Find short term rentals in Chesterfield, VA at the best prices

12 available short term rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • priceline
  • tripadvisor
  • tripcom
  • sonder
  • homestay
  • hostelworld
  • hotelscom
  • agoda
Chesterfield, VA short term rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Short term and Weekly rentals in Chesterfield, VA

Best family friendly Chesterfield, VA Short term rentals

Among the 4 accommodations in Chesterfield, VA, here are the 4 best family friendly rentals

Stylish Retreat In Charming Richmond With Private Sauna And Other Modern Touches - Chesterfield, VA
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.
Cozy Private Queen Room · Quiet · Comfortable Stay - Chesterfield, VA
10 15 reviews
Chesterfield, VA
10/10 – 22/10
$89/nighttotal: $1068 (12 )

Cozy Private Queen Room · Quiet · Comfortable Stay

1 2
apartment , Chester
The Happy Chestnut guest house is peacefully located in a Chester residential neighbourhood on a quiet cul-de-sac, offering easy access to the city centre and its historical attractions.
This en-suite room offers a queen-size bed, 55" Smart TV, and access to a shared kitchen and laundry facilities, accommodating up to two guests and perfect for longer stays.
Elvis Endless Summer Queen Bedroom - Chesterfield, VA
9.7 84 reviews
Chesterfield, VA
27/06 – 04/07
$140/nighttotal: $980 (7 )

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.
Charming Duplex Retreat In Old Town Manchester, Va - Chesterfield, VA
9.8 22 reviews
Chesterfield, VA
10/10 – 22/10
$281/nighttotal: $3372 (12 )

Charming Duplex Retreat In Old Town Manchester, Va

2 2
apartment , Richmond
This Manchester flat is ideally situated within 3.2 kilometres of the James River, Broad Street, and Virginia Commonwealth University, offering easy access to Richmond's key attractions including the Federal Reserve Bank of Richmond Money Museum and the American Civil War Center at Historic Tredegar, all within 1.6 kilometres.
The 85 square metre, two-bedroom, two-bathroom dwelling sleeps four guests and boasts free parking, Wi-Fi, a fully equipped kitchen, and a private balcony with in-apartment games.

Best Chesterfield, VA lodging with a balcony

Modern Unit In Historic Old Manchester. - Chesterfield, VA
9.9 299 reviews
Chesterfield, VA
27/06 – 04/07
$475/nighttotal: $3325 (7 )

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.
Lakefront Guest Suite Near Richmond - Chesterfield, VA
8.7 3 reviews
Chesterfield, VA
27/06 – 04/07
$344/nighttotal: $2408 (7 )

Lakefront Guest Suite Near Richmond

2 2
apartment , Rockwood
This Rockwood lakefront apartment, situated approximately 16-21 kilometres from Richmond attractions such as the University of Richmond Stadium, Dogwood Dell, and Carytown, offers serene views.
The 93 square metre self-catering flat comprises two bedrooms, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, free Wi-Fi, and on-site parking.
5-star Comfort, 16 Minutes From Richmond Downtown - Chesterfield, VA
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.
Cookie B - Chesterfield, VA
Chesterfield, VA
27/06 – 04/07
$358/nighttotal: $2506 (7 )

Cookie B

1 2
, Bellwood
Cookie B Cottage, a pet-friendly self-catering property, is located in Prince George, 20 kilometres from the city centre.
This Bellwood cottage sleeps two guests and offers a terrace, free Wi-Fi, parking, a kitchen with a fridge and microwave, air conditioning, and a bathroom; a cleaning fee of £16 applies.

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?

    Chester Virginia Fully Furnished Apt and Upscale Modern Cheerful Townhome 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

Urban Retreat: Rva Hotspots At Your Doorstep! - Chesterfield, VA
Chesterfield, VA
27/06 – 04/07
$323/nighttotal: $2261 (7 )

Urban Retreat: Rva Hotspots At Your Doorstep!

2 2
apartment , Richmond
This Southside Richmond flat in Oak Grove is positioned a short distance from downtown bridges, Carytown, The Fan, Shockoe Bottom, and the James River, offering a convenient base in a quiet residential area.
This 79 square meter flat accommodates four guests across two bedrooms and features a modern kitchen with a dishwasher, air conditioning, a garden, spa facilities, on-site parking, and laundry, with a patio for relaxation.
Aviation Haven: 5 Mins To Ric, Ready For Takeoff! - Chesterfield, VA
10 6 reviews
Chesterfield, VA
26/06 – 29/06
$426/nighttotal: $1278 (3 )

Aviation Haven: 5 Mins To Ric, Ready For Takeoff!

