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

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60 Holiday homes

Holiday cottage in Cutthorpe

Cutthorpe cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £103 / night

£722 / week

1 / 16

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!

from £92 / night

£533 - £859 / week

1 / 17

Holiday home in Newbold

Newbold house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £144 / night

£1,002 / week

1 / 43

Home rental in Chesterfield

Chesterfield house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £138 / night

£962 / week

1 / 24

Clowne holiday home rental

Clowne house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £109 / night

£762 / week

1 / 19

Cutthorpe holiday apartment rental

Cutthorpe apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £115 / night

£745 - £802 / week

1 / 25

Holiday home in Chesterfield

Chesterfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13

from £142 / night

£994 / week

1 / 11

Home letting in Chesterfield

Chesterfield house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

from £142 / night

£994 / week

1 / 9

Ashover holiday log cabin rental

Ashover log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £189 / night

£1,323 / week

1 / 14

Newbold holiday home rental

Newbold house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from £138 / night

£962 / week

1 / 14

Holiday home in Holestone Moor

Holestone Moor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £96 / night

£305 - £918 / week

1 / 25

Holiday home in Chesterfield

Chesterfield house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £114 / night

£806 - £1,197 / week

1 / 13

Home rental in Chesterfield

Chesterfield house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £110 / night

£778 - £1,196 / week

1 / 47

Chesterfield holiday home rental

Chesterfield house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 11

from £573 / night

£4,809 - £7,118 / week

1 / 36

Holiday home in Hasland

Hasland house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

from £573 / night

£4,809 - £7,406 / week

1 / 14

Hollingwood holiday cottage rental

Hollingwood cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £126 / night

£396 - £1,237 / week

1 / 20

Holiday home in Palterton

Palterton house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £304 / night

£1,271 - £1,822 / week

1 / 29

Holiday home in Clowne

Clowne house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £573 / night

£4,809 - £6,829 / week

1 / 47

Holiday log cabin with golf nearby in Stonedge

Stonedge log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £132 / night

£425 - £1,343 / week

1 / 26

Holiday log cabin with golf nearby in Old Tupton

Old Tupton log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £166 / night

£497 - £1,698 / week

1 / 28

Holiday home with golf nearby in Chesterfield

Chesterfield house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £190 / night

£604 - £1,897 / week

1 / 31

Holiday cottage with golf nearby in Ashover

Ashover cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £119 / night

£356 - £1,142 / week

1 / 15

Holiday cottage with golf nearby in New Tupton

New Tupton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £213 / night

£639 - £1,477 / week

1 / 22

Chesterfield holiday home rental

Chesterfield house

  • 5 bedrooms
  • 1 bathroom
  • sleeps 15

from £573 / night

£4,809 - £8,272 / week

1 / 73

Ashover holiday home rental

Ashover house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £193 / night

£612 - £2,054 / week

1 / 45

Holiday cottage in Holymoorside

Holymoorside cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £130 / night

£505 - £1,468 / week

1 / 23

Holiday cottage in Clowne

Clowne cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £92 / night

£288 - £900 / week

1 / 22

Barlow holiday home rental

Barlow house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £124 / night

£392 - £1,259 / week

1 / 27

Holiday home in Stonedge

Stonedge house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £194 / night

£679 - £2,269 / week

1 / 25

Chesterfield holiday home rental

Chesterfield house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 20

from £1,532 / night

£10,967 - £11,008 / week

1 / 38

Barlow holiday cottage rental

Barlow cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £75 / night

£378 - £653 / week

1 / 9

Clay Cross holiday home rental

Clay Cross house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £158 / night

£508 - £1,439 / week

1 / 34

Holiday cottage rental

Barlow cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £401 / night

£2,863 / week

1 / 11

Holiday home rental

Holestone Moor house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £129 / night

£430 - £1,124 / week

1 / 25

Clowne holiday home rental

Clowne house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £102 / night

£713 - £1,575 / week

1 / 21

Holiday home in Hollingwood

Hollingwood house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £121 / night

£406 - £1,276 / week

1 / 25

Holiday camper van in Hardstoft

Hardstoft camper van

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £161 / night

£1,123 / week

1 / 4

Holiday home rental

Clowne house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £129 / night

£899 / week

1 / 23

Holiday home in Hasland

Hasland house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £430 / night

£1,418 - £6,602 / week

1 / 38

Holiday cottage in Barlow

Barlow cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £107 / night

£746 / week

1 / 17

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Top Destination reviews

Johnnygate Grange, Barlow Chesterfield Derbyshire, Chatsworth,Peak District,S18.
Lovely mid week stay.

Had a lovely stay at Johnnygate Grange. In beautiful quiet surroundings on the edge of the Peak District. All five bedrooms en suite and well appointed. Nice big kitchen with modern appliances. Will definitely be back next year. … see more
Runner Duck Cottage
Runner duck cottage

We have just returned from a surprise visit to the Peak District, went in place of our daughter and family who were ill. Spent 2 nights in the cottage which was lovely cosy and well equipped. It feels very private even though its opposite the main house and the owners are lovely people offering any help needed plus fresh eggs, butter and milk to start us off. We used the hot tub and the views are spectacular. We left early so didn't get to say thank you so thank you for our visit.see more
Ippleton House (formerly Church View)
See Chatsworth and the Peak District

This is a lovely place to stay whilst visiting Chatsworth and the Peak District. Spacious and on the right side of Chesterfield for the above. Easy to get to Morrisons fir furl and shopping. Locals are friendly and kind. Plenty of places to park. … see more
Budget Accommodation Minutes from Junction 30 M1 Free Parking
Lovely stay

The house was roomy and well presented. Debbie had provided good fans in the bedrooms and lounge - great during heatwave. We enjoyed our little home … see more
Morden 3 bed close City centre & The Peak District
Spacious house

The house itself was very clean and spacious, would recommend it to anyone. Could just do with a few more kitchen utensils but otherwise no problem anywhere. Hope to return at some point … see more
Foxglove Cottage - Ashover near Matlock
Lovely holiday cottage

Alton, Derbyshire. Lovely little holiday cottage with fantastic views. Everything we needed was provided and it was nice to settle down of an evening with the fire going. Took trips into Bakewell, Matlock and Chatsworth. Kids loved it. … see more

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