A historic building with black and white timber framing, a prominent clock tower, and a pointed spire in the background.

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Chesterfield cottages

Terrace/patio

1. Overton

Overton
2.0 star property
Chesterfield
$643 nightly
The price is $771
Aug 13 - Aug 14
Total with taxes and fees
Overton
Exterior

2. 2 bedroom accommodation in Holymoorside

2 bedroom accommodation in Holymoorside
Holymoorside
10.0 out of 10, Exceptional, (4 reviews)
"Really enjoyed this place, lovely and clean, comfy quiet and beautiful scenery."
United States
V & P Roberts
$461 nightly
The price is $461
Aug 8 - Aug 9
Total with taxes and fees
2 bedroom accommodation in Holymoorside
Property grounds

3. Bryn Tor - The Gardener's House

Bryn Tor - The Gardener's House
Bolsover, near Chesterfield
$743 nightly
The price is $743
Aug 11 - Aug 12
Total with taxes and fees
Bryn Tor - The Gardener's House
Exterior

4. Riber View Barn

Riber View Barn
3.0 star property
Chesterfield
$376 nightly
The price is $451
Aug 16 - Aug 17
Total with taxes and fees
Riber View Barn
Cottage | Exterior

5. Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
$443 nightly
The price is $532
Aug 8 - Aug 9
Total with taxes and fees
Cedar Cottage
Balcony

6. Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
$373 nightly
The price is $448
Aug 9 - Aug 10
Total with taxes and fees
Cuckoo Nest
Terrace/patio

7. Cherry Tree Cottage

Cherry Tree Cottage
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
"The property was lovely and clean beautiful views and was so relaxing"
United Kingdom
Lorraine
$731 nightly
The price is $877
Aug 11 - Aug 12
Total with taxes and fees
Cherry Tree Cottage
Cottage | Outdoor dining

8. Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
$700 nightly
The price is $840
Aug 23 - Aug 24
Total with taxes and fees
Moor Farm Cottage
Exterior

9. Wigley Farm House Cottage

Wigley Farm House Cottage
3.0 star property
Chesterfield
$692 nightly
The price is $830
Aug 15 - Aug 16
Total with taxes and fees
Wigley Farm House Cottage
Exterior

10. Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
$538 nightly
The price is $645
Aug 12 - Aug 13
Total with taxes and fees
Thorntree Lodge
Outdoor dining

11. Cherry Tree Farm

Cherry Tree Farm
3.0 star property
Chesterfield
$2,280 nightly
The price is $2,736
Sep 1 - Sep 2
Total with taxes and fees
Cherry Tree Farm
Cottage | Exterior

12. Harry's Lodge

Harry's Lodge
3.0 star property
Chesterfield
$576 nightly
The price is $692
Aug 13 - Aug 14
Total with taxes and fees
Harry's Lodge
Property grounds

13. 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
$699 nightly
The price is $838
Aug 31 - Sep 1
Total with taxes and fees
Woodthorpe Cruck Cottage
Exterior

14. The Loft at The George

The Loft at The George
3.5 star property
Chesterfield
$630 nightly
The price is $756
Aug 10 - Aug 11
Total with taxes and fees
The Loft at The George
Cottage | Interior

15. 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
$455 nightly
The price is $455
Aug 8 - Aug 9
Total with taxes and fees
Shire Cottage at Top Butterley Farm
Exterior

16. The Cottage

The Cottage
3.0 star property
Chesterfield
$704 nightly
The price is $845
Aug 21 - Aug 22
Total with taxes and fees
The Cottage
Cottage | Interior

17. The Old Stables

The Old Stables
3.5 star property
Chesterfield
$816 nightly
The price is $979
Sep 4 - Sep 5
Total with taxes and fees
The Old Stables
Garden

18. The Tack Room Cottage

The Tack Room Cottage
3.0 star property
Chesterfield
$634 nightly
The price is $760
Sep 4 - Sep 5
Total with taxes and fees
The Tack Room Cottage
Cottage | Interior

19. The Loft

The Loft
3.5 star property
Chesterfield
$715 nightly
The price is $858
Aug 29 - Aug 30
Total with taxes and fees
The Loft
Exterior

20. The Rumblings 1

The Rumblings 1
3.0 star property
Dronfield
8.8 out of 10, Excellent, (3 reviews)
" Country road unamed , Speeders 50 / 60 mph plus used as a rat run . Not safe for walking out with dog or young child . Property nice but dog has to go too up side of road as no garden . Too fast traffic passing , Settees 2 seaters too small not comfortable and I’m a size 14 , this has been mentioned in comments book a few years ago . Info leaflets over 2/3 yrs old so prices out of date . For pub menus need binned despite Everyone does not go on the internet looking for everything on it your...
United Kingdom
Joy
$392 nightly
The price is $470
Aug 28 - Aug 29
Total with taxes and fees
The Rumblings 1
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

Leonardo Hotel Sheffield

Leonardo Hotel Sheffield

10/10 Excellent
"Hotel en plein centre ville. Chambre confortable pour 2 adultes et un enfant de 12 ans. Difficile de se trouver un stationnement aux alentours. Il faut le payer à la réception si on veut."
Bruno 1-night trip
Posted less than an hour ago
Leonardo Hotel Sheffield

Find out more about Chesterfield

Chesterfield Cottages information

Number of reviews
13
Accommodation
1816 Cottages
Lowest Price
$448
Highest Price
$2,736

Frequently asked questions

How much do cottages in Chesterfield cost?
Cottages in Chesterfield range between $448 and $2,736 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?
A guest favorite is Thorntree Lodge. Cozy up at this 3.5-star stay which features a garden and individually decorated rooms. Shire Cottage At Top Butterley Farm is another popular option worth shortlisting. Unpack your bags at this 3-star cottage and take advantage of conveniences including individually decorated rooms and WiFi. You can choose from multiple cottages in Chesterfield with a total average guest review rating of 9.4.
How many cottages are there in Chesterfield?
Take your pick of 1816 cottages in Chesterfield. Whether you're traveling with the kids or organizing 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?
With cottages starting at just $448 per night, you may want to extend your trip to Chesterfield! One retreat that's easy on your budget is The Rumblings 1. It offers useful amenities like individually decorated rooms and WiFi. Another inexpensive pick where you can enjoy a break from the routine is The Rumblings 2. Individually decorated rooms and WiFi are among the conveniences here. If you're exploring Chesterfield on a budget, there are loads of terrific free attractions to put on your itinerary. Chesterfield Museum & Art Gallery and Chesterfield Market are always favorites. 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?
Traveling with your group in Chesterfield is a breeze at Thorntree Lodge. With conveniences including a fireplace and WiFi, you can rest and relax at this 3.5-star cottage. Shire Cottage At Top Butterley Farm is another family-friendly stay where you and the rest of the squad can take time out from the relentless pace of the big city. This cottage has a 3-star rating and conveniences including WiFi and a stovetop. Chesterfield boasts an array of family-friendly attractions to visit when the kids are getting restless. Bolsover Castle and Barrow Hill Roundhouse Railway Centre promise a fun day out for travelers young and old.
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 Theater 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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