Holiday houses for rent in Chesterfield

Close

View larger map

Price per night

to

Bedrooms

Bathrooms

Location

  • United Kingdom
  • England
  • Derbyshire
  • Chesterfield
  • All locations
  • Ashover (2)
  • Cutthorpe (2)
  • New Tupton (2)
  • Palterton (1)
  • Stonedge (1)

More

Less

Also consider

Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Houses Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Houses Dorset
819 properties
Houses Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Houses Somerset
610 properties
Houses Kent
557 properties
Houses Sussex
770 properties
Houses Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Houses Yorkshire / Yorkshire Dales
1496 properties
Coastal Cottages
222 properties
Ashover
8 properties
Cutthorpe
5 properties
Barlow
5 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

18 Holiday homes

Filters applied: House (18)

6

THE RUMBLINGS 1 - Chesterfield house sleeps 4

Derbyshire / Chesterfield

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
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

Enquire View

from £45 / night

9

THE RUMBLINGS 2 - Chesterfield house sleeps 4

Derbyshire / Chesterfield

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
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

Enquire View

from £45 / night

9

THE RUMBLINGS 3 - Chesterfield house sleeps 5

Derbyshire / Chesterfield

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
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 / week

Enquire View

from £47 / night

(86) Excellent 

24

Hagg Hill Hall - New Tupton house sleeps 18

Chesterfield / New Tupton

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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

Enquire View

from £685 / night

16

PK936 Cottage in Rowsley - Stonedge house sleeps 7

Chesterfield / Stonedge

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • 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

Enquire View

from £93 / night

11

THE OLD COACH HOUSE - Chesterfield house sleeps 4

Derbyshire / Chesterfield

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
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

Enquire View

from £40 / night

15

72 Holland Road - Chesterfield house sleeps 8

Derbyshire / Chesterfield

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • 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

Book View

from £100 / 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

Book View

from £149 / night

12

PK762 Cottage in Chesterfield - New Tupton house sleeps 4

Chesterfield / New Tupton

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • 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

Enquire View

from £54 / night

16

PK880 Cottage in Chesterfield - Ashover house sleeps 10

Chesterfield / Ashover

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
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 £303 / night

£2115 - £2860 / week

Enquire View

from £303 / night

8

YEW TREE BOTHY - Chesterfield house sleeps 2

Derbyshire / Chesterfield

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
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 £36 / night

£248 - £507 / week

Enquire View

from £36 / night

11

William Street North - Chesterfield house sleeps 13

Derbyshire / Chesterfield

5 13 3 nights min

  • 5 bedrooms
  • Sleeps 13
  • 3 nights min
  • 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

Book View

from £124 / night

9

20 Holland Road - Chesterfield house sleeps 7

Derbyshire / Chesterfield

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • 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

Book View

from £124 / night

15

Acorn Cottage - Ashover house sleeps 4

Chesterfield / Ashover

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • 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

Enquire View

from £43 / night

9

14137 - Castle Cottage - Palterton house sleeps 7

Chesterfield / Palterton

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • 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

Enquire View

from £40 / night

12

Chesterfield / Cutthorpe

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £60 / night

£420 - £665 / week

Enquire View

from £60 / night

8

Chesterfield / Cutthorpe

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £54 / night

£375 - £595 / week

Enquire View

from £54 / night

12

Derbyshire / Chesterfield

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £303 / night

£2115 - £2860 / week

Enquire View

from £303 / 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

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page