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Flats in Chesterfield and Guest houses - Holiday Lettings - Holiday Rentals Chesterfield

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987 Holiday homes

Barlow holiday cottage rental

Barlow cottage

2 bedrooms / 2 bathrooms / sleeps 5

5

from £81 / night

£378 - £745 / week

Cottage rental in Cutthorpe

Cutthorpe cottage

3 bedrooms / 2 bathrooms / sleeps 5

28

Responds fast! avg. 2 hours 20 minutes

from £98 / night

£430 - £630 / week

Holiday cottage in Barlow

Barlow cottage

2 bedrooms / 1 bathroom / sleeps 4

4

from £75 / night

£350 - £716 / week

Ashover holiday cottage rental

Ashover cottage

2 bedrooms / 2 bathrooms / sleeps 4

“Fantastic 5* cottage that I would happily recommend to anyone” The location was lovely. Very quiet and pretty. Bakewell was only a 20 minute drive away. The cottage had everything and more that you needed and is done to the highest standards possible. The owners are very helpful. Nothing negative to say about it.

41

from £126 / night

£1,071 / week

Cottage letting in Cutthorpe

Cutthorpe cottage

1 bedroom / 1 bathroom / sleeps 2

14

Responds fast! avg. 2 hours 20 minutes

from £81 / night

£344 - £458 / week

Holiday lodge in Chesterfield

Chesterfield lodge

2 bedrooms / 1 bathroom / sleeps 4

5

Responds fast! avg. 1 hour 19 minutes

from £103 / night

£561 - £687 / week

Home letting in Chesterfield

Chesterfield house

3 bedrooms / 1 bathroom / sleeps 7

1

Responds fast! avg. 3 hours 11 minutes

from £142 / night

£994 / week

Cottage rental in Barlow

Barlow cottage

2 bedrooms / 1 bathroom / sleeps 4

6

from £75 / night

£350 - £687 / week

Holiday cottage in Barlow

Barlow cottage

2 bedrooms / 1 bathroom / sleeps 4

17

Responds fast! avg. 51 minutes

from £81 / night

£561 / week

Chesterfield holiday home rental

Chesterfield house

3 bedrooms / 2 bathrooms / sleeps 7

“Great weekend” A girls weekend, lovely welcome basket on arrival. Beautiful home and had everything you needed. Peter and Carole are very welcoming and made us feel extremely welcome. Defiantly a 5star service

15

from £149 / night

£916 / week

Holiday home in Chesterfield

Chesterfield house

3 bedrooms / 1 bathroom / sleeps 6

“Perfect” All rooms well equiped and modern, 3 good sized bedrooms with comfortable beds. Brilliant location (5 min walk to supermarket, and a few minutes drive from the centre of Chesterfield). Plenty of spaces to park in the street. Chatsworth House, Matlock, Bakewell and the Derbyshire Peek District all an easy drive away!

