Apartments and villas with Wi-Fi available in Chesterfield | Holiday Lettings UK

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Chesterfield

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33 Holiday homes

Filters applied: Wi-Fi available

(7) Excellent 

26

Cottage letting in Cutthorpe

Chesterfield / Cutthorpe

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
“One man and his two dogs” I had a weeks stay with my two Yorkies in Sept 2011 and i could not have been better treated by Mr and Mrs Campbell. They made sure all my needs were met before I arrived and while i was staying in The Robins, My two Yorkie  …see more

from £65 / night

£270 - £380 / week

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from £65 / night

(3) Very Good 

6

Holiday cottage in Barlow

Chesterfield / Barlow

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
One of Three Stone built Cottages set in a sublime Rural Location creating an ideal 'get away from it all' holiday base to explore the stunning Peak District National Park. Furnished and equipped to a very high standard including a Wood burner in the living r  …see more

from £55 / night

£275 - £560 / week

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from £55 / night

(9) Excellent 

38

Ashover holiday cottage rental

Chesterfield / Ashover

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
“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 ver  …see more

from £88 / night

£595 - £775 / week

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from £88 / night

(28) Excellent 

16

Holiday home in Chesterfield

Derbyshire / Chesterfield

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Excellent accommodation and an excellent rate.” We booked church view as a base to explore the Peak District and we couldn't fault it. Although not a 'cottage' as we had originally planned it was well worth the money - all other letting a hiked their  …see more

from £60 / night

£240 - £725 / week

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from £60 / night

(11) Excellent 

26

Holiday boathouse in Chesterfield

Derbyshire / Chesterfield

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Private garden
A wonderful lakeside converted boathouse /log cabin set in its own grounds of over 2 acres with its own private trout lake including boat and pedalo.Situated in a beautiful small hamlet on the border of the historic market town of Chesterfield. Close to Bakewell, Chats  …see more

from £120 / night

£600 - £1150 / week

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from £120 / night

(38) Excellent 

19

Cottage rental in Ashover

Chesterfield / Ashover

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Delightful 4 star stone cottage with fabulous views in a peaceful farming hamlet. Foxglove Cottage sleeps 4 but it is 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  …see more

from £82 / night

£352 - £551 / week

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from £82 / night

(14) Excellent 

27

Cottage rental in Cutthorpe

Chesterfield / Cutthorpe

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
  • Ask about pets
“Cottages and B & B of high quality” Whilst this review refers to "The Swallows" we have also stayed in "The Robin" and enjoyed a bed and breakfast room in Barbara and Alan's House. We have been delighted with the quality and standards of accommodatio  …see more

from £75 / night

£350 - £500 / week

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from £75 / night

(1) Excellent 

20

Holiday cottage in Barlow

Chesterfield / Barlow

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
This beautiful detached barn conversion has been charmingly renovated, retaining and working with many original features where possible. Tastefully furnished to a very good standard throughout, the open-plan living and kitchen area with its stunning beamed vaulted ceili  …see more

from £80 / night

£560 / week

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from £80 / night

(102) Excellent 

24

Holiday home with indoor pool, golf nearby in New Tupton

Chesterfield / New Tupton

8 18 Min stay varies

  • 8 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
A grade 2 listed stone manor house dated from the 1600s, sittuated in a beautiful area and grounds , 8 bedrooms , 2 living rooms , large kitchen , summer room , dining room & garden room and large open gardens. Hot Tubs and private indoor heated swimming pool.  …see more

from £735 / night

£2950 - £4695 / week

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from £735 / night

(3) Very Good 

9

Cottage rental in Barlow

Chesterfield / Barlow

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
One of Three Stone built Cottages set in a sublime Rural Location creating an ideal 'get away from it all' holiday base to explore the stunning Peak District National Park. Furnished and equipped to a very high standard including a Wood burner in the living r  …see more

from £55 / night

£275 - £560 / week

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from £55 / night

(34) Excellent 

22

Ashover holiday cottage rental

Chesterfield / Ashover

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • 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.&  …see more

from £94 / night

£386 - £683 / week

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from £94 / night

(4) Excellent 

9

Barlow holiday cottage rental

Chesterfield / Barlow

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
“Gorgeous cottage in beautiful surroundings” A wonderful little cottage in the most beautiful surroundings! There was a lovely welcome pack for us including a fab bottle of wine. Our weeks stay was to see family and it was the perfect place to do so. T  …see more

