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
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 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 RM414
RM629 total
includes taxes & fees
3 Aug - 4 Aug
Commuters Getaway Chesterfield
Outdoor spa tub

Wigley Farm House Cottage

Wigley Farm House Cottage
3.0 star property
Chesterfield
The price is RM2,838
RM3,406 total
includes taxes & fees
25 Jul - 26 Jul
Wigley Farm House Cottage
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 RM416
RM631 total
includes taxes & fees
22 Jul - 23 Jul
2bed - Garden-pets-freeparking-m1connections
3 bedrooms, free WiFi, individually decorated, individually furnished

Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is RM1,817
RM2,181 total
includes taxes & fees
17 Aug - 18 Aug
Cedar Cottage
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 RM660
RM924 total
includes taxes & fees
22 Jul - 23 Jul
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Living area

Overton

Overton
2.0 star property
Chesterfield
The price is RM2,629
RM3,155 total
includes taxes & fees
3 Aug - 4 Aug
Overton
Fridge, microwave, oven, stovetop

a Quiet Semi Rural Property Located in Bolsover

a Quiet Semi Rural Property Located in Bolsover
3.5 star property
Chesterfield
The price is RM557
RM695 total
includes taxes & fees
26 Jul - 27 Jul
a Quiet Semi Rural Property Located in Bolsover
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 RM1,531
RM1,838 total
includes taxes & fees
25 Jul - 26 Jul
Little Mill
Outdoor dining

Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
The price is RM2,863
RM3,435 total
includes taxes & fees
3 Aug - 4 Aug
Moor Farm Cottage
Terrace/patio

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 RM2,989
RM3,587 total
includes taxes & fees
3 Aug - 4 Aug
Cherry Tree Cottage
Exterior

Riber View Barn

Riber View Barn
3.0 star property
Chesterfield
The price is RM1,485
RM1,782 total
includes taxes & fees
24 Jul - 25 Jul
Riber View Barn
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

Hex Wildlife Hotel

Hex Wildlife Hotel

10/10 Excellent
"A modern fresh and clean hotel. Very quiet, really comfy beds, large television and a great assortment of tea and coffee options in the room Including tea bags, coffee bags, fruit tea and hot chocolate and biscuits. My one improvement would be to have the same extensive range of drinks at breakfast instead of just normal tea and various coffee options "
Peter 1-night trip
Posted 7 hours ago
Hex Wildlife 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 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 Pomegranate Theatre and Barrow Hill Roundhouse Railway Centre. 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.