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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

The Painted Jungle Near Downtown Rva Free Parking - Chesterfield, VA
10 2 reviews

The Painted Jungle Near Downtown Rva Free Parking

house, Bensley
This guest house in Bensley is located 9 miles, a 13-minute drive, from Downtown Richmond and is a 5-minute walk from a bakery and restaurant, with SwimRVA less than 5 minutes away and Carytown, Scott's Addition, VCU, Maymont, and VMFA a short drive.
This 2-bedroom, 1-bathroom rental accommodates up to 5 guests and features a kitchenette with an induction cooktop, microwave, and full-size fridge, free private driveway parking, keyless self-check-in, an in-unit washer/dryer, fast WiFi, and a fenced backyard, making it family and pet-friendly.
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 house in North Chesterfield is located 12 miles from Downtown Richmond and 4 miles from SwimRVA.
This 1,500 sq ft dwelling offers 3 bedrooms, 2 bathrooms, accommodates up to 9 guests, and features a full kitchen, WiFi, and private parking, with a fenced backyard perfect for families and pets.
Contemporary 3-bedroom Home With Balcony In Rva - Chesterfield, VA
10 27 reviews

Contemporary 3-bedroom Home With Balcony In Rva

apartment, Richmond
This Reedy Creek rental is conveniently located within 3 miles of Richmond landmarks like the Hunter Holmes McGuire VA Medical Center, Belle Isle, and the Virginia War Memorial.
The three-bedroom, two-bathroom apartment sleeps six, offering a private yard, free Wi-Fi, a fully equipped kitchen, and on-site amenities including a garden and barbecue grills.
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

Near Hospitals & Attractions: Richmond Getaway! - Chesterfield, VA
No reviews

Near Hospitals & Attractions: Richmond Getaway!

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.
Cozy Litle House In Richmond - Chesterfield, VA
8.0 6 reviews

Cozy Litle House In Richmond

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.
Urban Retreat! Rva Hotspots At Your Doorstep! - Chesterfield, VA
10 2 reviews

Urban Retreat! Rva Hotspots At Your Doorstep!

house, Richmond
This urban retreat in Richmond offers easy access to RVA attractions, located within 3.2 miles of the Greater Richmond Convention Center and the Museum of the Confederacy, and 3.6 miles from Virginia Commonwealth University School of the Arts.
This 860-square-foot house accommodates up to 7 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen with a dishwasher, air conditioning, a fireplace, a patio with barbecue, and free on-site parking and WiFi.
The Underground Lounge: A Private Escape - Chesterfield, VA
9.0 2 reviews

The Underground Lounge: A Private Escape

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.

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

Landing | Amazing 3bd, Pool, Courtyard - Chesterfield, VA
No reviews

Landing | Amazing 3bd, Pool, Courtyard

apartment, Richmond
This 3-bedroom, 3-bathroom Richmond condo is situated in the Old Town Manchester district, offering a 12-minute walk to the James River and a 3-minute drive to Broad Street.
This 1270 square foot residence accommodates up to 6 guests and features air conditioning, complimentary Wi-Fi, a full kitchen, and is conveniently located near the Edgar Allan Poe Museum, the American Civil War Center, and Capitol Place.
Landing | Incredible 3bd, Pool, Courtyard - Chesterfield, VA
No reviews

Landing | Incredible 3bd, Pool, Courtyard

apartment, Richmond
This Richmond apartment is situated in the historic Old Town Manchester district, offering a 12-minute walk to the James River and a 3-minute drive to Broad Street.
This 1270 sq ft residence features 3 bedrooms, 3 bathrooms, and accommodates up to 6 guests with amenities including air conditioning, Wi-Fi, a refrigerator, and a washing machine.

Best Chesterfield, VA vacation rentals with parking

Relax At Crieff Cottage, A Cozy 3-bedroom Richmond Retreat With A Private Hot Tub, Two King Bedrooms, Inviting Living Spaces, And A Stocked Kitchen. Quiet Location With Easy Access To Downtown, Restaurants, Hospitals, And Universities. - Chesterfield, VA
10 17 reviews

Relax At Crieff Cottage, A Cozy 3-bedroom Richmond Retreat With A Private Hot Tub, Two King Bedrooms, Inviting Living Spaces, And A Stocked Kitchen. Quiet Location With Easy Access To Downtown, Restaurants, Hospitals, And Universities.

cottage, Richmond
This Beaufont cottage, located approximately 1.6 miles from Chippenham Hospital and within six miles of Maymont Park and Byrd Park in Richmond, Virginia, offers convenient access to area attractions and medical facilities.
This 1,250-square-foot rental boasts three bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, Jacuzzi, private fenced yard, and free Wi-Fi.
Furnished 2/1 W/fenced Backyard & Carport - Chesterfield, VA
9.0 8 reviews

Furnished 2/1 W/fenced Backyard & Carport

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.
Luxury Bailey Mountain - Chesterfield, VA
9.6 10 reviews

Luxury Bailey Mountain

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.
Classic Colonial Home W/ Private Yard In Richmond! - Chesterfield, VA
No reviews

Classic Colonial Home W/ Private Yard In Richmond!

apartment, Meadowbrook
This Meadowbrook apartment is located approximately 18 minutes by car from the Greater Richmond Convention Center and Broad Street.
This 1930 sq ft rental offers 4 bedrooms, 2 bathrooms, and can accommodate up to 5 guests, featuring a private garden, air conditioning, and on-site laundry.
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