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  • Barlow (2)
  • Cutthorpe (4)

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9 Holiday homes

Filters applied: Pets allowed (9)

Don't let other travellers get your favourite Chesterfield holiday home. You're so close to securing your perfect getaway. Book today.

(12) Excellent 

27

THE SWALLOWS - Cutthorpe cottage sleeps 5

Chesterfield / Cutthorpe

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
Originally built over 200 year ago, and used as a barn until 2000, this award winning environmentally-friendly, 4 star stone cottage, retains many original features plus the comforts of modern living. It is furnished and equipped to a high standard. The accommodat  …see more

from £77 / night

£330 - £480 / week

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from £77 / night

(7) Excellent 

26

THE ROBINS - Cutthorpe cottage sleeps 2

Chesterfield / Cutthorpe

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
The Robins is a cosy retreat for couples or small families who love the countryside. Surrounded by beautiful countryside, with walks from the door, a large garden and a pub/restaurant across the road, this could offer that relaxing escape you need.Originally built over  …see more

from £60 / night

£260 - £370 / week

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from £60 / night

(3) Very Good 

6

1 The Rumblings - Barlow cottage sleeps 4

Chesterfield / Barlow

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
Situated on the edge of The Peak District National Park the Rumblings make an ideal holiday base for exploration through any means. With footpaths on the door step instead of taking the car guests can take off using their own steam. The minor road network close to the p  …see more

from £55 / night

£273 - £490 / week

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from £55 / night

(56) Very Good 

20

Old Robin Hood Grade II listed - Barlow barn sleeps 15

Chesterfield / Barlow

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
This is a beautifully restored coach house. The original stone floor is evident and heated throughout the downstairs via geothermal heating. It is a spacious house and very suitable for large groups. Beautiful views over the Peak District.There is a large wooden beame  …see more

from £200 / night

£1000 - £2350 / week

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from £200 / night

11

William Street North - Chesterfield house sleeps 13

Derbyshire / Chesterfield

5 13 3 nights min

  • 5 bedrooms
  • Sleeps 13
  • 3 nights min
  • Child friendly
  • Ask about pets
A modernised and spacious 5 bed property which benefits from having 2 shower rooms a lovely open plan dining kitchen. The area has good access links to the M1, Derbyshire countryside and the Peak District, the town of Chesterfield and Sheffield City Centre. Ample free p  …see more

from £124 / night

£868 / week

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from £124 / night

9

20 Holland Road - Chesterfield house sleeps 7

Derbyshire / Chesterfield

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Ask about pets
A refurbished stone built and spacious three bedroom mid terraced property. The area has good access to the M1 motorway, Derbyshire countryside, the Peak District and both Chesterfied Town and Sheffield City Centre. The property is also in walking distance to the propos  …see more

from £124 / night

£868 / week

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from £124 / night

12

Chesterfield / Cutthorpe

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £60 / night

£420 - £665 / week

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from £60 / night

8

Chesterfield / Cutthorpe

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £54 / night

£375 - £595 / week

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from £54 / night

12

Derbyshire / Chesterfield

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £303 / night

£2115 - £2860 / week

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from £303 / night

Top Destination reviews

Cavendish Cottage Ashover Derbyshire dog friendly
Gorgeous Location, Amazing Hosts

We booked a week at Cavendish Cottage with the intention of taking our son to Alton Towers to celebrate his birthday and to explore the gorgeous surrounding countryside and attractions. The cottage was lovely, and very recently finished so everything … see more
Old Robin Hood Grade II listed
Well equipped house in an idyllic location.

We stayed here for 2 weeks with extended family ranging from 8 months to 60 years old. Very well equipped house which really did cater for all our needs. Outstanding views in an idyllic location. Easy access to Sheffield and surrounding areas in the … see more

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