Compare weekly rentals in Chesterfield, VA from 100+ sites!
12 available short term rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Chesterfield, VA
10 8 reviews
Chesterfield, VA
06/26 – 06/28
$468/nighttotal: $936 (2 )
Charming 1-bedroom Suite With Wifi And Ac In Bon Air
1 5
apartment , Bon Air
This Bon Air apartment rental in Richmond, Virginia offers convenient access to Broad Street and Short Pump Town Center, with nearby hiking/biking trails and wineries. The 880-square-foot unit features one bedroom, one bathroom, sleeps seven, and includes amenities such as WiFi, air conditioning, a spa, and parking.
Chesterfield, VA
10/05 – 10/09
$295/nighttotal: $1180 (4 )
Near Hospitals & Attractions: Richmond Getaway!
3 2
apartment , Bensley
This pet-friendly apartment in Bensley, Richmond, is situated 10 miles from the Altria Theater and Virginia Holocaust Museum, offering a local feel with convenient access to downtown dining and Virginia Beach, and is within 24 miles of the Metro Richmond Zoo and Richmond International Airport. This 1500 square foot single-story home accommodates up to 6 guests with 3 bedrooms, 2 bathrooms, a full kitchen, yard space with outdoor seating, a grill, and 2 Smart TVs, plus a fireplace for cozy evenings.
9.9 299 reviews
Chesterfield, VA
06/27 – 07/04
$340/nighttotal: $2380 (7 )
Modern Unit In Historic Old Manchester.
2 2
apartment , Richmond
This family-friendly apartment is located in Richmond, just a mile from Belle Isle and two miles from Virginia Commonwealth University. The apartment has excellent ratings for location, cleanliness, and user experience. The apartment has two bedrooms and two bathrooms, comfortably accommodating four guests. It includes a fully equipped kitchen, a terrace, a garden, and parking, making it a perfect choice for families and groups.
Chesterfield, VA
06/27 – 07/04
$496/nighttotal: $3472 (7 )
Suite Home
5 2
apartment , Brandermill
This Brandermill residence offers a quiet suburban setting, conveniently located near local amenities and parks. This spacious 5-bedroom, 2-bathroom house accommodates up to 5 guests and features a fully equipped kitchen, on-site laundry, and a large backyard.
10 2 reviews
Chesterfield, VA
07/19 – 07/25
$243/nighttotal: $1458 (6 )
Luxe Modern Rancher With Office And Massive Yard
1 2
apartment , Chester
This Chester, PA guesthouse offers a private room with a private bath, full kitchen access, and a fitness gazebo in a modern rancher home with ample yard space and designated parking. The one-bedroom, one-bathroom unit sleeps two guests and includes keyless entry, central A/C/heat, in-unit laundry, and a shared living/workspace; the precise Chester district is unspecified, but the description suggests a quiet, secluded location.
Chesterfield, VA
10/05 – 10/09
$154/nighttotal: $616 (4 )
Lisa's Ranch In Richmond
2 2
apartment , Richmond
This Richmond condo in the South Garden neighborhood is a 12-minute drive from Broad Street and a 13-minute drive from the Greater Richmond Convention Center. This 1000 sq ft residence offers 2 bedrooms, 1 bathroom, and accommodates up to 4 guests with amenities like a full kitchen, in-unit washer/dryer, WiFi, and onsite parking.
Chesterfield, VA
06/27 – 07/04
$199/nighttotal: $1393 (7 )
The Governess' Estate
1 2
apartment , Chester
This Chester, Virginia B&B's precise location requires further information to determine its proximity to local landmarks. This one-bedroom guesthouse offers guests a private ensuite bathroom, a full kitchen, laundry facilities, and a screened porch (26' x 26'), accommodating up to two people.
8.2 9 reviews
Chesterfield, VA
06/27 – 07/04
$611/nighttotal: $4277 (7 )
Karters Colonial
1 2
apartment , Rockwood
This four-bedroom colonial house rental in North Chesterfield, near Rockwood, offers convenient access to local bars, restaurants, and shopping malls. The 8-guest home features a fully equipped kitchen, in-house laundry, a furnished garage with styling station, private deck with grill, and WiFi/cable TV; a master bedroom and nursery are among its amenities.
9.0 2 reviews
Chesterfield, VA
10/10 – 10/22
$132/nighttotal: $1584 (12 )
The Underground Lounge: A Private Escape
1 2
apartment , Richmond
This dog-friendly studio apartment in Richmond's Fan District offers easy walking access to restaurants like Zombie Pizza and WPA Bakery, as well as Carytown and Maymont Park. The 890-square-foot unit features a queen bed with a trundle, a full-size bed in a semi-private nook, a spa-like bathroom, a private patio, and a fully equipped kitchen; it comfortably sleeps four guests and is close to hiking and biking trails in Forest Hill Park and James River Park System.
