Chesterfield Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Chesterfield holiday rentals

Private kitchen

Residence in Chesterfield

2-bed House in Chesterfield Free Parking Garden
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
The price is S$169
includes taxes & fees
18 Mar - 19 Mar
2-bed House in Chesterfield Free Parking Garden
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cottage in Chesterfield

Cuckoo Nest
3.5 star property
The price is S$561
includes taxes & fees
21 Mar - 22 Mar
Cuckoo Nest
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 S$141
includes taxes & fees
23 Mar - 24 Mar
2bed - Garden-pets-freeparking-m1connections
3 bedrooms, individually decorated, individually furnished, free WiFi

Cottage in Chesterfield

Cedar Cottage
3.5 star property
The price is S$665
includes taxes & fees
21 Mar - 22 Mar
Cedar Cottage
Fridge, microwave, oven, stovetop

Residence in Chesterfield

a Quiet Semi Rural Property Located in Bolsover
2.0 star property
The price is S$173
includes taxes & fees
16 Apr - 17 Apr
a Quiet Semi Rural Property Located in Bolsover
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 S$638
includes taxes & fees
30 Mar - 31 Mar
The Old Chapel
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 S$1,097
includes taxes & fees
23 Mar - 24 Mar
Cherry Tree Cottage
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 S$521
includes taxes & fees
27 Mar - 28 Mar
Shire Cottage at Top Butterley Farm
Exterior

Residence in Chesterfield

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
2.0 star property
The price is S$280
includes taxes & fees
18 Mar - 19 Mar
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Interior

Cottage in Chesterfield

The Loft at The George
3.5 star property
The price is S$946
includes taxes & fees
24 Mar - 25 Mar
The Loft at The George
Property grounds

Cottage in Chesterfield

Harry's Lodge
3.0 star property
The price is S$753
includes taxes & fees
27 Mar - 28 Mar
Harry's Lodge
Outdoor dining

Cottage in Chesterfield

Moor Farm Cottage
3.0 star property
The price is S$1,051
includes taxes & fees
21 Mar - 22 Mar
Moor Farm Cottage
Living room

Cottage in Chesterfield

The Loft
3.5 star property
The price is S$1,021
includes taxes & fees
31 Mar - 1 Apr
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

St James Hotel, BW Premier Collection

St James Hotel, BW Premier Collection

10/10 Excellent
"Good location for city centre.Friendly staff"
Mark 1-night trip
Posted 8 hours ago
St James Hotel, BW Premier Collection

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 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 Pomegranate Theatre. 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.