Photo by Beth Hughes

Chesterfield holiday homes

We found 18 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Chesterfield to find one that's perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the amenities that you expect and more, such as parking and air conditioning. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Travel to friendly Chesterfield

The riverfront and surrounding scenery provide a peaceful ambience to your holiday home in Chesterfield. Travellers appreciate the sporting events in this welcoming city. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Chesterfield

Are you hoping to discover attractions to see in the area? Venture out of your cosy holiday rental and check out everything that makes Chesterfield a fun place to get away to. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Anderson Speedway (5.5 mi / 8.9 km)
  • Anderson Roll Arena (4.9 mi / 7.9 km)
  • Crestview Golf Club (11.4 mi / 18.3 km)
  • Trail Side Golf and Foot Golf (13.5 mi / 21.8 km)
  • Memorial Park Golf Course (15.6 mi / 25.1 km)
  • Westwood Golf Club (16 mi / 25.8 km)

Exploring the natural features in Chesterfield

Whether you're an adventurous traveller or just want to spend some time taking in the scenery, Chesterfield is a great place to get out in nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Prairie Creek Reservoir and Campground (14.2 mi / 22.8 km)
  • Burlington Lake (14.3 mi / 23 km)
  • Emerson Dog Park (12.2 mi / 19.6 km)
  • Tuhey Park (12.3 mi / 19.8 km)
  • Mansfield Park (13.5 mi / 21.8 km)
  • Shively Park (14.2 mi / 22.9 km)

Transport to and around Chesterfield

The nearest airport is in Muncie, IN (MIE-Delaware County), located 14 mi (22.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Indianapolis International Airport (IND), which is 46.2 mi (74.4 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Chesterfield?
The average price for a holiday home in Chesterfield is based on a number of factors, like property type, season and length of stay. Whether you're searching for a sprawling villa with space for extended family or a quaint cottage perfect for just you and the kids, just add your dates of travel to view some great-value stays.
How much does it cost to rent a beach house in Chesterfield?
When you travel and the style and size of the property will determine the cost of your beachside stay. Put in your Chesterfield travel dates to view your available options on Bookabach. Looking for basics like WiFi, or perks like a private pool? Use the filters to choose the features and amenities you want in your beach house.
What are the top attractions for families in Chesterfield?
Keep the kids occupied at these fabulous family-friendly attractions in Chesterfield:

  • Anderson Roll Arena
  • Mounds State Park
  • Anderson Centre For the Arts

How old do you have to be to rent a holiday home in Chesterfield?
The minimum age requirements can vary across properties on Bookabach, so be sure to look at the rules of the holiday home in Chesterfield you want to book. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Chesterfield for?
It's up to the Chesterfield property. To look at a list of options offering extended stays, simply type your travel dates and number of guests into Bookabach. You can enjoy having the entire property to yourself, along with home comforts such as a fully-equipped kitchen and outdoor spaces where the kids can run around and play. Keep an eye out for long-term stays that offer discounted weekly or monthly prices.

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