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Best Vacation rentals and Airbnb offers in Chesterfield, VA
10 18 reviews
Chesterfield, VA
07/30 – 08/14
$239/nighttotal: $3585 (15 )
Pink Door-chesterfield Va
1 5
apartment , Rockwood
This four-bedroom house, located in Chesterfield, offers easy access to Rockwood attractions, a short drive away. The 3-bathroom home comfortably sleeps eight guests and includes a fully equipped kitchen, in-unit laundry, and amenities such as Wi-Fi, parking, and air conditioning.
9.6 8 reviews
Chesterfield, VA
06/20 – 06/27
$189/nighttotal: $1323 (7 )
* Prime Location: 2-br Oasis With Washer & Dryer *
2 2
apartment , Manchester
This 2-bedroom apartment is located in North Chesterfield, a short 15-minute drive from Broad Street and 16 minutes from the Greater Richmond Convention Center. The surrounding area offers a peaceful atmosphere with easy access to parks and cultural attractions. This Manchester rental comfortably sleeps 4 guests and features a fully equipped kitchen, a washer and dryer, Wi-Fi, a TV, a garden, a balcony, and parking. Enjoy the convenience of being close to parks, museums, and family-friendly activities.
9.6 9 reviews
Chesterfield, VA
07/30 – 08/14
$280/nighttotal: $4200 (15 )
Luxury Bailey Mountain
1 5
apartment , Brandermill
This Brandermill house rental is conveniently located near Hull Street Road, within walking distance of a Wawa and a short drive from shopping centers like Walmart, BJ's, Food Lion, and Kroger. This four-bedroom, two-bathroom home sleeps eight guests and features a fully equipped kitchen, in-unit laundry, a living room with a smart TV, and a backyard; nearby Route 288 provides easy access to other areas of Richmond.
Chesterfield, VA
07/30 – 08/14
$178/nighttotal: $2670 (15 )
Colonial Heights Home W/ Large Yard & Bbq Grill!
3 5
house , Colonial Heights
This Colonial Heights vacation home is located near Rogers Stadium and Sycamore Rouge Theatre, approximately 22-25 miles from Richmond, VA attractions. This 1,090-square-foot house features 3 bedrooms, 2 bathrooms, sleeps 11 guests, and includes a fully equipped kitchen, spa, tennis court, and free Wi-Fi.
9.8 244 reviews
Chesterfield, VA
11/18 – 11/22
$123/nighttotal: $492 (4 )
Romantic Treehouse For 2 In Farm (No Kids)
1 2
cabin , Meadowbrook
This Meadowbrook cabin is located on a small farm in a quiet neighborhood, just a short distance from the town center and popular hiking trails. It has excellent user, location, and cleanliness ratings, making it a great choice for travelers looking for a peaceful getaway. The cabin is designed for two guests and features a unique layout with an outdoor bathroom. It comes equipped with modern amenities like electricity, Wi-Fi, a Smart TV, and a comfortable bed, as well as a separate glamping tent with a fire pit for those who want a different outdoor experience.
9.8 21 reviews
Chesterfield, VA
10/10 – 10/22
$196/nighttotal: $2352 (12 )
Comfortable 1-bedroom Apartment
1 2
house , Brandermill
This Brandermill in-law suite offers a private entrance and is minutes from shopping centers and local hiking/biking trails. The one-bedroom, one-bathroom unit sleeps two guests and features a fully updated kitchen, modern amenities, and convenient access to Brandermill's attractions.
10 130 reviews
Chesterfield, VA
11/18 – 11/22
$205/nighttotal: $820 (4 )
Relaxing, Inviting Home
1 2
apartment , Chester
This family-friendly vacation rental is situated in a residential district of Chester, just a short walk from the city walls and a quick drive to the Roman Amphitheatre. The three-bedroom, two-bathroom home comfortably accommodates eight guests and features a fully equipped kitchen, air conditioning, and parking.
Chesterfield, VA
07/30 – 08/31
$247/nighttotal: $7904 (32 )
Near Hospitals & Attractions: Richmond Getaway!
3 5
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.