10 28 reviews
Chesterfield, VA
08/03 – 08/21
$76/nighttotal: $1368 (18 )
Private Room In Shared Home/modern I-95 & Fort Lee
1 2
house , Chester
This private townhouse in Chester offers convenient access to I-95, Fort Lee, and Richmond, situated in a peaceful residential area. This 1-bedroom, 1-bathroom rental accommodates up to 2 guests and features a full kitchen, living area, projector, seasonal community pool, clubhouse gym access, in-unit laundry, and free parking.
9.9 87 reviews
Chesterfield, VA
10/10 – 10/22
$81/nighttotal: $972 (12 )
Honey Spot Cottage
1 2
apartment , Rockwood
This Rockwood bed and breakfast is located in a peaceful neighborhood near downtown Richmond, just a short drive from Pocahontas State Park, shopping, breweries, and historic sites. Guests consistently rate this property excellent for its location, cleanliness, and overall experience. The cozy guest room has a double bed and plenty of storage space for your belongings. Enjoy a shared kitchen with a refrigerator, freezer, microwave, and dishwasher, plus a backyard, garden, and swimming pool.
8.9 7 reviews
Chesterfield, VA
10/10 – 10/22
$152/nighttotal: $1824 (12 )
Furnished 2/1 W/fenced Backyard & Carport
1 2
apartment , Brandermill
This Brandermill house rental is centrally located, within 15 minutes of three hospitals and minutes from Brandermill's shopping and dining options. The fully furnished two-bedroom, one-bathroom home includes a dedicated office, large fenced backyard with deck and grill, double carport, and accommodates up to three guests.
Best family friendly Chesterfield, VA Short term rentals
Among the 4 accommodations in Chesterfield, VA, here are the 4 best family friendly rentals
8.0 1 review
Chesterfield, VA
07/19 – 07/25
$201/nighttotal: $1206 (6 )
Prime Location 2 Br Oasis With Washer And Dryer
2 2
apartment , Manchester
This Spring Grove apartment rental is conveniently located 8-11 miles from Richmond attractions such as the University of Richmond Stadium, the Greater Richmond Convention Center, and the Virginia Commonwealth University School of the Arts. This 1120-square-foot, two-bedroom, one-bathroom unit sleeps seven and features a fully equipped kitchen with a dishwasher, air conditioning, free Wi-Fi, and free private parking.
9.9 51 reviews
Chesterfield, VA
10/05 – 10/09
$277/nighttotal: $1108 (4 )
The Villa On Falling Creek.
1 2
apartment , Richmond
This guest cottage is located in a peaceful corner of a 40-acre park, just minutes away from shopping, breweries, dining, and a casino. The cottage has received excellent ratings for location, cleanliness, and user experience. The cottage has three bedrooms, two bathrooms, and can accommodate up to eight guests. The cottage features a fully equipped kitchen, a spacious living room, a private creek, and a large garden, perfect for relaxing and enjoying the scenic views.
9.8 22 reviews
Chesterfield, VA
10/10 – 10/22
$201/nighttotal: $2412 (12 )
Charming Duplex Retreat In Old Town Manchester, Va
2 2
apartment , Richmond
This Manchester, Richmond apartment rental is conveniently located within two miles of the James River, Broad Street, Virginia Commonwealth University (VCU), and less than a mile from the Federal Reserve Bank of Richmond Money Museum and the American Civil War Center. This 910-square-foot, two-bedroom, two-bathroom unit sleeps four guests and offers free parking, a private balcony, free Wi-Fi, and on-site games.
8.0 6 reviews
Chesterfield, VA
10/10 – 10/22
$239/nighttotal: $2868 (12 )
Cozy Litle House In Richmond
3 2
apartment , Richmond
This Bellemeade, Richmond vacation rental is conveniently located near the Virginia War Memorial and Canal Walk, with easy access to Broad Street and Monument Avenue. This three-bedroom, two-bathroom house sleeps six, offering a fully equipped kitchen with a fridge, microwave, and dishwasher, plus amenities like air conditioning, Wi-Fi, and in-unit laundry; nearby attractions include the Science Museum of Virginia and the Children's Museum of Richmond.
