Chesterfield holiday homes

We found 2 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Chesterfield that are perfect for your trip. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Chesterfield getaway

Learn about the unique charm of Chesterfield with a stay in a holiday home rental. This city has something for everyone. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Exploring the natural features in Chesterfield

Whether you're an adventurous traveller or just want to appreciate the scenery, Chesterfield is a great place to spend some time outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Beaver Dam State Park (5.6 mi / 9 km)
  • Piney Creek Ravine - State Natural Area (13.5 mi / 21.7 km)

Frequently asked questions

How much does it cost to rent a holiday home in Chesterfield?
The average price for a holiday home in Chesterfield can vary depending on factors such as property type, length of stay and season. Whether you’d like a sprawling villa with space for extended family or a cosy cabin just enough for two, just add your dates of travel to see stays with unbeatable value.
How much does it cost to rent a beach house in Chesterfield?
Prices for beach houses in Chesterfield will vary depending on the style and size of the property and when you’re travelling. All you need to do is enter your travel dates into Bookabach and the number of guests to view your options and prices. From there you can use our filters to tailor your search results by nearby activities, amenities, ratings and more.
How old do you have to be to rent a holiday home in Chesterfield?
You’ll need to check with the Chesterfield holiday home you want on Bookabach as age restrictions differ. However, it’s normally 16, 18 or 21.
How long can I rent a holiday home in Chesterfield for?
The length of time you can rent a holiday home in Chesterfield depends on the property. Simply enter your desired dates to display a list of options offering extended stays. With many features such as air conditioning and laundries, as well as some offering weekly or monthly discounted prices, you’re sure to find somewhere just right to call your home away from home in Chesterfield.