Chesterfield house rentals
We found 697 house rentals — enter your dates for availability
Explore Chesterfield house rentals
Rent My Spa Home with Pool table, Hottub and Sauna
Sleeps 20 · 7 bedrooms · 5 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Countryside cottage on the edge of the Peak District
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Top rated house rentals - Chesterfield
Peak Getaway
1010 out of 10
Exceptionalexceptional
220 reviews(220 reviews)
Lovely property, very comfortable. Great area. Had everything we needed.
Elaine S.
Stayed May 2025
Spire Haven = Family Haven
1010 out of 10
Exceptionalexceptional
1 review(1 review)
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
1010 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
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
LOVED OUR STAY
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Great property and a great location near a very friendly pub. The owners were very friendly and welcoming
Pat M.
Stayed Apr 2024
Visiting the Peak District
1010 out of 10
Exceptionalexceptional
19 reviews(19 reviews)
We enjoyed our stay in Victoria Cottage, a compact, yet perfectly formed Grade 2 listed cottage. The bathroom is modern and spacious, the couch and bed both comfortable and the kitchen has everything you need to cook real food from the local farmers markets and farm shops! Jenna responded to questions quickly, directions for car parking we’re clear. As stated by other reviewers, the parking could be tricky, however we found that if we drove past and turned at the end of the lane and approached from that direction, it was easy in a Kia Ceed.
We used both the upper and lower courtyards, a lovely decision to make!
Maria & Peter C.
Stayed Aug 2023
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Frequently asked questions
Are there any holiday home rentals in Chesterfield?
Take your pick of 697 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.