This vacation rental is located in North Chesterfield, just a short drive from the James River and Virginia Commonwealth University. The home has received excellent user ratings and is a great option for families or groups of friends visiting Richmond. This 3-bedroom house has 3 bathrooms and can comfortably sleep 8 guests. The home features a fully equipped kitchen, a balcony, a garden, and internet access.
Chesterfield, VA
06/20 – 06/27
$382/nighttotal: $2674 (7 )
5 Mi To Fort Gregg-adams: Spacious Family Home
5 2
house , Colonial Heights
This Colonial Heights house is located 5 miles from Fort Gregg-Adams and within 24 miles of Virginia Commonwealth University School of the Arts and University Stadium. This 2600 square foot, 5-bedroom family home accommodates up to 23 guests with 3 bathrooms, a full kitchen including a fridge, microwave, and dishwasher, and air conditioning, offering complimentary WiFi and parking.
9.9 178 reviews
Chesterfield, VA
11/18 – 11/22
$193/nighttotal: $772 (4 )
Peaceful, Relaxing Home.
1 2
apartment , Chester
This Chester home is conveniently located near Walmart and Kroger, making it easy to grab groceries and essentials. The property also enjoys a fantastic location close to the Cinema Cafe for entertainment. This accommodation boasts excellent ratings for location, cleanliness, and overall user experience. This home has two bathrooms and can comfortably accommodate up to seven guests. The property is family-friendly and offers easy access to nearby attractions and amenities, making it a perfect choice for travelers looking for a convenient and comfortable stay in Chester.
Chesterfield, VA
07/30 – 08/31
$189/nighttotal: $6048 (32 )
11 Mi To Fort Lee: 30-acre Retreat W/ Scenic Views
2 5
apartment , Matoaca
This Petersburg vacation rental, a fort, is located 2 miles from the city and 4 miles from Lake Chesdin, offering mountain views from its private 30-acre property. This 1500 square foot accommodation accommodates up to 6 guests and features 2 bedrooms, 1 bathroom, a full kitchen, air conditioning, WiFi, a pool table, and direct access to on-site hiking trails, with trailer parking and an EV charger available.
Best family friendly Chesterfield, VA vacation rentals
Among the 4 accommodations in Chesterfield, VA, here are the 4 best family friendly rentals
9.0 18 reviews
Chesterfield, VA
11/18 – 11/22
$373/nighttotal: $1492 (4 )
Private House & Yard Central Location To All Rva
4 2
apartment , Richmond
This 4-bedroom house is located in North Chesterfield, just a short drive from the James River, Byrd Park, and other Richmond attractions. This vacation rental has received very good reviews from previous guests. This 1300 square foot house can accommodate up to 10 guests. This house features a fully equipped kitchen, a comfortable living area, a spacious garden, and a tennis court, perfect for families or groups of friends.
Chesterfield, VA
07/30 – 08/14
$234/nighttotal: $3510 (15 )
Aviation Haven 5 Mins To Ric, Ready For Takeoff!
2 5
house , Sandston
This Sandston vacation home, located in Capitol View, offers convenient proximity to Richmond International Airport (RIC), just 2.5 miles away, and is within 10 miles of major Richmond attractions. This 750-square-foot house features two bedrooms, one bathroom, sleeps nine guests, and includes amenities such as a fully equipped kitchen, air conditioning, free Wi-Fi, private parking, and BBQ facilities.
10 1 review
Chesterfield, VA
11/18 – 11/22
$189/nighttotal: $756 (4 )
Your Private 2-bedroom Sanctuary
1 2
apartment , Richmond
This private, fully furnished first-floor apartment is located in Richmond's McGuire neighborhood, offering proximity to attractions like the American Civil War Center at Historic Tredegar and the Edgar Allan Poe Museum, as well as shopping on Broad Street and Monument Avenue. This 10,620 square foot residence features two private bedrooms, a private kitchen, and a private living room, accommodating up to four guests with amenities including Wi-Fi, air conditioning, and parking.
