Chesterfield Holiday Rentals

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

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, (1 review)
The price is S$193
includes taxes & fees
2 Mar - 3 Mar
2-bed House in Chesterfield Free Parking Garden
Terrace/patio

Five Acres

Five Acres
3.0 star property
Chesterfield
The price is S$7,294
includes taxes & fees
3 Feb - 4 Feb
Five Acres
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 S$177
includes taxes & fees
3 Feb - 4 Feb
2bed - Garden-pets-freeparking-m1connections
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
The price is S$571
includes taxes & fees
5 Feb - 6 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 S$215
includes taxes & fees
21 Feb - 22 Feb
a Quiet Semi Rural Property Located in Bolsover
Interior

Riber View Barn

Riber View Barn
3.5 star property
Chesterfield
The price is S$553
includes taxes & fees
7 Feb - 8 Feb
Riber View Barn
Exterior

Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
2.0 star property
Chesterfield
The price is S$288
includes taxes & fees
8 Feb - 9 Feb
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Private kitchen

Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is S$822
includes taxes & fees
7 Feb - 8 Feb
Thorntree Lodge
Exterior

The Old Chapel

The Old Chapel
3.0 star property
Chesterfield
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 S$649
includes taxes & fees
6 Feb - 7 Feb
The Old Chapel
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 S$531
includes taxes & fees
6 Feb - 7 Feb
Shire Cottage at Top Butterley Farm
Terrace/patio

Cherry Tree Cottage

Cherry Tree Cottage
3.0 star property
Chesterfield
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 S$1,117
includes taxes & fees
2 Mar - 3 Mar
Cherry Tree Cottage
3 bedrooms, individually decorated, individually furnished, free WiFi

Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is S$677
includes taxes & fees
3 Feb - 4 Feb
Cedar Cottage
4 bedrooms, individually decorated, individually furnished, free WiFi

The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is S$1,248
includes taxes & fees
3 Feb - 4 Feb
The Old Stables
Interior

Swallows Barn

Swallows Barn
3.5 star property
Chesterfield
The price is S$1,066
includes taxes & fees
6 Feb - 7 Feb
Swallows Barn
Living room

The Loft

The Loft
3.5 star property
Chesterfield
The price is S$1,037
includes taxes & fees
3 Feb - 4 Feb
The Loft
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

Park Plaza Nottingham

Park Plaza Nottingham

10/10 Excellent
"Helpful at reception, great location, great breakfast!"
Russell 1-night trip
Posted 14 hours ago
Park Plaza Nottingham

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 39 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.