from £58 / night

£290 - £585 / week

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from £58 / night

(20) Excellent 

18

Holiday cottage with golf nearby in Ashover

Chesterfield / Ashover

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
“Had a fantastic time in a lovely cottage” This is a great base for visiting this area and The Retreat really felt like a home from home, it was warm and cosy and had everything you could need. The owners were very accommodating when we had to change  …see more

from £80 / night

£560 / week

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from £80 / night

(2) Average 

11

Holiday home in Chesterfield

Derbyshire / Chesterfield

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
Lovely stone built country cottage, in friendly village set in glorious countryside edge of Peak District. " to 4 bedrooms, sleeping 2 to 8 + cot(s). Baby/ child/ pet friendly. Close all amenities, easy reach Chatsworth, Hardwick, Haddon, Sheffield, Derby, Manches  …see more

from £149 / night

£950 / week

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from £149 / night

4

Holiday home in Clay Cross

Chesterfield / Clay Cross

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
A good 3 bedroom mid terraced property benefiting from off street parking. Large fitted breakfasting/dining kitchen, spacious lounge with feature fireplace/bedroom 4. Three good-sized bedrooms to the first floor. Gas fired Central heating and double glazing. The propert  …see more

from £85 / night

£595 / week

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from £85 / night

14

Cutthorpe holiday apartment rental

Chesterfield / Cutthorpe

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
Two bedroom ground floor apartment..wheel chair access..open views to front..garden view to both bedrooms..large open plan kitchen/lounge/diner.. All furniture and decoration to high standard..very comfortable and light through out. Lovely decked area with seating and l  …see more

from £75 / night

£350 - £400 / week

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from £75 / night

11

Holiday home in Chesterfield

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

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from £124 / night

(18) Excellent 

7

Ashover holiday b&b rental

Chesterfield / Ashover

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
Set in a quiet rural location close to the Peak District, Oaks Lane Farm B&B provides the perfect location for a relaxing break, visiting local attractions including Chatsworth House or the more rugged landscape of the High Peak. Bakewell is just 5 miles away.  …see more

from £80 / night

£480 / week

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from £80 / night

7

Holymoorside holiday apartment rental

Chesterfield / Holymoorside

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The Annexe is a stunning one bedroomed apartment set in picturesque grounds of Kneese Croft House. Tucked away in the country settings of Holymoorside, Chesterfield The Annexe is perfect for a peaceful getaway. There are also road links to Matlock and the Peak District  …see more

from £85 / night

£595 / week

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from £85 / night

19

Chesterfield / Clay Cross

2 3 3 nights min

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

 …see more

from £48 / night

£330 - £588 / week

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from £48 / night

18

Derbyshire / Chesterfield

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £45 / night

£313 - £598 / week

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from £45 / night

6

Chesterfield / Ashover

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £37 / night

£254 - £587 / week

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from £37 / night

(3) Excellent 

14

Derbyshire / Chesterfield

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £50 / night

£347 - £954 / week

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from £50 / night

11

Derbyshire / Chesterfield

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly

 …see more

from £47 / night

£327 - £626 / week

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from £47 / night

(1) Excellent 

16

Derbyshire / Chesterfield

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Child friendly

 …see more

from £126 / night

£882 - £1851 / week

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from £126 / night

(4) Excellent 

17

Chesterfield / Ashover

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £47 / night

£324 - £572 / week

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from £47 / night

(6) Very Good 

16

Chesterfield / Ashover

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £45 / night

£313 - £598 / week

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from £45 / night

11

Chesterfield / Ashover

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £65 / night

£450 - £958 / week

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from £65 / night

(2) Excellent 

7

Chesterfield / Ashover

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £43 / night

£296 - £773 / week

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from £43 / night

11

Chesterfield / Ashover

2 4 3 nights min

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

 …see more

from £55 / night

£380 - £662 / week

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from £55 / night

(27) Excellent 

11

Chesterfield / Ashover

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £44 / night

£306 - £750 / week

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from £44 / night

(4) Excellent 

22

Chesterfield / Ashover

4 8 3 nights min

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

 …see more

from £83 / night

£577 - £1275 / week

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from £83 / night

13

Derbyshire / Chesterfield

2 4 3 nights min

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

 …see more

from £45 / night

£313 - £598 / week

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from £45 / night