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Our top choices for Chesterfield cottages

1. Cherry Tree Farm

Cherry Tree Farm
3.0 star property
Chesterfield
The price is £1,500
includes taxes & fees
24 Nov - 25 Nov
Cherry Tree Farm

2. 2 bedroom accommodation in Holymoorside

2 bedroom accommodation in Holymoorside
Holymoorside
10.0 out of 10, Exceptional, (5 reviews)
"Really enjoyed this place, lovely and clean, comfy quiet and beautiful scenery."
United States
V & P Roberts
2 bedroom accommodation in Holymoorside

3. Bathurst Cottage is a delightful three bedroom detached cottage.

Bathurst Cottage is a delightful three bedroom detached cottage.
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
"Spotless, well looked after cottage. Very homely and cosy.Well equipped kitchen.Lovely hosts, great welcome hamper with lovely treats."
United States
Valerie Thompson
The price is £267
includes taxes & fees
12 Nov - 13 Nov
Bathurst Cottage is a delightful three bedroom detached cottage.

4. Bryn Tor - The Gardener's House

Bryn Tor - The Gardener's House
Bolsover, near Chesterfield
The price is £553
includes taxes & fees
9 Nov - 10 Nov
Bryn Tor - The Gardener's House

5. Carr House Farm

Carr House Farm
3.0 star property
Chesterfield
The price is £439
includes taxes & fees
17 Nov - 18 Nov
Carr House Farm

6. Little Mill

Little Mill
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
"Lovely little cottage in a beautiful setting. Great walks around. Bed comfortable and lovely warm shower. The welcome package was very helpful as I arrived late on Sunday and forgot the English shops closed early!"
United Kingdom
Rona
The price is £330
includes taxes & fees
14 Nov - 15 Nov
Little Mill

7. Cherry Tree Cottage

Cherry Tree Cottage
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (3 reviews)
"The property was lovely and clean beautiful views and was so relaxing"
United Kingdom
Lorraine
The price is £588
includes taxes & fees
22 Nov - 23 Nov
Cherry Tree Cottage

8. The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is £721
includes taxes & fees
9 Nov - 10 Nov
The Old Stables

9. Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is £475
includes taxes & fees
9 Nov - 10 Nov
Thorntree Lodge

10. Overton

Overton
3.0 star property
Chesterfield
The price is £568
includes taxes & fees
16 Nov - 17 Nov
Overton

11. Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is £391
includes taxes & fees
15 Nov - 16 Nov
Cedar Cottage

12. Harry's Lodge

Harry's Lodge
3.0 star property
Chesterfield
The price is £509
includes taxes & fees
20 Nov - 21 Nov
Harry's Lodge

13. The Loft

The Loft
3.5 star property
Chesterfield
The price is £599
includes taxes & fees
9 Nov - 10 Nov
The Loft

14. The Cottage

The Cottage
3.0 star property
Chesterfield
The price is £554
includes taxes & fees
5 Dec - 6 Dec
The Cottage

15. Swallows Barn

Swallows Barn
3.5 star property
Chesterfield
The price is £605
includes taxes & fees
9 Nov - 10 Nov
Swallows Barn

16. The Tack Room Cottage

The Tack Room Cottage
3.0 star property
Chesterfield
The price is £559
includes taxes & fees
9 Nov - 10 Nov
The Tack Room Cottage

17. Riber View Barn

Riber View Barn
3.0 star property
Chesterfield
The price is £375
includes taxes & fees
20 Nov - 21 Nov
Riber View Barn

18. Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage
3.5 star property
Chesterfield
9.0 out of 10, Wonderful, (2 reviews)
"Amazing cottage in amazing location.will definetly be back"
United Kingdom
Anthony
The price is £562
includes taxes & fees
3 Dec - 4 Dec
Woodthorpe Cruck Cottage

19. Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
The price is £618
includes taxes & fees
8 Nov - 9 Nov
Moor Farm Cottage

20. 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 £375
includes taxes & fees
9 Nov - 10 Nov
The Old Chapel
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.

Learn more about Chesterfield

Climb the 'Crooked Spire' of St. Mary's Church for views across this historic market town. Wander through the open-air market, then explore nearby Chatsworth House in the Peak District.

A historic church with a tall spire, arched windows, and a clock tower.

Top reviews in Chesterfield

Frequently Asked Questions

How much do cottages in Chesterfield cost?

Cottages in Chesterfield range between £267 and £1,500 per night. These properties offer a chance to soak up nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best cottages in Chesterfield?

Chesterfield offers multiple cottages with a total average guest review rating of 9.2. Thorntree Lodge is a terrific option if you're a fan of nature and a laid-back pace. Guests staying at this 3.5-star stay will have use of a garden and a fireplace. Shire Cottage At Top Butterley Farm is another popular choice. This 3-star cottage offers individually decorated rooms and WiFi.

How many cottages are there in Chesterfield?

Take your pick of cottages in Chesterfield. Whether you're travelling with the kids or organising a weekend escape with your closest amigos, Expedia can help you find the perfect property to get back to nature.

What are the best cheap cottages in Chesterfield?

The Rumblings 2 is one of the most affordable cottages in Chesterfield. It offers individually decorated rooms and WiFi. Another favourite that's easy on the finances is The Rumblings 1. Conveniences here include individually decorated rooms and WiFi. Rates for cottages start at only £267 per night, which means you can afford to spend more time relaxing in the great outdoors. Seeing free attractions in Chesterfield will stretch your travel dollars even further. Chesterfield Market and Hardwick Hall-Derbyshire Country Park are favourites. With the dollars you save, why not explore some more? This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Are there any family-friendly cottages in Chesterfield?

Get comfortable at Thorntree Lodge, a 3.5-star cottage just a quick drive from town. Amenities here include WiFi and a fireplace. Another family-friendly pick where you can swap the urban jungle for fresh air and nature is Shire Cottage At Top Butterley Farm. WiFi and a fridge help make this 3-star cottage a traveller favourite. Once you've checked in and dropped off your bags, there are plenty of family-friendly attractions to visit in and around Chesterfield. Chesterfield Market and Bolsover Castle are two popular options.

Why book your cottage in Chesterfield with Expedia?

Reserving a cottage in Chesterfield is as easy as clicking on your travel dates and selecting an ideal place for outdoor relaxation and recreation. From luxurious retreats to low-cost stays and cottages that come with perks like a hot tub, Expedia has something for all tastes and styles. As for unbeatable deals? We have them too!

How can I find cheap cottages in Chesterfield?

A wonderful way to score cheap cottages in Chesterfield is with Expedia's convenient filter tool. Narrow your search results by amenities, star rating and budget to land unbeatable deals in just a few keystrokes.

What is there to do in Chesterfield near my cottage?

Chesterfield has enough activities and experiences to keep you busy for weeks, beginning with Chesterfield Market. Bolsover Castle, Hardwick Hall and Hotel Van Dyk Theatre are other renowned attractions. If you're lingering longer, Hardwick Hall-Derbyshire Country Park and Poolsbrook Country Park will add the finishing touches to your itinerary.

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