Best Chesterfield, VA lodging with a balcony
8.7 3 reviews
Chesterfield, VA
06/27 – 07/04
$246/nighttotal: $1722 (7 )
Lakefront Guest Suite Near Richmond
2 2
apartment , Rockwood
This Rockwood lakefront apartment rental is conveniently located near Richmond, Virginia, approximately 10–13 miles from attractions such as University of Richmond Stadium, Dogwood Dell, and Carytown. This 1000-square-foot unit features two bedrooms, one bathroom, and accommodates up to seven guests, offering a fully equipped kitchen, free Wi-Fi, air conditioning, a private entrance, and on-site parking.
9.0 10 reviews
Chesterfield, VA
07/19 – 07/25
$396/nighttotal: $2376 (6 )
Richmond Vacation Rental ~ 10 Mi To Downtown!
3 2
apartment , Meadowbrook
This Meadowbrook apartment is conveniently located in North Chesterfield, just a short drive from both Broad Street and the Greater Richmond Convention Center. The surrounding area offers a mix of residential and commercial spaces, providing easy access to shops, restaurants, and other amenities. This 3-bedroom, 3-bathroom vacation rental comfortably accommodates up to 6 guests. The apartment is equipped with a fully stocked kitchen, laundry facilities, a terrace or balcony, a spa, parking, and internet access, providing everything you need for a relaxing and enjoyable stay.
10 2 reviews
Chesterfield, VA
10/05 – 10/09
$617/nighttotal: $2468 (4 )
5-star Comfort, 16 Minutes From Richmond Downtown
3 2
apartment , Meadowbrook
This Meadowbrook apartment rental is conveniently located near Pocahontas State Park and Iron Bridge Sports Park, offering easy access to local attractions like The Lazy Daisy and Uptown Alley. This 1600-square-foot, three-bedroom, three-bathroom dwelling boasts a private balcony, in-unit garage, laundry, and a master suite with a remote-controlled reclining bed, comfortably accommodating up to nine guests.
9.0 12 reviews
Chesterfield, VA
10/10 – 10/22
$170/nighttotal: $2040 (12 )
The Great Pink Lady With Huge Wrap Around Porch!
2 2
apartment , Richmond
This Woodland Heights rental home in Richmond, Virginia is conveniently located within three miles of Belle Isle, Virginia Commonwealth University, Broad Street, Hunter Holmes McGuire VA Medical Center, and the Virginia War Memorial. This two-bedroom, two-bathroom house sleeps four guests and features a fully equipped kitchen, laundry facilities, a private yard, and parking; enjoy nearby outdoor recreation at Belle Isle.
Frequently Asked Questions about short term rentals 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 a famous cherry blossom festival like Washington D.C., you can certainly enjoy the autumn foliage. The fall colors are quite beautiful in the parks and along the river, typically peaking in late October or early November. Many of the county's parks offer stunning views during this time.
What are the best short term rentals 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, try visiting some of the smaller, independent shops and restaurants in the Manchester area or along the Route 1 corridor. Attending local events at the Chesterfield County Fairgrounds or community centers is another great option. Check local event listings for farmers' markets and festivals which offer opportunities to meet residents.
What are the best short term rentals with a pool in Chesterfield, VA?
Are there any distinctive cultural activities or hands-on workshops in Chesterfield County, Virginia?
Chesterfield offers a variety of cultural activities. Check local listings for art classes or workshops at community centers. The various museums at the Virginia State Fairgrounds might have special events or programs. Many local businesses also host workshops, so checking their websites or social media is a good way to find out what's available.
What are the best short term rentals with a jacuzzi in Chesterfield, VA?
What are some secret spots or hidden treasures to visit in Chesterfield County, Virginia?
Some lesser-known gems include the trails and nature areas tucked away within the larger parks like Huguenot Memorial Park. Exploring the backroads and discovering small, family-owned businesses in the older neighborhoods can be rewarding. The less-trafficked sections of the James River Park System offer a peaceful escape from the more popular areas.
What are the best short term rentals for families and kids in Chesterfield, VA?
What should not be left out of your suitcase if you are going to Chesterfield County, Virginia?
Pack comfortable walking shoes, as you'll likely do a lot of walking, especially if you plan on exploring the parks and trails. Depending on the time of year, pack layers of clothing as the weather can vary. Sunscreen and insect repellent are also advisable, especially during warmer months.
What are the most popular festivals in Chesterfield County, Virginia?
Chesterfield County hosts numerous events throughout the year. The Chesterfield County Fair is a major annual event. Many smaller, community-based festivals and events take place throughout the year, so checking local event listings is the best way to find out what's happening during your visit.
Where should you try the best local food in Chesterfield County, Virginia?
