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Filters applied: Walking holidays (15)

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from £40 / night

£275 - £470 / week

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(2) Excellent 5/5 

1 / 24

Holiday cottage rental

Derbyshire / Chesterfield

Cottage / 1 Bedroom / sleeps 4

  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £40 / night

£275 - £470 / week

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Ground~floor rural cottage, but just 2miles from Chesterfield Town Centre, sleeps 4 Adults with choice of Super King-size, Double, or Twin-bed configurations + 1 small child. Main Train and Bus Stations within 2miles. Front door access is by an easy ramp for wheelchair. The all-inclusive price includes for all towels, bed linen, heating, lighting and cooking fuel~ Gas/Electric  …see more

from £39 / night

£270 - £550 / week

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1 / 9

Cottage rental in Barlow

Chesterfield / Barlow

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • No pets allowed

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from £39 / night

£270 - £550 / week

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The Rumblings is a group of 3 terraced stone barn conversions in a rural location and make an ideal holiday base. Furnished to a very high standard. Each cottage has a wood burner (initial fuel included). 2 single beds can be linked together to make 1 double bed. 2 The Rumblings can be booked with 1 The Rumblings (sleeps 4) and 3 The Rumblings (sleeps 5).  …see more

from £80 / night

£560 / week

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(9) Excellent 5/5 

1 / 19

Holiday cottage with golf nearby in Ashover

Chesterfield / Ashover

Cottage / 1 Bedroom / sleeps 2

  • Not suitable for children
  • No pets allowed

Excellent 5/5 

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from £80 / night

£560 / week

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The Retreat was full renovated and released as a holiday let in May 2013 by the owners who live next door. The cottage has been accredited with a 4* rating. The village has a Church a Tuck shop a Butcher/Grocer, Post Office/Newsagent and 3 pubs all serving food. For more details and places to visit go to www.theretreatcottagederbyshire.co.uk  …see more

Featured properties

from £58 / night

£400 - £600 / week

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(2) Excellent 5/5 

1 / 23

Holiday apartment in Chesterfield

Derbyshire / Chesterfield

Apartment / 3 Bedrooms / sleeps 5

  • Nearest beach 137 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £58 / night

£400 - £600 / week

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Suitable for cyclists, climbers and walkers on the road into the Peak District National Park, The property is on a main road but because of the double glazing is quite quiet. Chesterfield town centre and two supermarkets within walking distance Markets held in Chesterfield Monday Friday and Saturday and on Thursday there is a second hand market.  …see more

from £38 / night

£260 - £370 / week

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(3) Very Good 4.5/5 

1 / 23

Cottage letting in Cutthorpe

Chesterfield / Cutthorpe

Cottage / 1 Bedroom / sleeps 2

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Very Good 4.5/5 

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from £38 / night

£260 - £370 / week

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This award-winning 4 star stone cottage, sleeps 2, and is located on the eastern edge of The Peak District. It enjoys wonderful views of farmland and open countryside. It is an ideal base for families or friends to explore the delights of The Peak District.  …see more

from £48 / night

£330 - £480 / week

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(4) Excellent 5/5 

1 / 24

Cottage rental in Cutthorpe

Chesterfield / Cutthorpe

Cottage / 3 Bedrooms / sleeps 5

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £48 / night

£330 - £480 / week

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This award-winning 4 star stone cottage, sleeps 5, and is located on the eastern edge of The Peak District. It enjoys wonderful views of farmland and open countryside. It is an ideal base for families or friends to explore the delights of The Peak District.  …see more

from £46 / night

£320 - £2300 / week

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(43) Very Good 4.5/5 

1 / 20

Holiday barn in Barlow

Chesterfield / Barlow

Barn / 5 Bedrooms / sleeps 15

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden

Very Good 4.5/5 

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from £46 / night

£320 - £2300 / week

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5 Bedroom, detached Grade 11 listed property, with Hot Tub, large living-room with wood-burning fire, perfect for a family holiday or get together. Games room includes a pool table and also a table football. Luxuriously renovated - a real landmark in Holmesfield. Steeped in history,sits in elevated rural position with outstanding views of the Peak District National Park  …see more

