Search Holiday Rentals in Chesterfield

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Chesterfield holiday rentals

House | Private kitchen | Fridge, microwave, oven, stovetop

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 2.669.415 ₫
3.627.950 ₫ total
includes taxes & fees
1 Mar - 2 Mar
2-bed House in Chesterfield Free Parking Garden
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
The price is 9.643.160 ₫
11.571.792 ₫ total
includes taxes & fees
2 Mar - 3 Mar
Cuckoo Nest
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 2.669.415 ₫
3.203.298 ₫ total
includes taxes & fees
3 Mar - 4 Mar
2bed - Garden-pets-freeparking-m1connections
Cottage | 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 13.146.008 ₫
13.146.008 ₫ total
includes taxes & fees
29 Mar - 30 Mar
The Old Chapel
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 2.826.773 ₫
3.711.467 ₫ total
includes taxes & fees
12 Mar - 13 Mar
a Quiet Semi Rural Property Located in Bolsover
Cottage | 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 10.757.874 ₫
10.757.874 ₫ total
includes taxes & fees
2 Mar - 3 Mar
Shire Cottage at Top Butterley Farm
House | 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 4.240.042 ₫
5.937.356 ₫ total
includes taxes & fees
28 Feb - 1 Mar
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Cottage | Living area

The Old Grocery

The Old Grocery
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is 16.369.663 ₫
16.369.663 ₫ total
includes taxes & fees
17 Mar - 18 Mar
The Old Grocery
Cottage | 3 bedrooms, individually decorated, individually furnished, free WiFi

Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is 11.441.919 ₫
13.730.444 ₫ total
includes taxes & fees
7 Mar - 8 Mar
Cedar Cottage
Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher

Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is 13.889.690 ₫
16.667.628 ₫ total
includes taxes & fees
10 Mar - 11 Mar
Thorntree Lodge
Cottage | Property grounds

Harry's Lodge

Harry's Lodge
3.0 star property
Chesterfield
The price is 12.945.898 ₫
15.535.219 ₫ total
includes taxes & fees
4 Mar - 5 Mar
Harry's Lodge
Cottage | Living room | TV

The Loft

The Loft
3.5 star property
Chesterfield
The price is 17.516.933 ₫
21.020.320 ₫ total
includes taxes & fees
12 Mar - 13 Mar
The Loft
Cottage | Interior

The Loft at The George

The Loft at The George
3.5 star property
Chesterfield
The price is 16.278.362 ₫
19.534.034 ₫ total
includes taxes & fees
2 Mar - 3 Mar
The Loft at The George
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield Hotel Reviews

ibis budget Sheffield Arena

ibis budget Sheffield Arena

10/10 Excellent
"Excellent stay value for money "
Masood 1-night trip
Posted 2 days ago
ibis budget Sheffield Arena

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 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.