Holiday houses for rent in Chesterfield

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  • Ashover (10)
  • Clay Cross (1)
  • Holymoorside (2)
  • New Tupton (2)
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32 Holiday homes

Filters applied: House (32)

(82) Excellent 

1 / 24

Hagg Hill Hall - New Tupton house sleeps 18

Chesterfield / New Tupton

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Child friendly ; 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

(25) Excellent 

1 / 16

Church View - Chesterfield house sleeps 6

Derbyshire / Chesterfield

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; Car advised; Ask about pets;
Church View is located on the outskirts of the historic market town of Chesterfield and the edge of the Peak district. It is ideally suited for families and couples alike who are looking to explore the Peak district and the Nottinghamshire countryside including Sherwood  …see more

from £65 / night

£325 - £725 / week

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from £65 / night

1 / 15

72 Holland Road - Chesterfield house sleeps 8

Derbyshire / Chesterfield

3 8 2 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Child friendly ; No pets allowed; Private garden;
Fully refurbished detached home having 3 double bedrooms, 2 reception, 2 x w/cs, large garage and garden. The property has easy access into both Chesterfield, Sheffield and the peak district. Kitchen; 9 x 7' 4" Lounge; 12'5 x 11' 8" Dining room; 12'5 x 11'8" Bed 1;  …see more

from £100 / night

£600 - £1440 / week

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from £100 / night

1 / 9

THE RUMBLINGS 2 - Chesterfield house sleeps 4

Derbyshire / Chesterfield

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Situated on the edge of The Peak District National Park these terraced stone barn conversions (refs 27400, 27401 and 27402) make an ideal holiday base. Furnished and equipped to a very good standard, they are ideally situated in a rural location, great for a get away fr  …see more

from £45 / night

£310 - £527 / week

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from £45 / night

(2) Good 

1 / 11

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

Derbyshire / Chesterfield

3 8 3 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Child friendly ; Car advised; 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

1 / 6

THE RUMBLINGS 1 - Chesterfield house sleeps 4

Derbyshire / Chesterfield

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Situated on the edge of The Peak District National Park these terraced stone barn conversions (refs 27400, 27401 and 27402) make an ideal holiday base. Furnished and equipped to a very good standard, they are ideally situated in a rural location, great for a get away fr  …see more

from £45 / night

£310 - £527 / week

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from £45 / night

1 / 9

THE RUMBLINGS 3 - Chesterfield house sleeps 5

Derbyshire / Chesterfield

2 5 7 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Situated on the edge of The Peak District National Park these terraced stone barn conversions (refs 27400, 27401 and 27402) make an ideal holiday base. Furnished and equipped to a very good standard, they are ideally situated in a rural location, great for a get away fr  …see more

from £47 / night

£328 - £561 / week

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from £47 / night

1 / 11

THE OLD COACH HOUSE - Chesterfield house sleeps 4

Derbyshire / Chesterfield

1 4 7 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
This former coach house is set within the peaceful and historic village of Scarcliffe. Standing detached, the accommodation offers the perfect holiday base for walking, cycling, shopping at Meadow Hall, McArthur Glen or visiting one of the many attractions this area has  …see more

from £40 / night

£275 - £599 / week

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from £40 / night

1 / 9

Chesterfield / Holymoorside

1 2 3 nights min stay

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

from £43 / night

£298 - £507 / week

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from £43 / night

1 / 16

PK936 Cottage in Rowsley - Stonedge house sleeps 7

Chesterfield / Stonedge

4 7 7 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Child friendly ; Car advised; Pet friendly;
Stanton Lodge is a spacious and handsome stone cottage in the village of Rowsley, close to the Chatsworth Estate. This property offers comfortable accommodation with attractive and sunny garden areas.The cottage is ideally located to enjoy the splendour of the Peak Dist  …see more

from £93 / night

£645 - £840 / week

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from £93 / night

1 / 9

14137 - Castle Cottage - Palterton house sleeps 7

Chesterfield / Palterton

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Child friendly ; Pet friendly;
Castle Cottage is situated in Palterton in Derbyshire. The cottage sleeps seven people and has one king-size double bedroom with an additional single folding bed, one twin bedroom, a ground floor shower room, a bathroom, a fitted kitchen with dining area and a sitting r  …see more

from £40 / night

£274 - £491 / week

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from £40 / night

1 / 8

YEW TREE BOTHY - Chesterfield house sleeps 2

Derbyshire / Chesterfield

1 2 7 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Not suitable for children; No pets allowed;
Yew Tree Bothy, which forms part of the owners' home, provides small but comfortable holiday accommodation which is ideally located on the edge of the Peak District National Park. Surrounded by 30 acres of land, the property has its own sitting-out area from which  …see more

