Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Chesterfield holiday rentals

Private kitchen

2-bed House in Chesterfield Free Parking Garden

2-bed House in Chesterfield Free Parking Garden
2.0 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
The price is RM425
RM573 total
includes taxes & fees
4 Mar - 5 Mar
2-bed House in Chesterfield Free Parking Garden
Private kitchen

Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is RM2,086
RM2,503 total
includes taxes & fees
25 Feb - 26 Feb
Thorntree Lodge
Terrace/patio

2bed - Garden-pets-freeparking-m1connections

2bed - Garden-pets-freeparking-m1connections
2.0 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 RM425
RM509 total
includes taxes & fees
1 Mar - 2 Mar
2bed - Garden-pets-freeparking-m1connections
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
The price is RM1,454
RM1,745 total
includes taxes & fees
22 Feb - 23 Feb
Cuckoo Nest
Fridge, microwave, oven, stovetop

a Quiet Semi Rural Property Located in Bolsover

a Quiet Semi Rural Property Located in Bolsover
2.0 star property
Chesterfield
The price is RM509
RM642 total
includes taxes & fees
23 Feb - 24 Feb
a Quiet Semi Rural Property Located in Bolsover
Property grounds

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 RM1,616
RM1,616 total
includes taxes & fees
27 Feb - 28 Feb
Shire Cottage at Top Butterley Farm
Living room

The Loft

The Loft
3.5 star property
Chesterfield
The price is RM2,641
RM3,169 total
includes taxes & fees
25 Feb - 26 Feb
The Loft
3 bedrooms, individually decorated, individually furnished, free WiFi

Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is RM1,719
RM2,062 total
includes taxes & fees
24 Feb - 25 Feb
Cedar Cottage
Interior

Swallows Barn

Swallows Barn
3.5 star property
Chesterfield
The price is RM2,706
RM3,247 total
includes taxes & fees
20 Feb - 21 Feb
Swallows Barn
Interior

The Loft at The George

The Loft at The George
3.5 star property
Chesterfield
The price is RM2,445
RM2,934 total
includes taxes & fees
17 Feb - 18 Feb
The Loft at The George
Living area

The Old Grocery

The Old Grocery
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The Old Grocery
Outdoor dining

Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
The price is RM2,726
RM3,271 total
includes taxes & fees
16 Feb - 17 Feb
Moor Farm Cottage
Living area

Overton

Overton
2.0 star property
Chesterfield
The price is RM2,494
RM2,992 total
includes taxes & fees
21 Feb - 22 Feb
Overton
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
"What a fabulous hotel. Great value, modern rooms which was really comfortably. Loved the app for check in and key card room access. Genius."
Sarah 1-night trip
Posted 20 hours 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.

How many holiday rentals will I find in Chesterfield?

With 37 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.