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Chesterfield, self-catering holiday cottages, barns, rural retreats and lodges to rent in Derbyshire, England

22 holiday rentals
Online Booking Available
Viewed 24 times recently.
Chesterfield 14 miles away

Garden Cottage, Peak District,

Kirk Ireton, Derbyshire, England
sleeps 2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Delightful one bedroom rural retreat featuring neutral calming tones and a very comfortable interior, ideal for a couple looking to enjoy a tranquil romantic break nestled by the beautiful Derbyshire rolling countryside and within the Peak District National Park.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineFree WifiGardenParking
7 nights from £468
Next available: 20 Apr - 7 nights
book online online booking
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Online Booking Available
Viewed 18 times recently.
Chesterfield 15 miles away

Lees Farm,

Buxton, Derbyshire, England
sleeps 10 sleeps 10
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
dog-friendly cottage
family friendly family friendly

Lees Farm is a stunning stone-built farmhouse near Priestcliffe with breathtaking views of Monsal Valley.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
Washing machineFree WifiGarden
7 nights from £911
Next available: 19 Apr - 6 nights
book online online booking
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Family-Friendly
Viewed 44 times recently.
no booking fee
Chesterfield 13 miles away

Old Coach House,

Aldwark, Derbyshire, England
sleeps 10 sleeps 10
3 bedrooms 3 bedrooms
1 bathrooms 1 bathroom
unlimited dogs welcome unlimited dogs
cat friendly cat friendly

Searching for a family cottage in the Peak District National Park? This charming pet-friendly cottage is ideal for family holidays, enjoys an idyllic setting next to fields and should be a hit with the kids with a garden with swings and sandpit where the children can play.

5 (1 reviews)
ground floor bedroomcountry views
Facilities, Features & Awards:
Gold Award Winning CottageDigital TVWashing machineMicrowaveFree WifiEnclosed GardenParking
7 nights from £240
Next available: 18 May - 6 nights
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Chesterfield 11 miles away

The Malthouse,

Matlock, Derbyshire, England
sleeps 18 sleeps 18
9 bedrooms 9 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets
family friendly family friendly

This Grade II listed former corn mill in Cromford, Derbyshire offers luxurious accommodation with original features, designer decor, and ample space for large groups to explore the Peak District.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £2177
Next available: 27 Apr - 6 nights
book online online booking
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Online Booking Available
Viewed 32 times recently.
no booking fee
Chesterfield 8 miles away

Two Owls Lodge,

Two Dales, Derbyshire, England
sleeps 3 sleeps 3
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

Idyllic sleeps 3 rural retreat in a superb country location and with beautiful views over the Derwent Valley, situated just outside of the Peak District National Park and close to Matlock.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiPatio GardenParking
7 nights from £595
Next available: 02 May - 7 nights
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Online Booking Available
Viewed 21 times recently.
Chesterfield 11 miles away

Cow Barn, Peak District National Park,

Alport, Derbyshire, England
sleeps 8 sleeps 8
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

This beautiful high quality 4 bedroom barn conversion lies within the gorgeous Peak District National Park and boasts a high quality interior and wonderful views over the surrounding Derbyshire countryside.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £886
Next available: 21 Apr - 7 nights
book online online booking
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Online Booking Available
Viewed 18 times recently.
Chesterfield 18 miles away

Church Barn, Peak District ,

Fenny Bentley, Derbyshire, England
sleeps 2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

Romantic barn conversion with tranquil views, set in the Peak District National Park, close to Ashbourne, the Tissington Trail and Dovedale.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVMicrowaveFree WifiGardenParking
7 nights from £377
Next available: 21 Apr - 5 nights
book online online booking
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Online Booking Available
Viewed 15 times recently.
Chesterfield 15 miles away

Swallow Barn Dogs-welcome Cottage, Peak District,

Priestcliffe Near Bakewell, Derbyshire, England
sleeps 2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
1 dog welcome 1 dog

Good quality one bedroom barn conversion nestled in a rural hamlet within the Peak District National Park, this is a charming pet-friendly holiday home which is located just 7 miles from Bakewell.

0 ( reviews)
Facilities, Features & Awards:
TVMicrowaveFree WifiGardenParking
7 nights from £343
book online online booking
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Manor House,

Chesterfield, Derbyshire, England
sleeps 10 sleeps 10
5 bedrooms 5 bedrooms
5 bathrooms 5 bathrooms
no dogs allowed No pets
family friendly family friendly

This stunning detached cottage is located on the quiet outskirts of Chesterfield in Derbyshire, offering luxurious and modern accommodation in a spacious setting, perfect for large families or groups of friends looking to explore the wonders of the Peak District.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £1921
Next available: 21 Apr - 4 nights
book online online booking
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Online Booking Available
Viewed 29 times recently.
no booking fee
Chesterfield 8 miles away

The Escape,

Two Dales, Derbyshire, England
sleeps 10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

Sleeps 10 holiday house with warm bubbly outdoor private hot tub and games room, just outside of the Peak District National Park.

