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Chesterfield, VA vacation rentals
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Best Vacation rentals and Airbnb offers in Chesterfield, VA

Best family friendly Chesterfield, VA vacation rentals

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

Globetrotters Suite In Historic Richmond W Patio - Chesterfield, VA
9.5 90 reviews

Globetrotters Suite In Historic Richmond W Patio

apartment, Richmond
This pet-friendly Richmond apartment rental is situated in a quiet neighborhood, approximately 3 miles from the Museum of the Confederacy, VCU School of the Arts, and the Greater Richmond Convention Center.
This 950-square-foot two-bedroom unit features a living room, fully equipped kitchen with dishwasher, private patio, free Wi-Fi, and access to a relaxing garden; it comfortably sleeps four guests.
Qualla Park - Chesterfield, VA
10 4 reviews

Qualla Park

apartment, Brandermill
This pet-friendly vacation rental in Chesterfield is located 4 minutes by car from Pocahontas State Park and 15 minutes by car from River City Sportsplex.
This 1300 sq ft apartment offers 3 bedrooms, 1.5 bathrooms, and can accommodate up to 6 guests, featuring amenities like a hot tub, full kitchen, air conditioning, and on-site parking, with easy access to outdoor activities and local attractions.
Family Fun! 2 Story Oasis And Pup Retreat Near Rva! - Chesterfield, VA
9.0 1 review

Family Fun! 2 Story Oasis And Pup Retreat Near Rva!

house, Richmond
This Richmond vacation home, dubbed "Pup Retreat," is conveniently located approximately 4 miles from the Museum of the Confederacy and the Virginia Commonwealth University School of the Arts, offering easy access to major attractions.
This 1300-square-foot house features four bedrooms, two bathrooms, and can comfortably accommodate up to 15 guests, boasting a fully equipped kitchen, private parking, free Wi-Fi, a garden, and family-friendly amenities like an indoor play area and outdoor play equipment.
Contemporary 3-bedroom Home With Balcony In Rva - Chesterfield, VA
9.6 120 reviews

Contemporary 3-bedroom Home With Balcony In Rva

apartment, Richmond
This 3-bedroom apartment is located in Richmond, just a short drive from the Greater Richmond Convention Center and Museum of Confederacy, with easy access to other attractions like the Virginia Commonwealth University School of the Arts and University Stadium. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This spacious rental offers 1650 square feet of living space, comfortably accommodating up to 6 guests. The apartment includes modern amenities like a fully equipped kitchen, a balcony with quiet street views, and free Wi-Fi, making it perfect for both relaxing and exploring Richmond.

Best pet friendly Chesterfield, VA vacation rentals

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

Vincent House - Historic Charm & Modern Comfort - Chesterfield, VA
9.8 8 reviews

Vincent House - Historic Charm & Modern Comfort

apartment, Bon Air
This five-bedroom, three-bathroom house in Bon Air offers convenient access to local attractions, situated just a 2-minute drive from Chesterfield Towne Center and a 3-minute drive from Mid-Lothian Mines Park.
This pet-friendly rental accommodates up to 10 guests and features air conditioning, a Jacuzzi, on-site parking, a fully equipped kitchen with a microwave and dishwasher, complimentary Wi-Fi, and an in-unit washer and dryer.
Luxe Cottage - South Chesterfield Stylishly Renovated, W/ Large Master Suite - Chesterfield, VA
9.8 19 reviews

Luxe Cottage - South Chesterfield Stylishly Renovated, W/ Large Master Suite

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.
Chesterfield Estate | Sleeps 14 Near Downtown Rva - Chesterfield, VA
No reviews

Chesterfield Estate | Sleeps 14 Near Downtown Rva

apartment, Bensley
This North Chesterfield rental is located a short drive from Downtown Richmond, offering convenient access to the city's attractions.
This expansive five-bedroom, 3.5-bathroom property accommodates up to 14 guests, featuring two separate living areas, a full kitchen, a kitchenette, air conditioning, a fenced backyard, and free private parking, making it ideal for families and pets.
The Divine Cottage: Woodsy Hideaway! - Chesterfield, VA
9.5 15 reviews

