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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Top Holiday Rentals in Chesterfield

Sauna
Five Acres

Cottage in Chesterfield

3.0 star property
The price is 119.950.251 ₫
143.940.301 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Five Acres
House | Exterior
Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Residence in Chesterfield

2.0 star property
The price is 4.126.932 ₫
5.778.967 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Cottage | Interior
Riber View Barn

Cottage in Chesterfield

3.5 star property
The price is 10.643.109 ₫
10.643.109 ₫ total
includes taxes & fees
27 Nov - 28 Nov
Riber View Barn
Living area
Overton

Cottage in Chesterfield

2.0 star property
The price is 16.159.960 ₫
19.391.814 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Overton
Cottage | Interior
Thorntree Lodge

Cottage in Chesterfield

3.5 star property
10.0 out of 10, Exceptional, (1)
The price is 13.146.134 ₫
15.775.223 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Thorntree Lodge
Cottage | Exterior
The Old Chapel

Cottage in Chesterfield

3.0 star property
10.0 out of 10, Exceptional, (2)
"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 12.468.626 ₫
12.468.626 ₫ total
includes taxes & fees
25 Nov - 26 Nov
The Old Chapel
Cottage | Private kitchen | Fridge, microwave, stovetop, cookware/dishes/utensils
Shire Cottage at Top Butterley Farm

Cottage in Chesterfield

3.0 star property
9.0 out of 10, Wonderful, (2)
"The location is fine and the view beautiful. The owners were very helpful when needed. A most enjoyable stay."
Australia
Ian
The price is 10.195.341 ₫
10.195.341 ₫ total
includes taxes & fees
20 Dec - 21 Dec
Shire Cottage at Top Butterley Farm
Cottage | Exterior
Harry's Lodge

Cottage in Chesterfield

3.0 star property
The price is 11.768.385 ₫
14.121.924 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Harry's Lodge
Cottage | Property grounds
Cedar Cottage

Cottage in Chesterfield

3.5 star property
The price is 10.849.771 ₫
13.019.725 ₫ total
includes taxes & fees
28 Nov - 29 Nov
Cedar Cottage
Cottage | Interior
Woodthorpe Cruck Cottage

Cottage in Chesterfield

3.5 star property
9.0 out of 10, Wonderful, (2)
"Amazing cottage in amazing location.will definetly be back"
United Kingdom
Anthony
The price is 17.107.162 ₫
20.528.457 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Woodthorpe Cruck Cottage
Cottage | Outdoor spa tub
Moor Farm Cottage

Cottage in Chesterfield

3.0 star property
The price is 17.135.750 ₫
20.562.900 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Moor Farm Cottage
Fridge, dishwasher, cookware/dishes/utensils
Cherry Tree Cottage

Cottage in Chesterfield

3.0 star property
10.0 out of 10, Exceptional, (1)
"Everything was fantastic, fell in love witj the cottage , peaceful , perfect, I will come back again . Love it "
United Kingdom
toyin
The price is 18.082.952 ₫
21.699.542 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Cherry Tree Cottage
Exterior
Cuckoo Nest

Cottage in Chesterfield

3.5 star property
The price is 9.156.174 ₫
10.987.547 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Cuckoo Nest
Cottage | Interior
The Loft at The George

Cottage in Chesterfield

3.5 star property
The Loft at The George
Cottage | Interior
The Old Stables

Cottage in Chesterfield

3.5 star property
The Old Stables
Living area
The Cottage

Cottage in Chesterfield

3.0 star property
The Cottage
Cottage | Interior
Swallows Barn

Cottage in Chesterfield

3.5 star property
The price is 17.221.859 ₫
20.666.231 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Swallows Barn
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
"Yes, staff is great!"
Kia Lan 4-night trip
Posted 17 hours ago
The Orchard Hotel & Restaurant

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.