Best Cottages in Chesterfield District in 2026

A town square with a prominent church steeple, a clock tower, and traditional half-timbered buildings.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chesterfield District cottages

1. 5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)

Ashbourne

"Beautiful property in a stunning location. The combination of an amazing walk on the doorstep, private swimming pool and jacuzzi to relax in and a quiet location made this everything we were looking for when trying to find the perfect relaxing weekend break. The hosts were friendly and on hand if we needed anything. The house and swimming pool were spotlessly clean and well maintained. An overall 5 star experience! Looking forward to returning again soon!"

Shahida

2. ✨ Cosy Corner Cottage – A Cosy Hideaway in the Peak District 🏡

Baslow,Derbyshire

paul m.

3. Lovely period Holiday cottage in Peak District with free wi-fi broadband

Buxton

Mark T.

4. Gratton Grange Farm Holiday Cottage

Bakewell

Richard

includes taxes & fees

9 Aug - 10 Aug

5. Hathersage, Peak District National Park, Derbyshire, England

Hathersage

Mary H.

6. Gardeners Cottage in the grounds of Newstead Abbey- home of the Poet Lord Byron

Ravenshead, Nottinghamshire

Catherine A.

7. The Coach House - sleeps 4 guests in 2 bedrooms

Stoney Middleton

8. Style and Comfort - Welcome to The Bobbin

Ashford in the Water

Rameshchandra

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Chesterfield District Hotel Reviews

Eastwood Hall

10/10 Excellent

"Brill"

WILDES INNS

8/10 Good

"attended a wedding here so decided to stay over,the hotel room was lovely and clean,bed was very uncomfortable,shower was great.the breakfast was great with excellent selection of food. The only fault we had was that the bedroom window wouldn’t close,which didn’t seem a problem when we returned back to our room later in the night,but from 5am all we could hear noise of the traffic,so had about 4hours sleep all night,so if you are booking i recommend asking for a room not facing the road"

Buxton Crescent

8/10 Good

"The hotel is ideally located to enjoy the best of Buxton. It is beautifully decorated, with a real sense of luxury. Our room was spotless and the bed very comfy. Staff were helpful and polite. My only disappointment was the breakfast service and in all truth this was completely unacceptable. It was apparent that the kitchen and service was heavily understaffed, which impacted upon the cleanliness, insufficient stocks on the buffet service and delays serving food. Most people had a 45min delay for hot breakfast, and this resulted in us and a number of other guests requesting refunds. The serving staff were very apologetic and just looked worn out and embarrassed."

Sandman Signature Sheffield Quays Hotel

8/10 Good

"I think the value for money was excellent. The rooms were modern, clean and comfortable. The only complaint with the room was the lighting being too dark, albeit a very modern lighting setup. However, I have to state as someone allergic to Gluten, the hotel and restaurant have absolutely ZERO ability to deal with this and therefore neither dinner nor breakfast was an option."

voco Sheffield by IHG

8/10 Good

"Great hotel but it clearly needs a refurb now. The rooms are nice but the decor a bit old fashioned and showing signs of a lot of wear and tear. The corridors and panelling are chipped and bashed and the pool area and sauna etc missing tiles. It’s in a great location and the rooms and bathrooms are a great size and the mattress really comfy. Staff are really helpful and the onsite bar and restaurant are really nice. As I say, just needs a refurb to bring it up to speed."

Find out more about Chesterfield District

Chesterfield District Cottages information

Number of reviews	1,092
Accommodation	1508 Cottages
Lowest Price	£138
Highest Price	£745

Explore a world of travel with Expedia

Chesterfield Holiday Rentals

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterfield District cottages

1. 5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)

2. ✨ Cosy Corner Cottage – A Cosy Hideaway in the Peak District 🏡

3. Lovely period Holiday cottage in Peak District with free wi-fi broadband

4. Gratton Grange Farm Holiday Cottage

5. Hathersage, Peak District National Park, Derbyshire, England

6. Gardeners Cottage in the grounds of Newstead Abbey- home of the Poet Lord Byron

7. The Coach House - sleeps 4 guests in 2 bedrooms

8. Style and Comfort - Welcome to The Bobbin

9. Cottage in the Heart of the Peak District

10. Rose Cottage - Cosy Cottage in Millers Dale

11. 2 bedroom accommodation in Bakewell

12. Valley View

13. Johnsons Cottage - UK39727

14. Old Millers Cottage, Dovedale, Derbyshire / Staffordshire borders

15. Brewers Cottage - sleeps 2 guests in 1 bedroom

16. Fantastic panoramic views, beautiful Peak District Cottage with Indoor Pool

17. 2 bedroom accommodation in Lumsdale, Tansley Wood, near Matlock

18. River View sits beside the River Bradford with views of the hills and river.

19. Pudding Cottage

20. Chatterbox Cottage, romantic hideaway in the Picturesque Derbyshire Dales

Find holiday rentals that suit your style

Top Chesterfield District Hotel Reviews

Eastwood Hall

Leonardo Hotel Sheffield

Courtyard By Marriott Sheffield

ibis budget Sheffield Arena

WILDES INNS

Buxton Crescent

Sandman Signature Sheffield Quays Hotel

voco Sheffield by IHG

Palace Hotel & Spa Buxton

Find out more about Chesterfield District

Chesterfield District Cottages information

Explore a world of travel with Expedia

Search Chesterfield District Cottages

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterfield District cottages

1. 5* Detached Stone Cottage with a Private Indoor Pool (Not Shared)

2. ✨ Cosy Corner Cottage – A Cosy Hideaway in the Peak District 🏡

3. Lovely period Holiday cottage in Peak District with free wi-fi broadband

4. Gratton Grange Farm Holiday Cottage

5. Hathersage, Peak District National Park, Derbyshire, England

6. Gardeners Cottage in the grounds of Newstead Abbey- home of the Poet Lord Byron

7. The Coach House - sleeps 4 guests in 2 bedrooms

8. Style and Comfort - Welcome to The Bobbin

9. Cottage in the Heart of the Peak District

10. Rose Cottage - Cosy Cottage in Millers Dale

11. 2 bedroom accommodation in Bakewell

12. Valley View

13. Johnsons Cottage - UK39727

14. Old Millers Cottage, Dovedale, Derbyshire / Staffordshire borders

15. Brewers Cottage - sleeps 2 guests in 1 bedroom

16. Fantastic panoramic views, beautiful Peak District Cottage with Indoor Pool

17. 2 bedroom accommodation in Lumsdale, Tansley Wood, near Matlock

18. River View sits beside the River Bradford with views of the hills and river.

19. Pudding Cottage

20. Chatterbox Cottage, romantic hideaway in the Picturesque Derbyshire Dales

Find holiday rentals that suit your style

Top Chesterfield District Hotel Reviews

Eastwood Hall

Find out more about Chesterfield District

Chesterfield District Cottages information

Explore a world of travel with Expedia