Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Chesterfield holiday rentals

Exterior

Cottage in Chesterfield

The Old Chapel
3.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Out in the country but easy access to main routes. Nice and quiet. Very clean and well equipped. Nice owners. "
United Kingdom
Mark
The price is RM2,059
RM2,059 total
includes taxes & fees
20 Jan - 21 Jan
The Old Chapel
Terrace/patio

Residence in Chesterfield

2bed - Garden-pets-freeparking-m1connections
2.0 star property
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 RM482
RM578 total
includes taxes & fees
28 Jan - 29 Jan
2bed - Garden-pets-freeparking-m1connections
Property grounds

Cottage in Chesterfield

Shire Cottage at Top Butterley Farm
3.0 star property
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 RM1,683
RM1,683 total
includes taxes & fees
30 Jan - 31 Jan
Shire Cottage at Top Butterley Farm
Private kitchen

Residence in Chesterfield

2-bed House in Chesterfield Free Parking Garden
2.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is RM477
RM638 total
includes taxes & fees
1 Feb - 2 Feb
2-bed House in Chesterfield Free Parking Garden
Terrace/patio

Cottage in Chesterfield

Cherry Tree Cottage
3.0 star property
10.0 out of 10, Exceptional, (1 review)
"Everything was fantastic, fell in love witj the cottage , peaceful , perfect, I will come back again . Love it "
United Kingdom
toyin
The price is RM2,952
RM3,542 total
includes taxes & fees
30 Jan - 31 Jan
Cherry Tree Cottage
Exterior

Residence in Chesterfield

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
2.0 star property
The price is RM650
RM910 total
includes taxes & fees
30 Jan - 31 Jan
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Living area

Cottage in Chesterfield

The Old Grocery
3.5 star property
10.0 out of 10, Exceptional, (1 review)
The price is RM2,111
RM2,111 total
includes taxes & fees
15 Feb - 16 Feb
The Old Grocery
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cottage in Chesterfield

Cuckoo Nest
3.5 star property
The price is RM1,508
RM1,810 total
includes taxes & fees
30 Jan - 31 Jan
Cuckoo Nest
Private kitchen

Cottage in Chesterfield

Thorntree Lodge
3.5 star property
10.0 out of 10, Exceptional, (1 review)
Thorntree Lodge
Property grounds

Cottage in Chesterfield

Woodthorpe Cruck Cottage
3.5 star property
9.0 out of 10, Wonderful, (2 reviews)
"Amazing cottage in amazing location.will definetly be back"
United Kingdom
Anthony
The price is RM2,824
RM3,389 total
includes taxes & fees
25 Jan - 26 Jan
Woodthorpe Cruck Cottage
Interior

Cottage in Chesterfield

Riber View Barn
3.5 star property
The price is RM1,756
RM1,756 total
includes taxes & fees
23 Jan - 24 Jan
Riber View Barn
3 bedrooms, individually decorated, individually furnished, free WiFi

Cottage in Chesterfield

Cedar Cottage
3.5 star property
The price is RM1,791
RM2,149 total
includes taxes & fees
26 Jan - 27 Jan
Cedar Cottage
Fridge, microwave, oven, stovetop

Residence in Chesterfield

a Quiet Semi Rural Property Located in Bolsover
2.0 star property
The price is RM578
RM714 total
includes taxes & fees
20 Jan - 21 Jan
a Quiet Semi Rural Property Located in Bolsover
Garden

Cottage in Chesterfield

The Tack Room Cottage
3.0 star property
The price is RM2,560
RM3,072 total
includes taxes & fees
30 Jan - 31 Jan
The Tack Room Cottage
Property grounds

Cottage in Chesterfield

Harry's Lodge
3.0 star property
The price is RM2,026
RM2,431 total
includes taxes & fees
21 Jan - 22 Jan
Harry's Lodge
Outdoor dining

Cottage in Chesterfield

Moor Farm Cottage
3.0 star property
Moor Farm Cottage
Interior

Cottage in Chesterfield

The Loft at The George
3.5 star property
The price is RM2,548
RM3,057 total
includes taxes & fees
31 Jan - 1 Feb
The Loft at The George
Interior

Cottage in Chesterfield

Swallows Barn
3.5 star property
The price is RM2,818
RM3,382 total
includes taxes & fees
30 Jan - 31 Jan
Swallows Barn
Living area

Cottage in Chesterfield

The Cottage
3.0 star property
The price is RM2,785
RM3,343 total
includes taxes & fees
20 Jan - 21 Jan
The Cottage
4 bedrooms, individually decorated, individually furnished, free WiFi

Cottage in Chesterfield

The Old Stables
3.5 star property
The price is RM3,300
RM3,960 total
includes taxes & fees
21 Jan - 22 Jan
The Old Stables
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

The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

10/10 Excellent
"Clean nicely decorated room. Noce bathroom. Polite staff. Good breakfast"
Peter 1-night trip
Posted 3 days ago
The Orchard Hotel & Restaurant

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 The Herb Garden, 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?

Oxton Hill Hideaway: This holiday home rental outside Chesterfield offers a terrace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Chesterfield?

With 38 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. 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.