from £57 / night

£399 - £677 / week

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(18) Excellent 5/5 

1 / 24

Ashover holiday cottage rental

Chesterfield / Ashover

Cottage / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £57 / night

£399 - £677 / week

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4 star gold self-catering country cottage in Derbyshire with 3 bedrooms on tranquil lane in small village. Real log fire, private garden and free WiFi. Excellent walking from the doorstep. Chatsworth House within a few miles. Close to Ashover, Chesterfield and Matlock. Wonderful far-reaching views towards Hardwick Hall (National Trust) and Bolsover Castle (English Heritage).  …see more

from £50 / night

£347 - £546 / week

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(17) Excellent 5/5 

1 / 21

Cottage rental in Ashover

Chesterfield / Ashover

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

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from £50 / night

£347 - £546 / week

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Delightful 4 star stone cottage with fabulous views in a peaceful farming hamlet. Foxglove Cottage sleeps 4 but it's also very popular with couples seeking a rural retreat. Cosy and well-equipped, really comfortable beds and an open log fire. Free WiFi. One pet welcome. An ideal base for exploring the Peak District with excellent walking from the doorstep and riding locally.  …see more

from £358 / night

£2500 / week

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(8)  

1 / 13

Chesterfield holiday farmhouse rental

Derbyshire / Chesterfield

Farmhouse / 7 Bedrooms / sleeps 20

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

 

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from £358 / night

£2500 / week

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Raven House Farm, on the Derbyshire Nottinghamshire border, dates back 400 years to the early 17th century and is full of character and old world charm. It is a very spacious property and the ideal place to hold a special event or just get away and chill out.  …see more

from £39 / night

£270 - £550 / week

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1 / 9

Barlow holiday cottage rental

Chesterfield / Barlow

Cottage / 2 Bedrooms / sleeps 5

  • Great for children of all ages
  • No pets allowed

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from £39 / night

£270 - £550 / week

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The Rumblings is a group of 3 terraced stone barn conversions in a rural location and make an ideal holiday base. Furnished to a very high standard. Each cottage has a wood burner in the living room (initial fuel included). Beds are all zip & link. 3 The Rumblings can be booked with 1 The Rumblings (sleeps 4) and 2 The Rumblings (sleeps 4).  …see more

from £39 / night

£270 - £550 / week

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1 / 6

Holiday cottage in Barlow

Chesterfield / Barlow

Cottage / 2 Bedrooms / sleeps 4

  • Not suitable for children
  • No pets allowed

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from £39 / night

£270 - £550 / week

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Group of 3 terraced stone barn conversions in a rural location make an ideal holiday base. Furnished to a very high standard. Wood burner in living room (initial fuel included). 1 The Rumblings can be booked with 2 The Rumblings (sleeps max. 4) and 3 The Rumblings (sleeps max. 5)  …see more

from £86 / night

£600 / week

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(2) Excellent 5/5 

1 / 10

Cottage rental in Ashover

Chesterfield / Ashover

Cottage / 3 Bedrooms / sleeps 8

  • Great for children of all ages
  • Car advised
  • Pets welcome

Excellent 5/5 

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from £86 / night

£600 / week

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Stone cottage in the beautiful village of Ashover, with 4 poster bed & Jacuzzi bath. Miles of scenic walks straight off the doorstep. Rural village location with local amenities, just a few minutes’ drive to Matlock, Chesterfield, Bakewell & Chatsworth. Great real ale pub with excellent food and local brewery nearby. Accommodation for 8 people in 2 double rooms and a large room with 2 bunk beds, a well appointed kitchen with a large cooking range.  …see more

from £358 / night

£2500 - £3995 / week

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(37) Very Good 4.5/5 

1 / 20

Holiday home with indoor pool, golf nearby in New Tupton

Chesterfield / New Tupton

House / 8 Bedrooms / sleeps 18

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome

Very Good 4.5/5 

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from £358 / night

£2500 - £3995 / week

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A grade 2 listed stone manor house dated from the 1600s, sittuated in a beautifull area and grounds , 8 bedrooms , 2 living rooms , large kitchen , summer room , dining room & garden room and large open gardens. Hot Tub and private indoor heated swimming pool.  …see more

from £92 / night

£640 - £972 / week

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1 / 19

Holiday cottage rental

Chesterfield / Cutthorpe

Cottage / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

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from £92 / night

£640 - £972 / week

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The Old Byre offers lots of classy accommodation with a spacious lounge, gathered around the log burning stove, lovely dining room, quality kitchen and three en-suite bedrooms. On the edge of picturesque Barlow with its three village pubs its a super holiday retreat.  …see more
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