10 15 reviews
Chesterfield, VA
07/30 – 08/14
$240/nighttotal: $3600 (15 )
Luxe Cottage - South Chesterfield\nstylishly Renovated, W/ Large Master Suite \N\n\n
3 5
apartment , Ettrick
Ettrick Cottage offers a unique blend of comfort and convenience in the wooded surroundings of Ettrick. Just 20 minutes south of Richmond, this highly-rated apartment is close to Ettrick Park and Station, South Park Mall, VSU, Fort Gregg-Adams, and Old Towne Petersburg. The apartment features a spacious layout with three bedrooms, two bathrooms, and a guest capacity of 8. It includes a kitchen, dining area, living room, air conditioning, parking, and internet access. Guests can also enjoy outdoor activities such as motor boating, fishing, mountain biking, and hiking nearby.
Best pet friendly Chesterfield, VA vacation rentals
Among the 4 accommodations in Chesterfield, VA, here are the 4 best pet friendly rentals
9.2 51 reviews
Chesterfield, VA
10/10 – 10/22
$267/nighttotal: $3204 (12 )
Recline At Timberline! Family Friendly!
3 2
apartment , Chester
This Colonial Heights vacation home, located 1.9 miles from the Swift Creek Mill Theatre and within 6 miles of Parker's Battery Park and Point of Rocks Park, offers a convenient base for exploring Chester, Virginia. This 1400-square-foot house features three bedrooms, two bathrooms, sleeps six guests, and includes amenities such as a fully equipped kitchen, Wi-Fi, a private fenced yard with a barbecue grill, and air conditioning.
Chesterfield, VA
07/30 – 08/31
$322/nighttotal: $10304 (32 )
Historic Home In Downtown Richmond By The James River
3 5
apartment , Richmond
This apartment is located in the Swansboro neighborhood of Richmond, Virginia, offering proximity to the Virginia War Memorial and the American Civil War Center at Historic Tredegar. This 1500 sq ft residence accommodates up to 5 guests with 3 bedrooms and 3 bathrooms, featuring a large front porch with a swing, a back patio with seating, and a backyard with a fire pit.
10 1 review
Chesterfield, VA
07/30 – 08/31
$192/nighttotal: $6144 (32 )
Furnished House In Chesterfield
1 5
apartment , Rockwood
This four-bedroom, three-bathroom house rental in Chesterfield, Virginia, a suburb of Richmond, offers convenient access to Richmond's attractions, though it's not located in Rockwood as initially stated. The 1944-square-foot property features a fenced yard, swimming pool, parking, and accommodates up to five guests, perfect for families or those needing short-term lodging near Richmond.
9.7 20 reviews
Chesterfield, VA
10/10 – 10/22
$263/nighttotal: $3156 (12 )
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.
Frequently Asked Questions about vacation rentals in Chesterfield, VA
What are the must-see sights in Chesterfield County, Virginia?
For must-see sights in Chesterfield County, Virginia, you've got some great options. The Chesterfield County Fairgrounds hosts numerous events throughout the year. History buffs will love the historic Manchester area, with its charming architecture and the Canal Walk. You can also explore the expansive and beautiful Dutch Gap Conservation Area.
What are the best Airbnb and vacation rentals in Chesterfield, VA?
Are there unique natural phenomena in Chesterfield County, Virginia?
While Chesterfield County doesn't have dramatic, singular natural phenomena like geysers, its natural beauty lies in its varied landscapes. The James River provides scenic views and opportunities for water activities. The forests and parks offer hiking and wildlife viewing. Dutch Gap, a man-made waterway, is a unique feature resulting from Civil War-era fortifications.
What are the most popular Airbnbs in Chesterfield, VA?
What essentials should you bring along for a trip to Chesterfield County, Virginia?
Packing for Chesterfield depends on the time of year. Comfortable walking shoes are a must, as is sunscreen and insect repellent, especially during warmer months. Don't forget a hat and sunglasses for sun protection. Check the weather forecast before you go and pack accordingly; layers are always a good idea.
What are the best vacation rentals with a pool in Chesterfield, VA?
What famous events or festivals are happening in Chesterfield County, Virginia?
Chesterfield County hosts many local events throughout the year. The Chesterfield County Fair is a major annual event, attracting many visitors. Check local listings for specific dates and details on other smaller community festivals and events.
What are the best rentals for families and kids in Chesterfield, VA?
What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Chesterfield County, Virginia?
A daily budget in Chesterfield County can vary greatly depending on your preferences. For a modest budget, you could plan for around $100-$150 per day, covering budget-friendly accommodations, meals, and some activities. A higher budget could easily reach $300 or more per day, allowing for more luxurious options.
