Horse riding holiday villas and apartments Chesterfield | Holiday Lettings

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9 Holiday homes

Filters applied: Horse riding (9)

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

(36) Excellent 

19

Foxglove Cottage - Ashover near Chesterfield - Ashover cottage sleeps 4

Chesterfield / Ashover

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Foxglove Cottage is full of character and is furnished and equipped to a high standard whilst retaining many original features. Foxglove sleeps four but we've discovered that it is a particular favourite with couples. This 4 star stone cottage is on a quiet, private  …see more

from £81 / night

£347 - £551 / week

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from £81 / night

(31) Excellent 

22

Columbine Cottage - Ashover holiday rental - Ashover cottage sleeps 6

Chesterfield / Ashover

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
This lovely cottage has three bedrooms and sleeps up to six people. It is on a peaceful, private lane in the small farming hamlet of Alton, in the award-winning parish of Ashover and is on the eastern side of the Peak District. There are fantastic views across the valle  …see more

from £93 / night

£386 - £683 / week

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from £93 / night

(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

(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) Excellent 

26

The Boathouse - secluded lakeside lodge - Chesterfield boathouse sleeps 4

Derbyshire / Chesterfield

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Private garden
A wonderful lakeside converted boathouse /log cabin set in its own grounds of over 2 acres with its own private trout lake including boat and pedalo.Situated in a beautiful small hamlet on the border of the historic market town of Chesterfield. Close to Bakewell, Chats  …see more

from £105 / night

£600 - £1010 / week

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from £105 / night

(3) Excellent 

23

The Pottery Flat - Chesterfield apartment sleeps 5

Derbyshire / Chesterfield

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 137 km
  • Child friendly
  • Car not necessary
The Pottery Flat is an apartment accessed by a short flight of stairs. The property is three star gold, self catering approved by Visit England. The flat has a fully equipped kitchen (including up to date recipe books) and a table for sitting down to eat breakfast in co  …see more

from £70 / night

£480 - £630 / week

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from £70 / night

(20) Excellent 

18

The Retreat - Ashover cottage sleeps 2

Chesterfield / Ashover

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
This thoughtfully converted, upside-down, end-of-terrace holiday cottage has a traditional feel to it and both the living room and bedroom have a Juliet balcony with views over the Amber Valley. Set in the centre of the beautiful conservation village of Ashover in Derby  …see more

from £80 / night

£560 / week

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from £80 / night

(2) Good 

11

Aaren House, 35, Holymoor Rd. - Chesterfield house sleeps 8

Derbyshire / Chesterfield

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
A warm welcome awaits you in our quaint country house, very flexible, very spacious & all mod. cons., incl. Freeview TV. Relaxed quiet village, but easy to reach all of Peak District, Yorkshire Moors, Cheshire, culture in Chesterfield, Sheffield, Manchester, Derby, Nott  …see more

from £149 / night

£950 / week

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from £149 / 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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