Walking holiday villas and apartments Chesterfield | Holiday Lettings

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  • Ashover (4)
  • Barlow (4)
  • Cutthorpe (3)
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Ashover
9 properties
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16 Holiday homes

Filters applied: Walking holidays (16)

(11) Excellent 

1 / 27

THE SWALLOWS - Cutthorpe cottage sleeps 5

Chesterfield / Cutthorpe

3 bedroomsSleeps 53 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 100 km; Great for children of all ages ; Car advised;
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

(54) Very Good 

1 / 20

Old Robin Hood Grade II listed - Barlow barn sleeps 15

Chesterfield / Barlow

5 bedroomsSleeps 15Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
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

(6) Excellent 

1 / 26

THE ROBINS - Cutthorpe cottage sleeps 2

Chesterfield / Cutthorpe

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Nearest beach 100 km; Great for children of all ages ; Car advised;
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

(28) Excellent 

1 / 22

Columbine Cottage - Ashover holiday rental

Chesterfield / Ashover

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car essential; No pets allowed;
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 £90 / night

£399 - £677 / week

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from £90 / night

(1) Excellent 

1 / 9

3 The Rumblings - Barlow cottage sleeps 5

Chesterfield / Barlow

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
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 - £575 / week

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from £55 / night

(3) Very Good 

1 / 6

1 The Rumblings - Barlow cottage sleeps 4

Chesterfield / Barlow

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
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 - £575 / week

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from £55 / night

(33) Excellent 

1 / 19

Foxglove Cottage - Ashover near Chesterfield

Chesterfield / Ashover

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Car essential; Pets welcome;
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 - £546 / week

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from £81 / night

(3) Very Good 

1 / 19

The Old Byre - Cutthorpe cottage sleeps 6

Chesterfield / Cutthorpe

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Pets welcome;
The Old Byre is a superb cottage created out of a mellow brick barn that provides really classy accommodation. It offers lots and lots of luxury with a fantastic lounge, superb kitchen, lovely bedrooms with en-suite bathrooms and a glowing log burning stove to top it al  …see more

from £160 / night

£672 - £1021 / week

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from £160 / night

(81) Excellent 

1 / 24

Hagg Hill Hall - New Tupton house sleeps 18

Chesterfield / New Tupton

8 bedroomsSleeps 18Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Hagg Hill House is filled with a wealth of antiques and luxurious furniture, 2 living areas with large sofas & flat screen TV's, large dining room and garden room that both easily seat 18 . The kitchen has a large table that easily seats 10, plus a large 4 oven AGA &  …see more

from £685 / night

£2750 - £4695 / week

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from £685 / night

(1) Excellent 

1 / 9

2 The Rumblings - Barlow cottage sleeps 4

Chesterfield / Barlow

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; No pets allowed;
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 - £575 / week

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from £55 / night

(20) Excellent 

1 / 18

The Retreat - Ashover cottage sleeps 2

Chesterfield / Ashover

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Not suitable for children; No pets allowed;
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

(10) Excellent 

1 / 25

The Boathouse - secluded lakeside lodge - Chesterfield boathouse sleeps 4

Derbyshire / Chesterfield

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Ask owner if suitable for children; Car advised;
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 £110 / night

£600 - £810 / week

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from £110 / night

(2) Excellent 

1 / 10

Poets Corner Cottage - Ashover cottage sleeps 8

Chesterfield / Ashover

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Pets welcome;
This is a stone built property dating back to the 17th century but fully refurbished with wood and slate floors, gas fired central heating & double glazing throughout. Originally it was part of the old Red Lion Coaching Inn, the cottage sits adjacent to the superb real  …see more

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Pricing unknown

(3) Excellent 

1 / 23

The Pottery Flat - Chesterfield apartment sleeps 5

Derbyshire / Chesterfield

3 bedroomsSleeps 52 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Nearest beach 137 km; Great for children of all ages ; 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 £80 / night

£600 / week

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from £80 / night

(2) Excellent 

1 / 24

Spinney Top Cottage - Chesterfield cottage sleeps 4

Derbyshire / Chesterfield

1 bedroomSleeps 42 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
Deceptively spacious ground-floor Derbyshire cottage, a short drive from Chatsworth, Haddon & Hardwick Halls and The Matlocks.Thecottage is adjacent to the owner's home and grounds, set in a rural location, with views towards Chatsworth & The Peak District  …see more

from £50 / night

£285 - £485 / week

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from £50 / night

(2) Good 

1 / 11

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

Derbyshire / Chesterfield

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Great for children of all ages ; Car advised; Pets welcome;
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

Old Robin Hood Grade II listed
Great weekend away for 14

14 of us stayed at the cottage for the bank holiday weekend and had an absolutely amazing time! We were attending a wedding in Baslow about 10 minutes down the road on Saturday and Sunday so most of our time was spent there, however in the time w … see more
The Old Byre
LOVELY HOME

We have really enjoyed our stay at The Old Byre,it is a beautiful property with everything there that you could possibly need.We met the owners on arrival as they live next door but,after that we were left to our own devices which was great,we we … see more

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