The Divine Cottage: Woodsy Hideaway!

apartment, Meadowbrook
This 3-bedroom apartment is situated in the 23234 zip code of Richmond, VA, offering a secluded, wooded retreat approximately 150 yards from the property owners' residence.
This pet-friendly dwelling accommodates up to 8 guests with a fully equipped kitchen, air conditioning, internet, a workspace, a pool table, a charcoal grill, and a brick patio, all accessible via a gravel roadway with a small concrete bridge.

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?

    Private Guest Apt On Creek W/ Patio & Fire Feature, Gorgeous Creek View From Your Private Eyrie and The Black Pot - Free Parking are the most popular Airbnb and vacation rentals in Chesterfield, VA among travelers.

  • 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?

    The best vacation rentals or Airbnb with a jacuzzi in Chesterfield, VA are The Branson Lakeside Villa, Chester Virginia Fully Furnished Apt and Extended Stay Home~insurance+military Stay Welcome.

  • 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 2 accommodations in Chesterfield, VA, here are the 2 best rentals with a pool

Always Comfy! - Chesterfield, VA
No reviews

Always Comfy!

apartment, Richmond
This one-bedroom, one-bathroom apartment in Richmond offers a peaceful and central location, providing convenient access to local attractions and landmarks.
This family-friendly rental accommodates up to 8 guests and features amenities such as internet, a kitchen, air conditioning, a swimming pool, fitness center, and parking.
Pet-friendly Home W/ Private Pool - Chesterfield, VA
No reviews

Pet-friendly Home W/ Private Pool

apartment, Bellwood
This pet-friendly house in Bellwood offers a spacious retreat with a large yard, located in a tranquil area convenient for family relaxation and exploration.
This apartment features 3 bedrooms, 1 bathroom, and can accommodate up to 6 guests, with amenities including a private pool, air conditioning, internet, and parking.

Best Chesterfield, VA vacation rentals with parking

Entire House | 12 Min To Downtown Rva | Sleeps 9 - Chesterfield, VA
No reviews

Entire House | 12 Min To Downtown Rva | Sleeps 9

house, Bensley
This family and pet-friendly house in North Chesterfield offers a quiet neighborhood setting with quick access to Downtown Richmond, located less than 5 minutes from SwimRVA.
This 3-bedroom, 2-bathroom rental accommodates up to 9 guests, featuring a fully equipped kitchen, in-house washer and dryer, fast WiFi, and a fenced backyard, with free private parking available.
Game Room + Yard: Updated House In Chester! - Chesterfield, VA
9.0 1 review

Game Room + Yard: Updated House In Chester!

house, Chester
This Chester vacation home is conveniently located near Rogers Stadium (5.6 miles) and Sycamore Rouge Theatre (5.8 miles), about 20 miles from Richmond's attractions.
This three-bedroom house boasts 1350 square feet of space, accommodating up to 11 guests with amenities including a fully equipped kitchen, air conditioning, a private patio, laundry facilities, a fireplace, and free Wi-Fi.
Stay Awhile - Private, Large Yard, Easy Travel - Chesterfield, VA
10 43 reviews

Stay Awhile - Private, Large Yard, Easy Travel

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.
Cozy Cabin @James River; Live/work/play Experience - Chesterfield, VA
9.9 43 reviews

Cozy Cabin @James River; Live/work/play Experience

apartment, Bellwood
This apartment is located in Bellwood, adjacent to Fort Brady, a historic Civil War site, and within easy reach of Richmond's city center. It has excellent user, location, and cleanliness ratings.
This apartment accommodates up to 8 guests with 3 bedrooms, 2 bathrooms, a fully equipped kitchen, and an open and airy living space with vaulted ceilings. It also features a unique log cabin setting on a private estate with access to the James River, essential oil diffusers, and lavender memory foam mattress toppers for relaxation.
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