A stone path winding through a valley with a sunset in the background.

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Chesterfield cottages

An outdoor patio with a table, chairs, a hot tub, and a view of a golf course.

1. Cherry Tree Farm

Cherry Tree Farm
3.0 star property
Chesterfield
The price is S$2,564
includes taxes & fees
24 Nov - 25 Nov
Cherry Tree Farm
A building with a sloped roof, large solar panels, and wooden doors.

2. 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 S$570
includes taxes & fees
1 Nov - 2 Nov
Little Mill
A stone building with two wooden doors and a small window.

3. Carr House Farm

Carr House Farm
3.0 star property
Chesterfield
The price is S$760
includes taxes & fees
2 Nov - 3 Nov
Carr House Farm
A hot tub under a wooden pergola with a stone wall and greenery in the background.

4. 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 S$1,116
includes taxes & fees
29 Oct - 30 Oct
Cherry Tree Cottage
A bathroom with a freestanding bathtub, a wooden vanity with drawers, a toilet, and a mirror.

5. The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is S$1,247
includes taxes & fees
2 Nov - 3 Nov
The Old Stables
A brick house with a white door, a small garden, and a patio with a table and chairs.

6. Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is S$677
includes taxes & fees
7 Nov - 8 Nov
Cedar Cottage
A wooden cabin with a fenced backyard, a small porch, and a stone wall in the background.

7. Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is S$821
includes taxes & fees
31 Oct - 1 Nov
Thorntree Lodge
A backyard with a small lawn, a wooden shed, and a tall bamboo fence.

8. Overton

Overton
3.0 star property
Chesterfield
The price is S$983
includes taxes & fees
1 Nov - 2 Nov
Overton
A rustic lodge with a sign reading "Harry's Lodge," surrounded by lush greenery and a stone wall.

9. Harry's Lodge

Harry's Lodge
3.0 star property
Chesterfield
The price is S$881
includes taxes & fees
1 Nov - 2 Nov
Harry's Lodge
A stone building with a pitched roof, a small porch, and a stone wall in the background.

10. Riber View Barn

Riber View Barn
3.0 star property
Chesterfield
The price is S$598
includes taxes & fees
2 Nov - 3 Nov
Riber View Barn
A stone building with a gravel driveway and two potted plants.

11. The Cottage

The Cottage
3.0 star property
Chesterfield
The price is S$1,053
includes taxes & fees
24 Nov - 25 Nov
The Cottage
A stone house with a large glass bay window, a patio with outdoor furniture, and a well-maintained lawn.

12. Swallows Barn

Swallows Barn
3.5 star property
Chesterfield
The price is S$1,046
includes taxes & fees
9 Nov - 10 Nov
Swallows Barn
Interior

13. The Loft

The Loft
3.5 star property
Chesterfield
The price is S$1,036
includes taxes & fees
1 Nov - 2 Nov
The Loft
An outdoor dining area with wicker chairs, a glass table, and a hot tub in the background.

14. Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
The price is S$1,069
includes taxes & fees
2 Nov - 3 Nov
Moor Farm Cottage
A stone building with a large window, a stone archway, and a garden with hedges and a flower bed.

15. The Tack Room Cottage

The Tack Room Cottage
3.0 star property
Chesterfield
The price is S$968
includes taxes & fees
31 Oct - 1 Nov
The Tack Room Cottage
A stone building with two arched windows, a small door, and a garden with various plants.

16. 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 S$649
includes taxes & fees
4 Nov - 5 Nov
The Old Chapel
A stone building with multiple windows, a door, and a signboard.

17. The Loft at The George

The Loft at The George
3.5 star property
Chesterfield
The price is S$962
includes taxes & fees
1 Nov - 2 Nov
The Loft at The George
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

Four Points Flex by Sheraton Nottingham

Four Points Flex by Sheraton Nottingham

10/10 Excellent
"The staff were incredibly helpful and accommodating."
Rebecca 1-night trip
Posted 3 hours ago
Four Points Flex by Sheraton Nottingham

Find out more about Chesterfield

Chesterfield Cottages information

Number of reviews
5
Accommodation
872 Cottages
Lowest Price
S$570
Highest Price
S$2,564

Frequently asked questions

How much do cottages in Chesterfield cost?
Cottages in Chesterfield range between S$570 and S$2,564 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. Cosy 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 10.0.
How many cottages are there in Chesterfield?
Take your pick of 872 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?
With cottages starting at just S$570 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 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.