Holiday Rentals Chesterfield from ฿2,252: Find Short-Term Rentals & Holiday Accommodations

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In two weeks

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Our top choices for Chesterfield holiday rentals

House | Private kitchen | Fridge, microwave, oven, stovetop

1. Commuters Getaway Chesterfield

Chesterfield

฿5,121 total

includes taxes & fees

1 Sept - 2 Sept

Fridge, dishwasher, electric kettle, cookware/dishes/utensils

2. Cuckoo Nest

Chesterfield

฿14,915 total

includes taxes & fees

19 Aug - 20 Aug

3. a Quiet Semi Rural Property Located in Bolsover

Chesterfield

฿5,642 total

includes taxes & fees

10 Aug - 11 Aug

4. Shire Cottage at Top Butterley Farm

Chesterfield

Ian

฿15,196 total

includes taxes & fees

8 Aug - 9 Aug

5. 2bed - Garden-pets-freeparking-m1connections

Chesterfield

Philip

฿5,121 total

includes taxes & fees

12 Aug - 13 Aug

6. Wigley Farm House Cottage

Chesterfield

฿27,640 total

includes taxes & fees

19 Aug - 20 Aug

7. Riber View Barn

Chesterfield

฿15,006 total

includes taxes & fees

16 Aug - 17 Aug

Cottage | 3 bedrooms, free WiFi, individually decorated, individually furnished

8. Cedar Cottage

Chesterfield

฿17,697 total

includes taxes & fees

16 Aug - 17 Aug

9. The Cottage

Chesterfield

10. The Tack Room Cottage

Chesterfield

฿25,314 total

includes taxes & fees

4 Sept - 5 Sept

11. The Loft

Chesterfield

฿27,093 total

includes taxes & fees

5 Sept - 6 Sept

12. Moor Farm Cottage

Chesterfield

฿27,960 total

includes taxes & fees

4 Sept - 5 Sept

13. Harry's Lodge

Chesterfield

14. Overton

Chesterfield

฿25,679 total

includes taxes & fees

16 Aug - 17 Aug

Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher

15. Thorntree Lodge

Chesterfield

฿21,558 total

includes taxes & fees

12 Aug - 13 Aug

16. The Loft at The George

Chesterfield

฿25,177 total

includes taxes & fees

18 Aug - 19 Aug

17. Cherry Tree Cottage

Chesterfield

Lorraine

฿29,191 total

includes taxes & fees

12 Aug - 13 Aug

18. Woodthorpe Cruck Cottage

Chesterfield

Anthony

฿29,967 total

includes taxes & fees

9 Aug - 10 Aug

19. Cherry Tree Farm

Chesterfield

฿91,088 total

includes taxes & fees

1 Sept - 2 Sept

20. Swallows Barn

Chesterfield

฿36,757 total

includes taxes & fees

1 Sept - 2 Sept

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Top Chesterfield Hotel Reviews

The Orchard Hotel & Restaurant

10/10 Excellent

"We have taken weekend breaks as a couple at the Orchard for a number of years. We do bed and breakfast. We have always loved the location and the hotel. The recent refurbishment of the foyer, bar and dining room have transformed the space creating a spacious but intimate environment. The breakfast at Bramleys is excellent and good value. In the past we would sometimes have taken breakfast elsewhere, no longer. The staff we all helpful and welcoming."

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

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Frequently asked questions

Can I find a holiday rental in Chesterfield?

Yes, there are holiday rentals in Chesterfield close to Clay Cross Active, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Chesterfield has a good selection of top-notch restaurants and lively bars. Make sure you have time to check out the churches and parks during your trip.

How many holiday rentals will I find in Chesterfield?

With 45 Expedia holiday rentals, you're guaranteed to find just the right place for your Chesterfield stay.

What can I see and do in Chesterfield?

Enjoy the outdoors at Peak District National Park and Queen's Park, or simply take in cultural attractions like Barrow Hill Roundhouse Railway Centre and Hotel Van Dyk Theater. Chesterfield Market and Bolsover Castle are other places to visit while you're in town.

What are holiday rentals like in Chesterfield?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesterfield. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family getaway.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterfield holiday rentals

1. Commuters Getaway Chesterfield

2. Cuckoo Nest

3. a Quiet Semi Rural Property Located in Bolsover

4. Shire Cottage at Top Butterley Farm

5. 2bed - Garden-pets-freeparking-m1connections

6. Wigley Farm House Cottage

7. Riber View Barn

8. Cedar Cottage

9. The Cottage

10. The Tack Room Cottage

11. The Loft

12. Moor Farm Cottage

13. Harry's Lodge

14. Overton

15. Thorntree Lodge

16. The Loft at The George

17. Cherry Tree Cottage

18. Woodthorpe Cruck Cottage

19. Cherry Tree Farm

20. Swallows Barn

Find holiday rentals that suit your style

Top Chesterfield Hotel Reviews

The Orchard Hotel & Restaurant

Leonardo Hotel Sheffield

Leonardo Hotel Nottingham

WILDES INNS

Hex Wildlife Hotel

Buxton Crescent

B&B HOTEL Derby

Sandman Signature Sheffield Quays Hotel

voco Sheffield by IHG

Find out more about Chesterfield

Frequently asked questions

Go further with the Expedia app

Search Holiday Rentals in Chesterfield

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chesterfield holiday rentals

1. Commuters Getaway Chesterfield

2. Cuckoo Nest

3. a Quiet Semi Rural Property Located in Bolsover

4. Shire Cottage at Top Butterley Farm

5. 2bed - Garden-pets-freeparking-m1connections

6. Wigley Farm House Cottage

7. Riber View Barn

8. Cedar Cottage

9. The Cottage

10. The Tack Room Cottage

11. The Loft

12. Moor Farm Cottage

13. Harry's Lodge

14. Overton

15. Thorntree Lodge

16. The Loft at The George

17. Cherry Tree Cottage

18. Woodthorpe Cruck Cottage

19. Cherry Tree Farm

20. Swallows Barn

Find holiday rentals that suit your style

Top Chesterfield Hotel Reviews

The Orchard Hotel & Restaurant

Find out more about Chesterfield

Frequently asked questions

Go further with the Expedia app