown Rva
1 2
apartment , Meadowbrook
This Meadowbrook apartment, situated in the greater Richmond area, offers easy access to local amenities and is within walking distance of a park and soccer fields. Sleeping up to seven guests, this three-bedroom, two-bathroom property boasts a fully equipped kitchen, air conditioning, a fitness centre, parking, and secure fenced backyard ideal for pets.
9.5 33 reviews
Chesterfield, VA
19/07 – 25/07
$464/nighttotal: $2784 (6 )
Cozy Chesterfield 3 Bedroom
1 2
apartment , Richmond
This Richmond property, perfect for families, is a three-bedroom, one-bathroom house sleeping six, and offers convenient parking. The self-catering holiday home includes a kitchen with fridge, microwave, and dishwasher, plus air conditioning, internet access, and welcomes pets.
9.6 42 reviews
Chesterfield, VA
05/10 – 09/10
$276/nighttotal: $1104 (4 )
Wood Fireplace & Private Master
1 2
apartment , Meadowbrook
This three-bedroom, two-bathroom flat in Meadowbrook is located in a tranquil area, offering convenient access to local attractions within a few kilometres. This property accommodates up to eight guests, featuring air conditioning, Wi-Fi, off-street parking, and a kitchen equipped with a fridge, microwave, and dishwasher, alongside a living room with a fireplace.
10 66 reviews
Chesterfield, VA
18/11 – 22/11
$491/nighttotal: $1964 (4 )
Brand-new Boho Family Getaway!
1 2
apartment , Meadowbrook
This Meadowbrook apartment, a short drive (approximately 10-15 km depending on the specific location within Meadowbrook) from central Richmond, offers easy access to Virginia Commonwealth University (VCU), Pocahontas State Park, and SwimRVA. Sleeping up to ten (nine guests plus an infant), this four-bedroom, two-bathroom property boasts a family-friendly layout with a garden, fitness centre, parking, and amenities including a dishwasher, microwave, fridge, freezer, air conditioning, gas grill, and coffee bar.
