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Flats in Chesterfield and Guest houses - Holiday Lettings - Holiday Rentals Chesterfield

948 Holiday homes

Holiday barn with golf nearby in Chesterfield

Chesterfield barn

2 bedrooms • 1 bathroom • sleeps 6

from £86 / night

£602 / week

1 / 9

Barlow holiday barn rental

Barlow barn

1 bedroom • 1 bathroom • sleeps 2

from £75 / night

£521 / week

1 / 6

Cottage rental in Cutthorpe

Cutthorpe cottage

3 bedrooms • 2 bathrooms • sleeps 5

“Great stay” Fantastic property to stay in while visiting our daughter in Chesterfield. Well equipped with everything (and more) that you could possibly need. Enjoyed the homemade cake and bottle of wine left for us. Barbara and Allan were perfect hosts and were on hand if needed. Our wee dog loved the space to run about outside. Will definitely be back

from £106 / night

£458 - £687 / week

1 / 32

Holiday cottage in Barlow

Barlow cottage

2 bedrooms • 1 bathroom • sleeps 4

from £103 / night

£722 / week

1 / 17

Cottage letting in Cutthorpe

Cutthorpe cottage

1 bedroom • 1 bathroom • sleeps 2

from £86 / night

£378 - £504 / week

1 / 26

Holiday cottage in Cutthorpe

Cutthorpe cottage

1 bedroom • 1 bathroom • sleeps 4

from £126 / night

£882 / week

1 / 16

Cottage rental in Barlow

Barlow cottage

2 bedrooms • 1 bathroom • sleeps 4

from £71 / night

£355 - £905 / week

1 / 9

Holiday home in Chesterfield

Chesterfield house

3 bedrooms • 1 bathroom • sleeps 6

“Perfect” All rooms well equiped and modern, 3 good sized bedrooms with comfortable beds. Brilliant location (5 min walk to supermarket, and a few minutes drive from the centre of Chesterfield). Plenty of spaces to park in the street. Chatsworth House, Matlock, Bakewell and the Derbyshire Peek District all an easy drive away!

