A historic building with black and white timber framing, a prominent clock tower, and a pointed spire in the background.

Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Chesterfield holiday rentals

Private kitchen

Commuters Getaway Chesterfield

Commuters Getaway Chesterfield
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
The price is RM482
RM709 total
includes taxes & fees
8 Jul - 9 Jul
Commuters Getaway Chesterfield
Property grounds

Little Mill

Little Mill
2.0 star property
Chesterfield
8.0 out of 10, Very good, (1 review)
"Lovely quiet place, the only downsides were, no outside seating area, or somewhere to loose your dog. There could be information about places of interest and walks. But overall we had a great holiday"
United Kingdom
Yvonne
The price is RM1,511
RM1,813 total
includes taxes & fees
24 Jul - 25 Jul
Little Mill
Terrace/patio

2bed - Garden-pets-freeparking-m1connections

2bed - Garden-pets-freeparking-m1connections
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
"Property is self catering house at edge of the town. Spacious and decent kitchen. Road quiet (liked that) and easy access to nature reserve/countryside walks. Parking a bit of an issue but didn’t detract from our stay. "
United Kingdom
Philip
The price is RM410
RM622 total
includes taxes & fees
8 Jul - 9 Jul
2bed - Garden-pets-freeparking-m1connections
Private kitchen

Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is RM2,176
RM2,611 total
includes taxes & fees
16 Jul - 17 Jul
Thorntree Lodge
Exterior

Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
3.0 star property
Chesterfield
The price is RM651
RM912 total
includes taxes & fees
7 Jul - 8 Jul
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
The price is RM1,511
RM1,813 total
includes taxes & fees
19 Jul - 20 Jul
Cuckoo Nest
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterfield Hotel Reviews

mour Hotel

mour Hotel

8/10 Good
"Great for a nights stay although the receptionist didn't have a clue about anything. ❌️ *No early check in as requested. *No twin beds as requested we got a double bed with two mattresses (which were not comfy at all) *No sockets next to the bed. ✅️ *easy access to many attractions *Easy parking *Lovely bar area *Very clean Definitely would stay again 👍"
Mase 1-night trip
Posted 6 hours ago
mour Hotel

Find out more about Chesterfield

Search for holiday rentals in Chesterfield on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Chesterfield using one of the methods below:

  • View our selection of featured holiday rentals in Chesterfield
  • Use the map to find apartments and other holiday homes in the Chesterfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chesterfield while they last

Look no further and take a look at our great range of rental properties in Chesterfield!

Frequently asked questions

Can I find a holiday rental in Chesterfield?

Yes, there are holiday rentals in Chesterfield close to Clay Cross Active, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Chesterfield has a good selection of top-notch restaurants and lively bars. Make sure you have time to check out the churches and parks during your trip.

What are some of the best holiday rentals that Chesterfield has to offer?

2 Bed Derby House- Parking - Rolls Royce: This holiday home rental outside of Chesterfield offers a garden and free WiFi to help you feel comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Chesterfield?

With 47 Expedia holiday rentals, you're guaranteed to find just the right place for your Chesterfield stay.

What can I see and do in Chesterfield?

Enjoy the outdoors at Peak District National Park and Queen's Park, or simply take in cultural attractions like Barrow Hill Roundhouse Railway Centre and Chesterfield Museum & Art Gallery. Chesterfield Market and Bolsover Castle are other places to visit while you're in town.

What are holiday rentals like in Chesterfield?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesterfield. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family getaway.