41

Responds fast! avg. 3 hours 55 minutes

from £92 / night

£458 - £630 / week

Holiday cottage in Cutthorpe

Cutthorpe cottage

1 bedroom / 1 bathroom / sleeps 4

14

Responds fast! avg. 39 minutes

from £98 / night

£682 / week

Ashover holiday b&b rental

Ashover b&b

1 bedroom / 1 bathroom / sleeps 3

50

Responds fast! avg. 2 hours 30 minutes

from £92 / night

£550 / week

Holiday cottage with golf nearby in Ashover

Ashover cottage

1 bedroom / 1 bathroom / sleeps 2

34

Responds fast! avg. 12 minutes

from £92 / night

£642 / week

Holiday home in Chesterfield

Chesterfield house

5 bedrooms / 2 bathrooms / sleeps 13

1

Responds fast! avg. 3 hours 11 minutes

from £142 / night

£994 / week

Holiday home rental

Hardstoft house

9 bedrooms / 9 bathrooms / sleeps 26

3

Responds fast! avg. 1 hour 34 minutes

from £630 / night

£4,409 / week

Holiday boathouse in Chesterfield

Chesterfield boathouse

1 bedroom / 2 bathrooms / sleeps 4

26

Responds fast! avg. 3 hours 27 minutes

from £126 / night

£745 - £985 / week

Cottage rental in Ashover

Ashover cottage

2 bedrooms / 1 bathroom / sleeps 4

44

Responds fast! avg. 53 minutes

from £94 / night

£401 - £659 / week

Home rental in Barlow

Barlow house

5 bedrooms / 5 bathrooms / sleeps 10

1

from £258 / night

£1,804 / week

Cutthorpe holiday apartment rental

Cutthorpe apartment

2 bedrooms / 1 bathroom / sleeps 4

4

Responds fast! avg. 2 hours 57 minutes

from £115 / night

£596 - £630 / week

Ashover holiday cottage rental

Ashover cottage

3 bedrooms / 1 bathroom / sleeps 6

46

Responds fast! avg. 53 minutes

from £113 / night

£481 - £790 / week

Ashover holiday log cabin rental

Ashover log cabin

3 bedrooms / 2 bathrooms / sleeps 6

25

Responds fast! avg. 2 hours 14 minutes

from £113 / night

£786 / week

Holiday home with indoor pool, golf nearby in New Tupton

New Tupton house

8 bedrooms / 7 bathrooms / sleeps 22

214

from £800 / night

£3,995 / week

Holiday apartment in Chesterfield

Chesterfield apartment

1 bedroom / 1 bathroom / sleeps 3

from £103 / night

£573 / week

Holiday cottage rental

Barlow cottage

3 bedrooms / 3 bathrooms / sleeps 6

from £224 / night

£1,563 / week

Clowne holiday home rental

Clowne house

3 bedrooms / 2 bathrooms / sleeps 8

4

Responds fast! avg. 3 hours 5 minutes

from £98 / night

£682 / week

Barlow holiday barn rental

Barlow barn

1 bedroom / 1 bathroom / sleeps 2

6

Responds fast! avg. 51 minutes

from £63 / night

£441 / week

Holiday home in Holymoorside

Holymoorside house

1 bedroom / 1 bathroom / sleeps 2

4

from £78 / night

£271 - £702 / week

Holiday home in Clay Cross

Clay Cross house

1 bedroom / 1 bathroom / sleeps 2

1

from £74 / night

£283 - £675 / week

Holiday home in Holestone Moor

Holestone Moor house

2 bedrooms / 1 bathroom / sleeps 3

from £85 / night

£289 - £801 / week

Holiday home in New Tupton

New Tupton house

5 bedrooms / 5 bathrooms / sleeps 10

1

from £274 / night

£1,023 - £3,219 / week

Holiday home with golf nearby in Ashover

Ashover house

3 bedrooms / 2 bathrooms / sleeps 6

3

from £139 / night

£508 - £1,566 / week

Holiday home in Ashover

Ashover house

2 bedrooms / 2 bathrooms / sleeps 4

“Lovely cottage in beautiful setting.” I spent a few days with my children and dog at acorn Cottage in the summer. The owners were very welcoming on arrival and we loved all the personal touches - flowers, wine, fresh eggs and honey. The cottage itself was perfect. Spotlessly clean, very well equipped and beautifully appointed. We particularly liked having our own little enclosed garden for the dog who was also spoilt with her own bed and dog treats on arrival. I would highly recommend the cottage.

36

from £90 / night

£333 - £938 / week

Holiday home in Barlow

Barlow house

2 bedrooms / 1 bathroom / sleeps 4

from £94 / night

£323 - £891 / week

Holiday home in Ashover

Ashover house

4 bedrooms / 2 bathrooms / sleeps 8

8

from £178 / night

£645 - £2,039 / week

Holiday home in Clay Cross

Clay Cross house

2 bedrooms / 2 bathrooms / sleeps 4

4

from £84 / night

£319 - £889 / week

Holiday home in Barlow

Barlow house

2 bedrooms / 1 bathroom / sleeps 5

from £99 / night

£323 - £956 / week

Ashover holiday cottage rental

Ashover cottage

2 bedrooms / 1 bathroom / sleeps 4

3

from £88 / night

£301 - £862 / week

Holiday home in Clay Cross

Clay Cross house

2 bedrooms / 1 bathroom / sleeps 3

2

from £96 / night

£362 - £1,026 / week

Holiday home in Chesterfield

Chesterfield house

2 bedrooms / 2 bathrooms / sleeps 4

from £62 / night

£351 - £747 / week

Viewing 40 of 987
rentals in Chesterfield

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Top Destination reviews

Hagg Hill Hall
Magical

We have just returned form my husbands 50th Birthday 20 of us kids too. Wonderful host very welcoming. The place itself is steeped in history and very homely. the facilities are fantastic we only strayed out for a walk and the boys had an activity for two hours but you dont need to go anywhere. We are already discussing the next big celebration here !!see more
THE SWALLOWS, COWCLOSE BARN, CUTTHORPE
Lovely cottage in a great location

Stayed here for 3 nights over Christmas and used it as a base to visit family in the area. Very comfortable cottage with everything you need for a pleasant stay. Easily accommodates 5 people in comfort. A fraction of the cost of a hotel and a much, much nicer place to stay. Lovely host who welcomed our dog and included a delicious cake and some wine as a welcoming gift. Would 100% recommend.see more
Budget Accommodation Minutes from Junction 30 M1 Free Parking
Fab location for different attractions

There were 6 of us (2 adults and 4 teens) and so it was a great size and gave good options for sleeping arrangements. The cooker wasn’t great it took a long time to cook but didn’t bother us as ate out most nights. It would be better with a freezer rather than having 2 fridges though. It was very well equipped the owner had taken a lot of time to consider what people need and she had left cold drinks in the fridge as well as tea, biscuits and pods for the coffee maker. We visited 3 counties whilst staying there and most journies were 30-45mins max. The only blip was that we received key safe details, code and postcode for a property elsewhere but luckily Debbie had already sent me the details separately but this is perhaps something the booking site need to ensure they sort out as it could be a security risk for owners. We had a fab break and would definitely return - thanks Debbie!see more
Large Guest Accommodation / Holiday Let sleeps26
Great house

The house was very spacious and suited our large family perfectly. The couples without children used the garden rooms in the annexe which made for a peaceful sleep. The kitchens were well stocked with plenty of cupboard and fridge space for all our needs. Would definitely recommend this property … see more
Runner Duck Cottage
Perfect Christmas hideaway

Lovely place to stay, beautiful views, tranquil and perfect little getaway for our family, very welcoming owners. Thankyou … see more
THE ROBINS, COWCLOSE BARN, CUTTHORPE
Sweet cottage. Perfect for visiting the peak district

Cottage had lots of space for a one bedroom rental with a generous kitchen and lounge and large bedroom. Warm and well appointed. Would recommend. … see more

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