from £37 / night

£257 - £507 / week

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from £37 / night

1 / 16

PK880 Cottage in Chesterfield - Ashover house sleeps 10

Chesterfield / Ashover

4 10 7 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Located only a mile from Chesterfield, guests are never far away from a wide selection of eateries and shops. A day spent bargain hunting at Chesterfield Market is a must, and the famous crooked church spire is well worth a visit. A short drive west will bring you to t  …see more

from £192 / night

£1340 - £1810 / week

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from £192 / night

1 / 11

William Street North - Chesterfield house sleeps 13

Derbyshire / Chesterfield

5 13 3 nights min stay

  • 5 bedrooms
  • Sleeps 13
  • 3 nights min stay
Key info: 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

1 / 9

20 Holland Road - Chesterfield house sleeps 7

Derbyshire / Chesterfield

3 7 3 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min stay
Key info: 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

(2) Very Good 

1 / 8

Chesterfield / Holymoorside

1 2 3 nights min stay

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

from £43 / night

£298 - £507 / week

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from £43 / night

1 / 12

PK762 Cottage in Chesterfield - New Tupton house sleeps 4

Chesterfield / New Tupton

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Child friendly ; Car advised; Pet friendly;
Cutthorpe is a small and tranquil village on the eastern edge of the Peak District National Park. Spread over three miles, it includes Linacre Reservoirs with its picturesque bluebell woods and many walking trails. With popular Chesterfield less than 15 minutes away by  …see more

from £54 / night

£375 - £595 / week

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from £54 / night

1 / 15

Acorn Cottage - Ashover house sleeps 4

Chesterfield / Ashover

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Suitable for children age 5+; Pet friendly; Private garden;
Acorn Cottage is a stone-built Peak District cottage, located on the owners' working smallholding in the tiny hamlet of Brockhurst, one mile from the pretty village of Ashover in Derbyshire. The cottage can sleep four people in two bedrooms - one double and one twi  …see more

from £43 / night

£299 - £541 / week

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from £43 / night

1 / 19

Chesterfield / Clay Cross

2 3 3 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay
Key info: Suitable for children age 5+; Pet friendly;
 …see more

from £47 / night

£323 - £588 / week

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from £47 / night

1 / 11

Chesterfield / Ashover

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £55 / night

£380 - £662 / week

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from £55 / night

1 / 16

Derbyshire / Chesterfield

5 10 3 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £123 / night

£861 - £1851 / week

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from £123 / night

(2) Very Good 

1 / 17

Chesterfield / Ashover

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Suitable for children age 5+; Pet friendly;
 …see more

from £44 / night

£303 - £572 / week

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from £44 / night

(2) Excellent 

1 / 22

Chesterfield / Ashover

4 8 3 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £81 / night

£564 - £1275 / week

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from £81 / night

1 / 14

Derbyshire / Chesterfield

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Suitable for children age 5+; Pet friendly;
 …see more

from £50 / night

£347 - £954 / week

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from £50 / night

(4) Very Good 

1 / 16

Chesterfield / Ashover

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Suitable for children age 5+; Pet friendly;
 …see more

from £42 / night

£294 - £598 / week

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from £42 / night

1 / 6

Chesterfield / Ashover

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Suitable for children age 5+; Pet friendly;
 …see more

from £36 / night

£249 - £587 / week

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from £36 / night

1 / 11

Chesterfield / Ashover

3 6 3 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Suitable for children age 5+; Pet friendly;
 …see more

from £63 / night

£440 - £958 / week

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from £63 / night

(23) Excellent 

1 / 11

Chesterfield / Ashover

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Suitable for children age 5+; Pet friendly;
 …see more

from £43 / night

£299 - £750 / week

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from £43 / night

(1) Excellent 

1 / 7

Chesterfield / Ashover

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Suitable for children age 5+; Pet friendly;
 …see more

from £42 / night

£290 - £773 / week

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from £42 / night

(5) Good 

1 / 8

Derbyshire / Chesterfield

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Not suitable for children; Pet friendly;
 …see more

from £30 / night

£210 - £520 / week

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from £30 / night

1 / 1

Derbyshire / Chesterfield

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; No pets allowed;
 …see more

from £45 / night

£313 - £598 / week

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from £45 / night

1 / 1

Derbyshire / Chesterfield

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Pet friendly;
 …see more

from £45 / night

£313 - £598 / week

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from £45 / night

Top Destination reviews

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
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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