0 ( reviews)
ensuite(s)country views
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiGardenParking
7 nights from £2200
Next available: 02 May - 7 nights
book online online booking
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Online Booking Available
Viewed 25 times recently.
no booking fee
Chesterfield 8 miles away

The Haven - Luxury Sheltered Hot Tub & Games Room,

Two Dales, Derbyshire, England
sleeps 10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets
family friendly family friendly

No pets 5 bedroom holiday home in a tranquil village setting near Bakewell and the Peak District National Park, with the added luxury of a bubbly outdoor hot tub and games room.

0 ( reviews)
ensuite(s)country views
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot Tub AccessFree WifiEnclosed GardenParking
7 nights from £2200
Next available: 05 May - 7 nights
book online online booking
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Family-Friendly
Viewed 28 times recently.
Chesterfield 17 miles away

Ebenezer Chapel,

Milford, Derbyshire, England
sleeps 20 sleeps 20
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
1 dog welcome 1 dog
family friendly family friendly

With a riverside location and river views, this unique chapel conversion in Milford could be the ideal place to holiday with friends or family close to the Peak District, and the on site sauna suite helps to make it a great place to relax and unwind too.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveSaunaFree WifiGarden
7 nights from £1695
Next available: 05 May - 7 nights
Special Offer: 09 May - 3 nights
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Online Booking Available
Viewed 23 times recently.
Chesterfield 12 miles away

Field House,

Alfreton, Derbyshire, England
sleeps 6 sleeps 6
3 bedrooms 3 bedrooms
1 bathrooms 1 bathroom
1 dog welcome 1 dog
family friendly family friendly

Field House in Swanwick, Derbyshire is a remarkable, detached holiday home in attractive surroundings.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
Washing machineMicrowaveFree WifiGardenParking
7 nights from £530
Next available: 21 Apr - 7 nights
book online online booking
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Chesterfield 18 miles away

Midfeather Cottage,

Edale, Derbyshire, England
sleeps 4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
no dogs allowed No pets
family friendly family friendly

Summary:This charming semi-detached barn conversion is nestled next to the owner's farmhouse on a working sheep farm in the tranquil hamlet of Ollerbrook, just a short 10-minute walk from the picturesque village of Edale.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineFree WifiGardenParking
7 nights from £485
Next available: 26 Apr - 7 nights
book online online booking
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Chesterfield 11 miles away

Winster Hall,

Matlock, Derbyshire, England
sleeps 10 sleeps 10
7 bedrooms 7 bedrooms
5 bathrooms 5 bathrooms
dog-friendly cottage
family friendly family friendly

The Grade II listed country house in Winster, located in the Peak District National Park, was built by Francis Moore in 1628.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £2278
Next available: 21 Apr - 4 nights
book online online booking
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* Price quoted is not inclusive of any applicable booking fees or local charges.

Book a Chesterfield holiday cottage and look forward to discovering some of the best of Derbyshire on a self-catering break.  This charming market town is home to a good selection of shops, cafes, eateries and plenty of history too!  Surrounded by stunning countryside, this attractive town is just 5 miles from the amazing landscape of the Peak District National Park and is very well placed for an active holiday discovering this scenic area.  A holiday in the Peak District will particularly appeal to holidaymakers who love outdoor pursuits and exploring the great outdoors.

The Peak District National Park is a great area to enjoy walking, hiking and wildlife watching.   For holidaymakers who enjoy cycling, the Monsal Trail offers excellent traffic-free cycling and is just 15 miles from Chesterfield.

Another great family day out can be enjoyed at the Heights of Abraham where there are cable cars, stunning views and ample natural beauty to discover.

Also within reach for day trips (18 miles from Chesterfield), is Carsington Water, where a vast choice of outdoor activities can be enjoyed; from cycling by the lake, to fishing, watersports, and bird watching.

If you want to enjoy time in the city for shopping, dining out or city attractions, then you have plenty of choice too!  Sheffield is just 13 miles from Chesterfield, Nottingham 26 miles away and Derby is 29 miles away.

Whether you are looking to book accommodation for a getaway with friends, your partner or your family,  we hope you have your best holiday yet in this part of Derbyshire.


About Cottage Breaks in Chesterfield

Whether you choose to book a holiday cottage in Chesterfield, an apartment, a lodge or another type of self-catering holiday accommodation, we hope you have your best holiday yet in Derbyshire.

Frequently Asked Questions about Chesterfield

The best places to stay depend on your preferences, interests and the type of accommodation that best suits you. Country Cottages Online features a great selection of good quality rentals.
See our selection of pet-friendly rentals in Chesterfield, or use the filters to refine your search.
See our selection of lodges and cabins in Chesterfield, Derbyshire.
Read the description of Chesterfield to find out ideas and tips on the best things to see and do. Also see our area guides for more information on what Derbyshire has to offer for holidaymakers.

Chesterfield Holiday Rental Searches

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