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18 Holiday homes in Chesterfield

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18 Results  |  
20 Photos

Cottage | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

3 Nights min stay

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from £99 /night

£690 - £1075 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Two peaceful 4 star cottages, perfect for groups of up to 10 people. Find these cosy stone cottages in a friendly hamlet in Derbyshire on the edge of the Peak District. Enjoy great views and fantastic walking from the doorstep or relax in front of a real log fire. 1 mile from the village centre of Ashover and 6 miles from Chesterfield and Matlock. Free Wifi.  …see more

20 Photos

House | 8 Bedrooms | sleeps 18

Very Good 4.5/5 

3 Nights min stay

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from £358 /night

£2500 - £3950 / week

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Key info:

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

8 Photos

Apartment | 3 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

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

Featured properties

23 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £57 /night

£399 - £650 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Stunning 5 star detached barn conversion in a beautiful quiet conservation village, great local walks. Ideal for Peak District, Chatsworth, Hardwick Hall. Huge Lounge/Diner, vaulted ceiling, exposed beams, log burner, 2 en-suite bedrooms, 42"TV, Free Wi-Fi. Hi Fi & DVD. Private garden + views, furniture & BBQ, secure parking, local pubs & shops. Weeks & short breaks welcome.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £53 /night

£370 - £630 / week

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Key info:

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

21 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £46 /night

£320 - £505 / week

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Key info:

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

19 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

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from £90 /night

£627 - £953 / week

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Key info:

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

10 Photos

Cottage | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £86 /night

£600 - £900 / week

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Key info:

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

13 Photos

Farmhouse | 7 Bedrooms | sleeps 20

 

3 Nights min stay

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from £379 /night

£2650 / week

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Key info:

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

11 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £49 /night

£340 - £613 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated on the edge of the village with open views across the countryside, this detached holiday cottage, adjacent to the owner's home, still contains many original features, providing a lovely holiday base to relax or from which to explore the area. Good walks and ...  …see more

15 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £40 /night

£280 - £549 / week

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Key info:

  • Suitable for children over
  • Pets welcome
  • Private garden
This stone-built Peak District cottage is located on the owners' working smallholding in the tiny hamlet of Brockhurst, 1 mile from the pretty village of Ashover in Derbyshire, and can sleep 4 people in 2 bedrooms.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £43 /night

£298 - £594 / week

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Key info:

  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
This delightful cottage is composed of a spacious lounge with beamed ceiling, feature fireplace and picture window in addition to a well-equipped fitted kitchen and two cosy bedrooms, able to sleep a total of four people.  …see more

11 Photos

House | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £76 /night

£532 - £1114 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
A lovely cottage sleeping up to nine people in Stony Middleton in the Peak District National park.  …see more

53 Photos

Cottage | 5 Bedrooms | sleeps 10

Short stays welcome

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from £98 /night

£685 - £1345 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This splendid, ground floor, detached cottage on the outskirts of Chesterfield in the Peak District can sleep up to ten people in five bedrooms.  …see more

9 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £42 /night

£288 - £756 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated down a small lane on the owner's non working farm, this former barn has been sympathetically converted retaining many exposed beams and stone walls. The holiday cottage is surrounded by farmland and fields with chickens, ducks and sheep. Situated just 4 mile...  …see more

15 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £126 /night

£876 - £2295 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This stone barn conversion nestles in the tranquil surroundings of the countryside, with a stream running alongside. Tastefully converted, this holiday property offers spacious and bright accommodation in a great location close to the Peak District National Park. It ...  …see more

9 Photos

House | 2 Bedrooms | sleeps 7

7 Nights min stay

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from £40 /night

£274 - £491 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
This beautifully presented cottage is in the quiet hamlet of Palterton and can sleep seven people in two bedrooms and a double sofa bed in the sitting room.  …see more

63 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £35 /night

£245 - £346 / week

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Key info:

  • Suitable for children over
  • Car advised
  • Pets welcome
  • Private garden
This ground floor detached cottage is located in the town of Bolsover in Derbyshire and sleeps two people.  …see more