2 5
apartment , Sandston
This Sandston holiday home is situated 1.3km from Dorey Park and within a 9.7km radius of White Oak Village, the Virginia Aviation Museum, Broad Street, and Richmond National Battlefield Park.
This 70 square metre property sleeps five guests, boasting two bedrooms, one bathroom, a fully equipped kitchen with appliances including a dishwasher, free Wi-Fi, a garden, parking, and is suitable for health-conscious travellers.
Discover Comfort & Convenience At Our Euclid Ave Oasis - Chesterfield, VA
10 2 reviews
Chesterfield, VA
10/10 – 22/10
$233/nighttotal: $2796 (12 )

Discover Comfort & Convenience At Our Euclid Ave Oasis

2 2
apartment , Richmond
This two-bedroom flat is located in Richmond's Fulton district, a 6-minute drive from Broad Street and a 4-minute drive to the James River.
This family-friendly property offers parking, air conditioning, Wi-Fi, and a full kitchen, with a garden and barbecue grill for outdoor enjoyment.
Classic Colonial Home W/ Private Yard In Richmond! - Chesterfield, VA
Chesterfield, VA
05/10 – 09/10
$454/nighttotal: $1816 (4 )

Classic Colonial Home W/ Private Yard In Richmond!

4 2
apartment , Meadowbrook
This spacious 179 square meter apartment in Meadowbrook is situated 29 kilometers from the Greater Richmond Convention Centre and Broad Street, offering convenient parking and proximity to Rockwood Park, Pocahontas State Park, Henricus Historical Park, and the James River.
This four-bedroom, two-and-a-half-bathroom residence accommodates up to five guests and features a garden, private terrace, air conditioning, a fireplace, and a fully equipped kitchen with a fridge and microwave oven.

Best Chesterfield, VA lodging with laundry available

Private Room In Shared Home\modern I-95 & Fort Lee - Chesterfield, VA
9.9 21 reviews
Chesterfield, VA
19/07 – 25/07
$99/nighttotal: $594 (6 )

Private Room In Shared Home\modern I-95 & Fort Lee

1 2
house , Chester
This one-bedroom flat in Chester offers excellent access to the I-95, Fort Lee, and Richmond, situated in a tranquil residential district.
This modern apartment for two features air conditioning, Wi-Fi, a full kitchen, complimentary parking, and a community swimming pool, with ceiling projectors for in-unit entertainment.
Stylish Private Room | Cozy, Clean & Modern 1 - Chesterfield, VA
10 12 reviews
Chesterfield, VA
10/10 – 22/10
$153/nighttotal: $1836 (12 )

Stylish Private Room | Cozy, Clean & Modern 1

1 2
apartment , Bensley
This Bensley flat is centrally located for easy access to local attractions.
This one-bedroom apartment accommodates two guests and features a kitchenette, air conditioning, and Wi-Fi, making it suitable for both short and extended stays.
Game Room + Yard: Updated House In Chester! - Chesterfield, VA
9.3 24 reviews
Chesterfield, VA
05/10 – 09/10
$287/nighttotal: $1148 (4 )

Game Room + Yard: Updated House In Chester!

3 2
apartment , Chester
This Chester holiday home is situated in a tree-lined area, approximately 30 kilometres from Richmond city centre.
The three-bedroom, two-bathroom property sleeps six, boasting a private garden, game room with foosball and poker tables, keyless entry, driveway parking for four cars, and a fully equipped kitchen including a dishwasher, microwave, and fridge.
Near Hospitals & Attractions: Richmond Getaway! - Chesterfield, VA
8.6 7 reviews
Chesterfield, VA
19/07 – 25/07
$316/nighttotal: $1896 (6 )

Near Hospitals & Attractions: Richmond Getaway!

3 2
apartment , Bensley
This three-bedroom, two-bathroom flat in Bensley is situated 20 kilometres from the Carytown Watermelon Festival and offers convenient access to downtown Richmond's dining options.
This pet-friendly property includes a garden, a deck with a grill, a fully equipped kitchen with a microwave, air conditioning, a washer/dryer, and parking, accommodating up to six guests for a comfortable stay.
©2026 cozycozy.com