For a taste of local fare, explore the restaurants in the Manchester area. Hull Street has many options, from casual eateries to more upscale dining. Exploring the various restaurants throughout the county will reveal many hidden culinary gems. Checking online reviews can help guide your choices.
Nearby regions
Best Chesterfield, VA lodging with a kitchen
9.6 66 reviews
Chesterfield, VA
10/10 – 10/22
$120/nighttotal: $1440 (12 )
The Winter Clover.
1 2
B&B , Chester
This Chester apartment rental is conveniently located nine minutes from Pocahontas State Park, 30 minutes from Richmond, and 90 minutes from Virginia Beach. The one-bedroom, one-bathroom unit sleeps two, features a full kitchen with coffee maker, microwave, and oven, and offers a queen bed plus an available queen-size air mattress; a community walking trail is nearby.
9.3 3 reviews
Chesterfield, VA
07/19 – 07/25
$129/nighttotal: $774 (6 )
Cozy Basement Studio Room W/ A Private Bath
1 2
apartment , Chester
This newly built basement studio is located in Richmond, offering convenient access to major highways for exploring the city and surrounding areas. This stylish studio accommodates up to 3 guests and features air conditioning and internet, providing a private and self-contained living space.
9.6 101 reviews
Chesterfield, VA
07/19 – 07/25
$273/nighttotal: $1638 (6 )
Cozy 3 Bedroom Home Near Downtown
3 2
apartment , Richmond
This centrally located Richmond apartment offers easy access to downtown and the airport, with Uber or Lyft rides costing $10-15 and $20-25 respectively. The two-bedroom, one-bathroom unit sleeps four guests comfortably and features a fully equipped kitchen, private back deck, fitness center access, and multiple TVs with streaming services.
9.6 87 reviews
Chesterfield, VA
10/10 – 10/22
$291/nighttotal: $3492 (12 )
Recline At Timberline, Family Friendly!
1 2
apartment , Chester
This tri-level apartment is located between Colonial Heights and Chester, just a short drive from Interstate 95 and the SouthPark mall. The property has consistently received excellent reviews for its cleanliness, location, and overall user experience. The apartment offers three bedrooms and one bathroom, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a private backyard with a playset, a screened-in porch, and entertainment options like streaming services and multiple TVs.
Best Chesterfield, VA lodging with laundry available
10 16 reviews
Chesterfield, VA
07/19 – 07/25
$423/nighttotal: $2538 (6 )
Glamorous 4br Home, Office & Large Yard Near Ric
4 2
apartment , Meadowbrook
This Chesterfield apartment rental is conveniently located 18 minutes from Richmond International Airport (RIC), providing easy access to Carytown and the Virginia Museum of Fine Arts. This four-bedroom, 2.5-bathroom Meadowbrook home sleeps eight guests and features a fully equipped kitchen, private patio, large fenced yard, and driveway parking for up to six cars; nearby attractions include the James River Park System.
9.9 21 reviews
Chesterfield, VA
07/19 – 07/25
$71/nighttotal: $426 (6 )
Private Room In Shared Home\modern I-95 & Fort Lee
1 2
house , Chester
This one-bedroom, one-bathroom apartment in Chester provides easy access to I-95, Fort Lee, and Richmond. This unit features a kitchen, air conditioning, Wi-Fi, ceiling projectors for movie nights, and access to a community swimming pool and fitness center, with complimentary parking available for up to two guests.
9.7 20 reviews
Chesterfield, VA
08/03 – 08/21
$217/nighttotal: $3906 (18 )
Central Spacious Jessup
1 2
apartment , Meadowbrook
This Meadowbrook home is conveniently located in the center of the district, making it easy to explore shops, restaurants, and attractions. With excellent ratings for location, cleanliness, and overall user experience, you can be sure of a comfortable stay. This 3-bedroom, 2-bathroom home comfortably sleeps 6 guests, with a spacious layout and a fully equipped kitchen. Enjoy modern amenities like a smart TV, washer, and dryer, and take advantage of the central location to explore all that Meadowbrook has to offer.
10 33 reviews
Chesterfield, VA
10/05 – 10/09
$192/nighttotal: $768 (4 )
Stay Awhile - Private, Large Yard, Easy Travel
1 2
apartment , Bellwood
This three-bedroom, two-bathroom house rental near Bellwood, Virginia offers easy access to Interstates 288 and 95, situated just six minutes from the Defense Supply Center Richmond. The two-story home features a large fenced backyard, ample parking for boats and trailers, and accommodates up to six guests with a fully equipped kitchen including a dishwasher, and air conditioning.