What are the best rentals or Airbnbs with a jacuzzi in Chesterfield, VA?
Where can you find the best restaurants serving local dishes in Chesterfield County, Virginia, and what are the must-try specialties?
Chesterfield has a diverse culinary scene. While there aren't specific 'local' dishes unique only to Chesterfield, you'll find excellent Southern comfort food. Many restaurants in the Manchester area offer traditional Southern fare. Exploring different restaurants in the county will reveal a variety of cuisines and options.
What are some less-famous attractions in Chesterfield County, Virginia, that are worth the visit?
Beyond the well-known spots, consider exploring some of Chesterfield's smaller parks and nature trails. The various neighborhood parks offer quiet escapes and opportunities for a peaceful stroll. Look into local historical markers and smaller museums for a glimpse into the county's rich history.
What are the best activities for engaging with locals and understanding their culture in Chesterfield County, Virginia?
Attending local events like farmers' markets or community festivals is a great way to interact with locals. Striking up conversations with people at these events can offer insights into the community. Visiting local businesses, such as independent shops and restaurants, can also provide a more authentic experience.
What unique natural landscapes and terrain features can travelers explore in Chesterfield County, Virginia?
Chesterfield County offers a blend of natural landscapes. The James River provides waterfront access and views. The county also has several parks and forests with hiking trails, offering opportunities to explore wooded areas and experience the natural beauty of the region. Dutch Gap is a unique man-made feature worth exploring.
How many days are ideal for visiting Chesterfield County, Virginia, and what are some itinerary suggestions?
A long weekend (3-4 days) is a good amount of time to explore Chesterfield County. You could spend a day exploring the Manchester historic district, another at Dutch Gap Conservation Area, and a third visiting local parks and restaurants. Adjust this based on your interests and pace.
Nearby regions
Best Chesterfield, VA vacation rentals with a pool
Among the 1 accommodations in Chesterfield, VA, here are the 1 best rentals with a pool
Chesterfield, VA
10/10 – 10/22
$166/nighttotal: $1992 (12 )
2 Bedroom Apartment Centrally Located In Chester
1 2
apartment , Chester
This centrally located 2-bedroom, 2-bathroom apartment in Chester offers easy access to local dining and attractions, with downtown Richmond just a 20-minute drive away. This pet-friendly flat accommodates up to 4 guests and includes a kitchen, air conditioning, a swimming pool, and a fitness center.
Best Chesterfield, VA vacation rentals with parking
9.7 34 reviews
Chesterfield, VA
11/18 – 11/22
$338/nighttotal: $1352 (4 )
Charming Retreat W/ Pool Table In Chesterfield!
1 2
apartment , Chester
This spacious Chesterfield, VA home, near Richmond and its attractions, provides easy access to major highways. The three-bedroom, two-bathroom house sleeps eight guests and features a fully equipped kitchen, a rec room with a pool table and Roku TVs, and a large backyard with a grill.
Chesterfield, VA
10/10 – 10/22
$175/nighttotal: $2100 (12 )
2 Mi To Swift Creek Reservoir! Apt In Midlothian
1 2
apartment , Brandermill
This Brandermill condo is situated in the Old Hundred Mill community, offering Swift Creek Reservoir access and located 6 miles from Midlothian Mines Park and 10 miles from Pocahontas State Park. This 3600-square-foot, single-level apartment accommodates up to 4 guests and features a fridge, microwave, air conditioning, internet, parking, a shared backyard, a dedicated workspace, and a treadmill, with step-free access.
9.0 2 reviews
Chesterfield, VA
11/18 – 11/22
$201/nighttotal: $804 (4 )
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 1 review
Chesterfield, VA
11/18 – 11/22
$137/nighttotal: $548 (4 )
The Birdhouse - Cozy Cottage Retreat In Richmond
1 2
cottage , Richmond
This garden cottage is located in Richmond's historic Swansboro neighborhood, offering a quiet retreat just minutes from downtown attractions including the American Civil War Center at Historic Tredegar and the Federal Reserve Bank of Richmond Money Museum. This accommodation accommodates up to 3 guests in 1 bedroom and features a full kitchen, air conditioning, a private fenced yard, and off-street parking, with pets allowed.
