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

23 holiday rentals
Online Booking Available
Viewed 46 times recently.

Hagg Hill Hall,

Chesterfield, Derbyshire, England
sleeps 22 sleeps 22
8 bedrooms 8 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome 2 dogs
family friendly family friendly

8 bedroom country house with private swimming pool, hot tub, sauna, beautiful gardens and a BBQ lodge close to Matlock and the Peak District National Park, pet-friendly with 2 dogs welcome.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot TubSaunaHeated poolFree WifiEnclosed GardenParking
7 nights from £4700
Next available: 17 Jun - 7 nights
book online online booking
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Online Booking Available
Viewed 14 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 £359
Next available: 28 Jun - 7 nights
book online online booking
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Online Booking Available
Viewed 14 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 £825
Next available: 26 Apr - 7 nights
book online online booking
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Online Booking Available
Viewed 21 times recently.
Chesterfield 15 miles away

Turpins Cottage,

Belper, Derbyshire, England
sleeps 20 sleeps 20
9 bedrooms 9 bedrooms
5 bathrooms 5 bathrooms
2 dogs welcome 2 dogs
family friendly family friendly

Sleeps 20, 9 Bedroom Rural Holiday House with Games Room with Pool Table, near Belper and the Peak District Turpins cottage could be a stunning location for your next holiday, situated on a pretty farm setting, where you can escape from busy city or town life with your friends and family.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £2100
Next available: 13 May - 7 nights
book online online booking
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Online Booking Available
Viewed 24 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:
DishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £595
Next available: 03 May - 7 nights
book online online booking
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Online Booking Available
Viewed 19 times recently.
Chesterfield 16 miles away

Orchard View Dogs-Welcome Cottage, Peak District National Park,

Parwich, Derbyshire, England
sleeps 9 sleeps 9
4 bedrooms 4 bedrooms
3 bathrooms 3 bathrooms
1 dog welcome 1 dog
family friendly family friendly

Idyllic 4 bedroom English country cottage with exposed wooden beams, wood-burning stove and a very comfortable interior and a pet-friendly policy, also features a romantic four poster bed in one of the bedrooms, as well as a superb location within the Peak District National Park and a Wendy House for keeping younger visitors entertained.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomFree WifiGardenParking
7 nights from £673
Next available: 29 Apr - 5 nights
book online online booking
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Online Booking Available
Viewed 125 times recently.
Chesterfield 17 miles away

Gate House,

Milford, Derbyshire, England
sleeps 18 sleeps 18
6 bedrooms 6 bedrooms
5 bathrooms 5 bathrooms
1 dog welcome 1 dog
family friendly family friendly

6 Bedroom Pet-Friendly Holiday Rental with Indoor Swimming Pool and Outdoor Hot Tub, near Derby and the Peak District National Park The Gatehouse is an ideal location for your next holiday, with plenty to enjoy and explore in the surrounding areas and grassy views.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot TubHeated poolFree WifiEnclosed GardenParking
7 nights from £4900
Next available: 06 May - 7 nights
book online online booking
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Online Booking Available
Viewed 14 times recently.
Chesterfield 13 miles away

Bear Cottage,

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

Escape to the country for a romantic break to this 1 bedroom barn conversion on a farm close to Matlock and the Peak District National Park, sorry no pets.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £494
Next available: 28 Jun - 7 nights
book online online booking
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Online Booking Available
Viewed 107 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 £567
Next available: 21 Apr - 3 nights
book online online booking
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Online Booking Available
Viewed 14 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 £380
Next available: 11 May - 3 nights
book online online booking
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Online Booking Available
Viewed 13 times recently.
Chesterfield 6 miles away

The Loft Country Cottage, Peak District,

Millthorpe, Derbyshire, England
sleeps 7 sleeps 7
3 bedrooms 3 bedrooms
1 bathrooms 1 bathroom
1 dog welcome 1 dog
family friendly family friendly

Family-friendly and pet-friendly holiday barn set next to stunning open countryside within the Peak District National Park and close to the town of Bakewell, this is a wonderfully relaxing place to stay which offers private use of both a hot tub and a sauna.

0 ( reviews)
Facilities, Features & Awards:
TVWashing machineMicrowaveGames roomIndoor Hot TubSaunaFree WifiGardenParking
7 nights from £602
Next available: 28 Apr - 5 nights
book online online booking
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Online Booking Available
Viewed 12 times recently.
Chesterfield 13 miles away

Bent Chapel Cottage,

Wirksworth, