The tow path on the Chesterfield canal on a bright sunny day

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Chesterfield cottages

Outdoor dining

1. Cherry Tree Farm

Cherry Tree Farm
3.0 star property
Chesterfield
The price is CA $2,696
CA $3,235 total
includes taxes & fees
Sep 8 - Sep 9
Cherry Tree Farm
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
The price is CA $520
CA $520 total
includes taxes & fees
Sep 17 - Sep 18
2 bedroom accommodation in Holymoorside
Property grounds

3. Bryn Tor - The Gardener's House

Bryn Tor - The Gardener's House
Bolsover, near Chesterfield
The price is CA $1,039
CA $1,039 total
includes taxes & fees
Aug 30 - Aug 31
Bryn Tor - The Gardener's House
Terrace/patio

4. Overton

Overton
2.0 star property
Chesterfield
The price is CA $899
CA $1,079 total
includes taxes & fees
Aug 26 - Aug 27
Overton
Terrace/patio

5. 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
The price is CA $1,022
CA $1,226 total
includes taxes & fees
Sep 2 - Sep 3
Cherry Tree Cottage
Exterior

6. Wigley Farm House Cottage

Wigley Farm House Cottage
3.0 star property
Chesterfield
The price is CA $968
CA $1,161 total
includes taxes & fees
Sep 1 - Sep 2
Wigley Farm House Cottage
Exterior

7. Carr House Farm

Carr House Farm
2.0 star property
Chesterfield
The price is CA $683
CA $819 total
includes taxes & fees
Aug 24 - Aug 25
Carr House Farm
Cottage | Exterior

8. Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is CA $620
CA $743 total
includes taxes & fees
Aug 23 - Aug 24
Cedar Cottage
Cottage | Front of property

9. Swallows Barn

Swallows Barn
3.5 star property
Chesterfield
The price is CA $1,287
CA $1,544 total
includes taxes & fees
Sep 1 - Sep 2
Swallows Barn
Exterior

10. Riber View Barn

Riber View Barn
3.0 star property
Chesterfield
The price is CA $548
CA $657 total
includes taxes & fees
Aug 25 - Aug 26
Riber View Barn
Balcony

11. Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
The price is CA $522
CA $627 total
includes taxes & fees
Sep 4 - Sep 5
Cuckoo Nest
Cottage | Outdoor dining

12. Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
The price is CA $979
CA $1,175 total
includes taxes & fees
Sep 4 - Sep 5
Moor Farm Cottage
Exterior

13. The Cottage

The Cottage
3.0 star property
Chesterfield
The price is CA $985
CA $1,182 total
includes taxes & fees
Sep 11 - Sep 12
The Cottage
Exterior

14. The Loft at The George

The Loft at The George
3.5 star property
Chesterfield
The price is CA $881
CA $1,058 total
includes taxes & fees
Aug 31 - Sep 1
The Loft at The George
Exterior

15. Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is CA $752
CA $903 total
includes taxes & fees
Aug 21 - Aug 22
Thorntree Lodge
Cottage | Interior

16. The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is CA $1,142
CA $1,370 total
includes taxes & fees
Aug 31 - Sep 1
The Old Stables
Property grounds

17. 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 CA $977
CA $1,173 total
includes taxes & fees
Aug 31 - Sep 1
Woodthorpe Cruck Cottage
Garden

18. The Tack Room Cottage

The Tack Room Cottage
3.0 star property
Chesterfield
The price is CA $886
CA $1,063 total
includes taxes & fees
Sep 4 - Sep 5
The Tack Room Cottage
Cottage | Interior

19. 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 CA $636
CA $636 total
includes taxes & fees
Aug 21 - Aug 22
Shire Cottage at Top Butterley Farm
Cottage | Interior

20. The Loft

The Loft
3.5 star property
Chesterfield
The price is CA $948
CA $1,138 total
includes taxes & fees
Aug 31 - Sep 1
The Loft
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

Find out more about Chesterfield

Chesterfield Cottages information

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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 favourite 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 favourites. 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?
Travelling 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 travellers 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.