The tow path on the Chesterfield canal on a bright sunny day

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Chesterfield holiday rentals

House | Private kitchen

1. Commuters Getaway Chesterfield

Commuters Getaway Chesterfield
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
The price is ₹9,156
₹14,120 total
includes taxes & fees
3 Sept - 4 Sept
Commuters Getaway Chesterfield
Living area

2. Overton

Overton
2.0 star property
Chesterfield
The price is ₹62,461
₹74,953 total
includes taxes & fees
26 Aug - 27 Aug
Overton
Private kitchen

3. a Quiet Semi Rural Property Located in Bolsover

a Quiet Semi Rural Property Located in Bolsover
3.5 star property
Chesterfield
The price is ₹13,206
₹16,469 total
includes taxes & fees
23 Aug - 24 Aug
a Quiet Semi Rural Property Located in Bolsover
Room

4. Carr House Farm

Carr House Farm
2.0 star property
Chesterfield
The price is ₹48,371
₹58,045 total
includes taxes & fees
31 Aug - 1 Sept
Carr House Farm
Terrace/patio

5. 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 ₹9,255
₹14,238 total
includes taxes & fees
3 Sept - 4 Sept
2bed - Garden-pets-freeparking-m1connections
Terrace/patio

6. Cherry Tree Cottage

Cherry Tree Cottage
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
"The property was lovely and clean beautiful views and was so relaxing"
United Kingdom
Lorraine
The price is ₹71,004
₹85,204 total
includes taxes & fees
3 Sept - 4 Sept
Cherry Tree Cottage
Property grounds

7. Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage
3.5 star property
Chesterfield
9.0 out of 10, Wonderful, (2 reviews)
"Amazing cottage in amazing location.will definetly be back"
United Kingdom
Anthony
Woodthorpe Cruck Cottage
Cottage

8. Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is ₹43,046
₹51,655 total
includes taxes & fees
25 Aug - 26 Aug
Cedar Cottage
Cottage | Outdoor spa tub

9. Wigley Farm House Cottage

Wigley Farm House Cottage
3.0 star property
Chesterfield
The price is ₹67,231
₹80,678 total
includes taxes & fees
12 Sept - 13 Sept
Wigley Farm House Cottage
Exterior

10. Riber View Barn

Riber View Barn
3.0 star property
Chesterfield
The price is ₹38,053
₹45,664 total
includes taxes & fees
25 Aug - 26 Aug
Riber View Barn
Cottage | Property grounds

11. Shire Cottage at Top Butterley Farm

Shire Cottage at Top Butterley Farm
3.0 star property
Chesterfield
9.0 out of 10, Wonderful, (2 reviews)
"The location is fine and the view beautiful. The owners were very helpful when needed. A most enjoyable stay."
Australia
Ian
The price is ₹44,200
₹44,200 total
includes taxes & fees
31 Aug - 1 Sept
Shire Cottage at Top Butterley Farm
Cottage | Outdoor dining

12. Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
The price is ₹68,008
₹81,610 total
includes taxes & fees
4 Sept - 5 Sept
Moor Farm Cottage
Cottage | Interior

13. Swallows Barn

Swallows Barn
3.5 star property
Chesterfield
Swallows Barn
Living area

14. The Cottage

The Cottage
3.0 star property
Chesterfield
The price is ₹68,452
₹82,142 total
includes taxes & fees
11 Sept - 12 Sept
The Cottage
Outdoor dining

15. Little Mill

Little Mill
2.0 star property
Chesterfield
The price is ₹36,278
₹43,534 total
includes taxes & fees
26 Aug - 27 Aug
Little Mill
Dining

16. Cherry Tree Farm

Cherry Tree Farm
3.0 star property
Chesterfield
The price is ₹187,298
₹224,758 total
includes taxes & fees
8 Sept - 9 Sept
Cherry Tree Farm
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

Buxton Crescent

Buxton Crescent

8/10 Good
"Stayed here again. Basically it's a nice hotel, but sensed the staff, while pleasant, are not as focussed as previously - the hotel has been taken over by Champneys. Most noticeable was the breakfast - not bad but staff seemed a bit perfunctory and tables took a while to be cleared and service just so-so. It's a glorious building and could be so special if if more attention was paid to the details."
Paul 5-night trip
Posted 6 hours ago
Buxton Crescent

Find out more about Chesterfield

Holiday Rentals in 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
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  • 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.

How many holiday rentals will I find in Chesterfield?

With 45 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 Hotel Van Dyk Theater. Bolsover Castle and Hardwick Hall 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.