Chesterfield house rentals
We found 884 house rentals — enter your dates for availability
Explore Chesterfield house rentals
SHIRE COTTAGE AT TOP BUTTERLEY FARM in Tansley
Sleeps 3 · 2 bedrooms · 1 bathroom
Relax in Style – Beautiful Family Home Near Clowne Greenway
Sleeps 6 · 3 bedrooms · 1+ bathroom
CHERRY TREE COTTAGE, pet friendly, with hot tub in Chesterfield
Sleeps 4 · 1 bedroom · 1 bathroom
2 bedroom accommodation in Freebirch, near Chatsworth, Bakewell
Sleeps 4 · 2 bedrooms · 1 bathroom
APPLETREE COTTAGE, pet friendly, character holiday cottage in Clowne
Sleeps 4 · 2 bedrooms · 1 bathroom
Top rated house rentals - Chesterfield
Peak Getaway
Lovely property, very comfortable. Great area. Had everything we needed.
Elaine S.
Stayed May 2025
Spire Haven = Family Haven
My father (92 years old), my sister and I stayed for 2 wonderful weeks catching up with local family. This house is clean and comfortable, central heating for comfort, well equipped kitchen, separate dining and lounge. 4 bedrooms sleeping up to 8 adults meant we had our own rooms, the 2 baths and 3 WC's were perfect for our needs. Local chinese takeaway was surprisingly good, and a Tesco only minutes away for groceries. The location is central for shopping and dining and of course, visiting family. As Aussie's we are used to personal space and this home has this in abundance. Parking for up to 3 vehicles was convenient too. Stay here - you will not be disappointed.
Jane B.
Stayed Oct 2024
Lovely peaceful cottage
We had a lovely stay (from Australia) in this quiet cottage right in the English countryside with scenic views and lots of places to walk into Derbyshire.
Rachel D.
Stayed June 2024
Compact comfort
Beautiful, well-equipped and well-designed conversion with great views and just across from a hospitable pub. The friendly and responsive owners live on site. Hathersage is 15-20 minutes walk by road or across fields.
Bridget R.
Stayed May 2023
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Frequently asked questions
Are there any holiday home rentals in Chesterfield?
Take your pick of 884 holiday home rentals in Chesterfield that have more value, privacy, amenities and space than the average hotel room. Browse houses in sought-after areas such as Spital, Hasland and Wingerworth.
How much does it cost to stay in a holiday rental house in Chesterfield?
Prices vary according to length of stay, season and property location, so key in your travel details to check out what's available. Whatever your style or budget, Stayz has holiday home rentals in Chesterfield suited to guests of all types.
When is the best time to rent a holiday house in Chesterfield?
If you're thinking about spending time in Chesterfield during your Derbyshire trip, consider February. Many people book a Stayz holiday home rental at this time of year when daily temperatures are between 1ºC and 6ºC.
Where can I rent a Chesterfield holiday house with great views?
Jump in and book one of our Chesterfield houses with views of historic areas. The one thing better than spending your escape in a Stayz holiday home rental? Unwinding in a property with wonderful scenery right outside your window.
Does Chesterfield have any weekend house rentals?
Some of Stayz's holiday houses are available for weekend rental, making them perfect for impromptu getaways. Key in your desired travel dates to check out the availability. You may need to adjust the dates and have a little flexibility in your travel plans to find the right holiday home rental in Chesterfield.
Are there any pet-friendly house rentals in Chesterfield?
If you'd like to explore Chesterfield with your faithful friend at your side, use our convenient filter tool to search for pet-friendly houses. Check the box marked "Pets allowed" to find a holiday home rental with welcome touches like fenced-in yards, toys and treats. Because when the family goes away, the pets should share in the adventure!
What are the top things to do in Chesterfield?
Get your Chesterfield escape off to an amazing start by heading to popular sights like Ponds Forge International Sports Centre, Peace Gardens and Millennium Gallery. Stay in a Stayz holiday home rental with the family and then explore this destination's wonders together.
Why should I book my holiday rental house with Stayz?
No sharing your space, no uncomfortable encounters with people you don't know. When you stay in a Stayz holiday home rental, you have the entire place to yourself. Need to amend or cancel your itinerary? Our flexible cancellation policies mean you're able to book your rental house with peace of mind.