Photo by Jocey Hurt

Chesterfield County holiday rentals

We found 574 holiday rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Select from 67 houses, 25 apartments and other holiday rentals to find the perfect place for your stay in Chesterfield County. Holiday homes offer the best amenities for your family, friends or furry companion, such as parking and a TV. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Popular Chesterfield County destinations on Stayz

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Find the perfect holiday rental for your Chesterfield County getaway

Learn about the unique charm of Chesterfield County with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Chesterfield County

Are you hoping to discover top things to see and do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Chesterfield County a fun place to get away to. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Pocahontas State Park (1.8 mi / 2.8 km)
  • Iron Bridge Sports Park (6 mi / 9.7 km)
  • Metro Richmond Zoo (8.8 mi / 14.2 km)
  • Virginia Motorsports Park (14.5 mi / 23.3 km)
  • Country Club of Virginia (14.7 mi / 23.6 km)
  • Swaders Sports Park (15.3 mi / 24.6 km)

Exploring the natural landscape of Chesterfield County

Whether you're looking for adventure or just want to take in the scenery, Chesterfield County is a great place to get outside. Here are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Pocahontas State Park (1.8 mi / 2.8 km)
  • Richmond National Battlefield Park (13.5 mi / 21.8 km)
  • Maymont Park (13.5 mi / 21.8 km)
  • James River (14.3 mi / 23 km)
  • Virginia Capital Trail: Richmond Trailhead (15 mi / 24.2 km)
  • Dorey Park (16.2 mi / 26.1 km)

Travelling to and around Chesterfield County

If you're travelling by train, you can make your way to Petersburg Station.

Frequently asked questions

What is the best area to stay in Chesterfield County when booking a holiday home?

Among the more popular destinations to book a Stayz holiday property in Chesterfield County is Chesterfield. Spend your trip here and see some top attractions, such as Pocahontas State Park and Castlewood.

What is the most popular type of holiday home accommodation in Chesterfield County?

The most sought-after types of holiday homes in Chesterfield County are houses. Looking for something different? Stayz has numerous options to match our guests' unique needs, so you'll see holiday properties in loads of shapes and sizes. The ideal home away from home is waiting for you — lock in yours today.

How much does it cost to rent a holiday home in Chesterfield County?

The average price for a holiday home in Chesterfield County can vary depending on factors like length of stay, property type and season. Whether you're thinking about a sprawling villa with lots of bedrooms or an apartment that's perfect for two, just add your dates of travel to discover stays with fantastic value.

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

The average price for a holiday home near the beach in Chesterfield County will depend on when you're going and the type and size of property you're searching for. Find prices quickly and easily on Stayz by entering your destination and travel dates. Then use our filter tool to choose the number of bedrooms and amenities important to you, such as air conditioning, WiFi and a hot tub.

What are popular home amenities in Chesterfield County?

Free WiFi, a microwave oven and a fridge top the list of most popular home amenities in Chesterfield County. Whether you're taking to the road by yourself, with your better half or a group of family members, Stayz will help you find a holiday home that suits your tastes with all the features you're looking for.

Are there large group holiday homes in Chesterfield County?

With nine Chesterfield County holiday properties that can host a group of five or more people, you can invite a few extra family members or pals along. Whether you're planning an informal get-together or a special event, Stayz will help you book a comfy space to match the occasion.

What are the top attractions for families in Chesterfield County?

You'll find lots of cool things to do and see with the family in Chesterfield County, including:

  • Metro Richmond Zoo
  • River City Sportsplex
  • Pocahontas State Park

Can I find two-bedroom holiday homes in Chesterfield County?

Gather your family and enjoy a relaxing escape in one of the five two-bedroom holiday homes Chesterfield County has to offer.

Are there holiday homes with WiFi in Chesterfield County?

Pick from 20 holiday homes with WiFi in Chesterfield County. If you want to disconnect from daily life while on holiday, but still want to be connected to the internet, these properties are just what you need. Narrow your search by applying the WiFi filter on Stayz.

How old do you have to be to rent a holiday home in Chesterfield County?

The minimum required age is generally 16, 18 or 21. It can differ across properties on Stayz, so look at the rules of your chosen Chesterfield County stay before you book.

How long can I rent a holiday home in Chesterfield County for?

It's down to the Chesterfield County property. To view all available options offering extended stays, just type your dates and number of guests into Stayz's search page. You can enjoy having the property to yourself, along with home comforts such as air conditioning, a fully-equipped kitchen and a backyard where the kids can burn off energy. Keep an eye out for long-term stays that offer weekly or monthly discounts.

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