Chesterfield Cottage Rentals from $455

Q: 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.

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

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Our top choices for Chesterfield cottages

1. Cherry Tree Farm

Chesterfield

$1,837 nightly

Sep 22 - Sep 23

Total with taxes and fees

2. 2 bedroom accommodation in Holymoorside

Holymoorside

V & P Roberts

$378 nightly

Sep 17 - Sep 18

Total with taxes and fees

3. Bryn Tor - The Gardener's House

Bolsover, near Chesterfield

$755 nightly

Sep 2 - Sep 3

Total with taxes and fees

4. Overton

Chesterfield

$653 nightly

Aug 26 - Aug 27

Total with taxes and fees

5. Cherry Tree Cottage

Chesterfield

Lorraine

$742 nightly

Sep 2 - Sep 3

Total with taxes and fees

6. Wigley Farm House Cottage

Chesterfield

$703 nightly

Sep 12 - Sep 13

Total with taxes and fees

7. Swallows Barn

Chesterfield

$935 nightly

Sep 1 - Sep 2

Total with taxes and fees

8. Cedar Cottage

Chesterfield

$450 nightly

Aug 25 - Aug 26

Total with taxes and fees

9. Carr House Farm

Chesterfield

$506 nightly

Aug 31 - Sep 1

Total with taxes and fees

10. Riber View Barn

Chesterfield

$398 nightly

Aug 26 - Aug 27

Total with taxes and fees

11. Cuckoo Nest

Chesterfield

$379 nightly

Sep 4 - Sep 5

Total with taxes and fees

12. Moor Farm Cottage

Chesterfield

$711 nightly

Sep 4 - Sep 5

Total with taxes and fees

13. The Loft at The George

Chesterfield

$640 nightly

Aug 31 - Sep 1

Total with taxes and fees

14. Woodthorpe Cruck Cottage

Chesterfield

Anthony

$710 nightly

Aug 31 - Sep 1

Total with taxes and fees

15. The Old Stables

Chesterfield

$829 nightly

Aug 31 - Sep 1

Total with taxes and fees

16. The Cottage

Chesterfield

$716 nightly

Sep 11 - Sep 12

Total with taxes and fees

17. The Tack Room Cottage

Chesterfield

$644 nightly

Sep 4 - Sep 5

Total with taxes and fees

18. The Loft

Chesterfield

$689 nightly

Aug 31 - Sep 1

Total with taxes and fees

19. Shire Cottage at Top Butterley Farm

Chesterfield

Ian

$462 nightly

Aug 31 - Sep 1

Total with taxes and fees

20. Little Mill

Chesterfield

$379 nightly

Aug 25 - Aug 26

Total with taxes and fees

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Top Chesterfield Hotel Reviews

The Orchard Hotel & Restaurant

10/10 Excellent

"Nice sized rooms, smart bar area, easy to find, quality food. Why though they’ve introduced parking fees for overnight guests (£6) is a little annoying"

Buxton Crescent

8/10 Good

"When we arrived were immediately helped to sort out the parking. We would have liked to know beforehand that parking was difficult and that valet service was available. Our bags were taken care of and in our room when we checked in. The room was pleasant but there was old water in the kettle and old opened milk sachets. There was no shower gel in the container. Staff did put this right however. Breakfast was good and staff helped with a special order Spa facilities were very good but we hadn’t realised that without booking a treatment you are expected to pay extra per day to use the facilities . We booked dinner on our second night and we were disappointed to hear that some items were off the menu and others had been changed. We then waited far too long for our main course. The food that came out was mixed. Main courses were tasty but side dishes were poor."

Find out more about Chesterfield

Chesterfield Cottages information

Number of reviews	10
Accommodation	2043 Cottages
Lowest Price	$455
Highest Price	$2,205

Frequently asked questions

How much do cottages in Chesterfield cost?

Cottages in Chesterfield range between $455 and $2,205 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 2043 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 $455 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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Chesterfield Vacation Rentals

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Check prices for these dates

Our top choices for Chesterfield cottages

1. Cherry Tree Farm

2. 2 bedroom accommodation in Holymoorside

3. Bryn Tor - The Gardener's House

4. Overton

5. Cherry Tree Cottage

6. Wigley Farm House Cottage

7. Swallows Barn

8. Cedar Cottage

9. Carr House Farm

10. Riber View Barn

11. Cuckoo Nest

12. Moor Farm Cottage

13. The Loft at The George

14. Woodthorpe Cruck Cottage

15. The Old Stables

16. The Cottage

17. The Tack Room Cottage

18. The Loft

19. Shire Cottage at Top Butterley Farm

20. Little Mill

Find vacation rentals that suit your style

Top Chesterfield Hotel Reviews

The Orchard Hotel & Restaurant

Find out more about Chesterfield

Chesterfield Cottages information

Frequently asked questions

Explore a world of travel with Expedia