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 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Chesterfield cottages

Terrace/patio

1. Overton

Overton
2.0 star property
Chesterfield
$645 nightly
The price is $774
Aug 6 - Aug 7
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
$462 nightly
The price is $462
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
$746 nightly
The price is $746
Aug 10 - Aug 11
Total with taxes and fees
Bryn Tor - The Gardener's House
Exterior

4. Riber View Barn

Riber View Barn
3.0 star property
Chesterfield
$377 nightly
The price is $452
Aug 6 - Aug 7
Total with taxes and fees
Riber View Barn
Cottage | Exterior

5. Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
$445 nightly
The price is $534
Aug 7 - Aug 8
Total with taxes and fees
Cedar Cottage
Balcony

6. Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
$375 nightly
The price is $450
Aug 7 - Aug 8
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
$733 nightly
The price is $880
Aug 5 - Aug 6
Total with taxes and fees
Cherry Tree Cottage
Cottage | Outdoor dining

8. Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
$703 nightly
The price is $843
Aug 5 - Aug 6
Total with taxes and fees
Moor Farm Cottage
Exterior

9. Wigley Farm House Cottage

Wigley Farm House Cottage
3.0 star property
Chesterfield
$694 nightly
The price is $833
Aug 7 - Aug 8
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)
$540 nightly
The price is $648
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
$2,289 nightly
The price is $2,746
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
$579 nightly
The price is $694
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
$701 nightly
The price is $842
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
$633 nightly
The price is $759
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
$457 nightly
The price is $457
Aug 7 - Aug 8
Total with taxes and fees
Shire Cottage at Top Butterley Farm
Exterior

16. The Cottage

The Cottage
3.0 star property
Chesterfield
$707 nightly
The price is $849
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
$1,082 nightly
The price is $1,298
Aug 31 - Sep 1
Total with taxes and fees
The Old Stables
Garden

18. The Tack Room Cottage

The Tack Room Cottage
3.0 star property
Chesterfield
$889 nightly
The price is $1,067
Aug 28 - Aug 29
Total with taxes and fees
The Tack Room Cottage
Cottage | Interior

19. The Loft

The Loft
3.5 star property
Chesterfield
$717 nightly
The price is $861
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
$393 nightly
The price is $471
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

The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

10/10 Excellent
"A contemporary hotel with fantastic restaurant and remodelled bar area. Staff are very welcoming and friendly. Our dinner was excellent. Quiet. Good parking. Very clean. We had a great room (Superior King) which worked great for chairing an online Board meeting. A total surprise to find this on a University campus. We will be back."
Francis James 2-night trip
Posted 3 hours ago
The Orchard Hotel & Restaurant

Find out more about Chesterfield

Chesterfield Cottages information

Number of reviews
Accommodation
 Cottages
Lowest Price
Highest Price

Frequently asked questions

How much do cottages in Chesterfield cost?
Cottages in Chesterfield range between and 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 .
How many cottages are there in Chesterfield?
Take your pick of 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 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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