Photo by Nick Pagano

Chesterfield houses

We found 319 houses — enter your dates for availability

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    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

Frequently asked questions

How much does it cost to stay in a holiday rental house in Chesterfield?
Prices vary depending on length of stay, time of year and exact location, so key in your holiday details to check out what's available. Whatever your plans or budget, Bookabach has holiday home rentals in Chesterfield suited to all types of guests.
When is the best time to rent a holiday house in Chesterfield?
If you're thinking about stopping in Chesterfield during your Chesterfield County adventure, consider August. Most guests book a Bookabach holiday home rental at this time of year when daily average temperatures are between 21ºC and 32ºC.
Where can I rent a Chesterfield holiday house with great views?
Whether it's the mountains, a river or the bright lights of the city, a holiday home rental is always better with a view. Wherever you want to stay in Chesterfield, we can help you find a house with picture-perfect panoramas. Just click on the "Popular" button at the top of the page, then check the filters that'll customise your search.
Does Chesterfield have any weekend house rentals?
Some of our holiday houses are available for weekend rental, making them perfect for spontaneous getaways. Key in your desired travel dates to check out the availability. You may need to play around with dates and have a little flexibility in your plans to find the best holiday home rental in Chesterfield.
Are there any pet-friendly house rentals in Chesterfield?
With our handy filter tool, finding a pet-friendly holiday home rental in Chesterfield is a walk in the park. Just click on "Pets allowed" to look for houses that feature amenities to make your four-legged friend feel at home, such as cosy bedding and plenty of outdoor space.
What are the top things to do in Chesterfield?
Planning an unforgettable getaway to Chesterfield means finding cool things for all ages to enjoy. St. John's Episcopal Church, Maymont Park and The National are just two of the options here. And our holiday home rentals are the ideal base for your sightseeing activities.
Why should I book my holiday rental house with Bookabach?
From houses in quiet rural villages to those in vibrant downtown areas, Bookabach has a wide variety of holiday home rentals to select from. One of the many reasons to book with us? You won't have to share your place with other guests or the owner. And with flexible cancellation policies and support throughout your getaway, we'll make sure everything goes to plan.