from £149 / night

£630 / week

1 / 17

Holiday home in Clowne

Clowne house

5 bedrooms • 2 bathrooms • sleeps 8

from £109 / night

£762 - £5,010 / week

1 / 47

Holiday apartment in Chesterfield

Chesterfield apartment

1 bedroom • 1 bathroom • sleeps 3

from £103 / night

£573 / week

1 / 19

Holiday boathouse in Chesterfield

Chesterfield boathouse

1 bedroom • 2 bathrooms • sleeps 4

from £138 / night

£1,031 - £1,512 / week

1 / 26

Holiday home rental

Hardstoft house

9 bedrooms • 9 bathrooms • sleeps 26

from £859 / night

£6,012 / week

1 / 12

Newbold holiday home rental

Newbold house

4 bedrooms • 1 bathroom • sleeps 6

from £114 / night

£794 / week

1 / 14

Holiday home with golf nearby in Chesterfield

Chesterfield house

7 bedrooms • 5 bathrooms • sleeps 16

from £1,283 / night

£8,977 / week

1 / 28

Barlow holiday cottage rental

Barlow cottage

2 bedrooms • 2 bathrooms • sleeps 5

from £75 / night

£373 - £1,008 / week

1 / 9

Holiday home in Chesterfield

Chesterfield house

5 bedrooms • 2 bathrooms • sleeps 13

from £142 / night

£994 / week

1 / 11

Cutthorpe holiday apartment rental

Cutthorpe apartment

2 bedrooms • 1 bathroom • sleeps 4

from £138 / night

£573 - £745 / week

1 / 13

Ashover holiday log cabin rental

Ashover log cabin

3 bedrooms • 2 bathrooms • sleeps 6

from £138 / night

£962 / week

1 / 14

Holiday home in Holestone Moor

Holestone Moor house

2 bedrooms • 1 bathroom • sleeps 3

from £89 / night

£285 - £873 / week

1 / 25

Holiday cottage in Barlow

Barlow cottage

2 bedrooms • 1 bathroom • sleeps 4

from £71 / night

£355 - £974 / week

1 / 6

Clay Cross holiday home rental

Clay Cross house

2 bedrooms • 2 bathrooms • sleeps 6

from £86 / night

£540 / week

1 / 12

Stonedge holiday cottage rental

Stonedge cottage

2 bedrooms • 2 bathrooms • sleeps 6

from £98 / night

£325 - £1,854 / week

1 / 18

Home letting in Chesterfield

Chesterfield house

3 bedrooms • 1 bathroom • sleeps 7

from £142 / night

£994 / week

1 / 9

Holiday home in Hasland

Hasland house

6 bedrooms • 2 bathrooms • sleeps 12

from £172 / night

£1,203 - £5,811 / week

1 / 12

Holiday yurt with golf nearby in Ashover

Ashover yurt

1 bedroom • 1 bathroom • sleeps 4

from £159 / night

£559 - £1,341 / week

1 / 20

Chesterfield holiday home rental

Chesterfield house

6 bedrooms • 3 bathrooms • sleeps 14

from £172 / night

£1,082 - £6,533 / week

1 / 36

Holiday yurt with golf nearby in Ashover

Ashover yurt

1 bedroom • 1 bathroom • sleeps 5

from £159 / night

£559 - £1,362 / week

1 / 27

Holiday home in Old Tupton

Old Tupton house

2 bedrooms • 1 bathroom • sleeps 4

from £107 / night

£345 - £1,070 / week

1 / 17

Holiday home with golf nearby in Barlow

Barlow house

2 bedrooms • 1 bathroom • sleeps 4

from £126 / night

£484 - £1,557 / week

1 / 34

Chesterfield holiday home rental

Chesterfield house

5 bedrooms • 1 bathroom • sleeps 15

from £103 / night

£722 - £6,893 / week

1 / 73

Holiday home in Barlow

Barlow house

2 bedrooms • 1 bathroom • sleeps 5

from £104 / night

£334 - £1,043 / week

1 / 11

Holiday cottage rental

Barlow cottage

3 bedrooms • 3 bathrooms • sleeps 6

from £287 / night

£2,004 / week

1 / 11

Farmhouse rental in Ashover

Ashover farmhouse

4 bedrooms • 4 bathrooms • sleeps 8

from £607 / night

£2,450 / week

1 / 7

Holiday home in New Tupton

New Tupton house

5 bedrooms • 5 bathrooms • sleeps 10

from £332 / night

£1,091 - £4,458 / week

1 / 35

Holiday lodge in Chesterfield

Chesterfield lodge

2 bedrooms • 1 bathroom • sleeps 4

from £115 / night

£573 / week

1 / 38

Home rental in Barlow

Barlow house

5 bedrooms • 5 bathrooms • sleeps 10

from £458 / night

£3,206 / week

1 / 8

Old Tupton holiday cottage rental

Old Tupton cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £176 / night

£631 - £2,369 / week

1 / 35

Holiday home rental

Clowne house

2 bedrooms • 2 bathrooms • sleeps 7

from £97 / night

£676 / week

1 / 25

Holiday cottage with golf nearby in Ashover

Ashover cottage

2 bedrooms • 1 bathroom • sleeps 4

from £115 / night

£344 - £1,085 / week

1 / 15

Holiday home in Barlow

Barlow house

2 bedrooms • 1 bathroom • sleeps 4

from £99 / night

£317 - £972 / week

1 / 18

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Top Destination reviews

Peak District Stonehay Barn
Bank Holiday Getaway

We received a lovely warm welcome from Sandra and Andy. The barn was perfect for us and all the extras provided were so very much appreciated. A great location for revisiting our favourite walks and the town of Bakewell. Our only regret was that we could not stay longer. Thank you to Sandra, Andy and Carol for all their help in making this such a wonderful relaxing break.see more
Johnnygate Grange, Barlow Chesterfield Derbyshire, Chatsworth,Peak District,S18.
Lovely mid week stay.

Had a lovely stay at Johnnygate Grange. In beautiful quiet surroundings on the edge of the Peak District. All five bedrooms en suite and well appointed. Nice big kitchen with modern appliances. Will definitely be back next year. … see more
Runner Duck Cottage
Runner duck cottage

We have just returned from a surprise visit to the Peak District, went in place of our daughter and family who were ill. Spent 2 nights in the cottage which was lovely cosy and well equipped. It feels very private even though its opposite the main house and the owners are lovely people offering any help needed plus fresh eggs, butter and milk to start us off. We used the hot tub and the views are spectacular. We left early so didn't get to say thank you so thank you for our visit.see more
THE ROBINS, COWCLOSE BARN, CUTTHORPE (PEAK DISTRICT)
Home from Home

Peaceful relaxing property in a quiet rural area, within easy reach of towns in either direction, whether hiking there are walks from your doorstep, cycling the roads are not too busy and the views are far reaching and driving too the views are pretty good, one downside I found on the roads though there were never enough places to pull in and have a good look but you can't have everything,see more
THE SWALLOWS, COWCLOSE BARN, CUTTHORPE (PEAK DISTRICT)
A lovely place to stay

We chose The Swallows cottage as it was convenient for a family celebration. The accomodation is very comfortable, well-equiped and of a high standard, set in glorious countryside. Barbara made us feel very welcome, and we may return in the future. … see more
The Retreat
Fantastic

House beautiful. View amazing. Thank you for the bread, biscuits etc was a lovely thought. Communication excellent. Hope to return Thank you … see more

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