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Chesterfield vacation rentals

We found 505 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of 8 homes and other vacation rentals in Chesterfield that are perfect for your trip. Vacation homes offer the best amenities for you and your friends, family, or even pets, like WiFi and cable TV. At the end of the day, you'll be sure to find a rental for everyone's needs, including a place that is accessible or non-smoking.

Find spaces that suit your style

The natural setting of Chesterfield is ready to explore

Take a vacation to Chesterfield and enjoy the area's culture, history and museums. Renowned for its shopping, golfing and parks, this city welcomes all visitors. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Chesterfield

Are you hoping to discover attractions to visit while you're in town? Venture out of your vacation home and experience everything that makes Chesterfield a one-of-a-kind vacation spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Iron Bridge Sports Park (1.3 mi / 2.1 km)
  • Pocahontas State Park (3.9 mi / 6.2 km)
  • Country Club of Virginia (13.4 mi / 21.6 km)
  • Metro Richmond Zoo (14.3 mi / 23.1 km)
  • Virginia Motorsports Park (14.6 mi / 23.4 km)
  • Richmond Raceway (16.1 mi / 25.9 km)

Exploring the natural landscape of Chesterfield

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Chesterfield is a great place to spend some time outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Pocahontas State Park (3.9 mi / 6.2 km)
  • Richmond National Battlefield Park (8.1 mi / 13 km)
  • Maymont Park (11 mi / 17.7 km)
  • Dorey Park (11 mi / 17.8 km)
  • James River (11.1 mi / 17.9 km)
  • Virginia Capital Trail: Richmond Trailhead (11.3 mi / 18.2 km)

Traveling to and around Chesterfield

The nearest airport is in Richmond Intl. Airport (RIC), located 13.1 mi (21.1 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chesterfield?

The most popular types of vacation rentals in Chesterfield are houses. Looking for something different? Vrbo has many options to match the unique needs of our guests, so you'll see properties in lots of sizes and shapes. The perfect fit is waiting for you — get yours today.

How much does it cost to rent a vacation rental in Chesterfield?

Different things can influence how much you'll pay for a vacation rental in Chesterfield, such as the length of stay, season and type of property. Still, all of our vacation homes have something in common — exceptional value. Simply enter your travel dates to find your ideal match.

How much does it cost to rent a beach house in Chesterfield?

Prices for beach houses in Chesterfield may vary depending on the style and size of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and how many guests to view available options and prices. From there you can use our filters to tailor your search by amenities, nearby activities, ratings and more.

Are there pet-friendly vacation rentals in Chesterfield?

There are, yes. You'll have your pick of four vacation homes that welcome pets in Chesterfield on Vrbo. Our furry kids deserve a break too, so simply use our search function for pet-friendly vacation rentals to find a property where Fido can get in on the fun.

What are popular rental amenities in Chesterfield?

The most popular rental amenities people are searching for in Chesterfield include a barbecue grill, a firepit and nearby museums. Whether you're taking a trip with buddies, family or even pets, Vrbo vacation homes include the best amenities for ultimate relaxation with the people that matter most.

Are there large group vacation rentals in Chesterfield?

There are two vacation properties in Chesterfield that can accommodate a group of five or more people. From family getaways to special occasions like birthday parties, these stays have enough room to spend time with your favorite people.

Are there vacation rentals in Chesterfield that welcome kids?

Bring the whole family together for fun-filled adventures in Chesterfield at one of our four family-friendly vacation homes. Many of these stays feature conveniences that are suitable for trips with youngsters, such as full kitchens, extra bedrooms and entertainment units. Just click on the "Properties good for families" filter and decide on your favorite.

What are the top attractions for families in Chesterfield?

There's a ton of amazing things to see and do with the family in Chesterfield, such as:

  • Uptown Alley
  • River City Sportsplex
  • Pocahontas State Park

Are there vacation rentals with WiFi in Chesterfield?

Chesterfield has three vacation rentals with WiFi, so you can stay connected while you're on vacation. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with the family to sending emails, these Vrbo homes make it easy to get online.

How can I find vacation rentals with air conditioning in Chesterfield?

You'll have a choice of three vacation rentals with air conditioning in Chesterfield offering that cooling breeze and extra bit of comfort. Simply enter your dates of travel and then take advantage of our filters to help you find stays with air conditioning.

How old do you have to be to rent a vacation rental in Chesterfield?

We advise checking with the Chesterfield vacation home you're looking at on Vrbo as the minimum age differs. However, generally it's 16, 18 or 21.

How long can I rent a vacation rental in Chesterfield for?

The length of time you can rent a vacation rental in Chesterfield differs according to the property. Just enter your chosen travel dates to display a list of options offering extended stays. With a range of creature comforts such as air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you're sure to get somewhere just right to call your home away from home in Chesterfield.

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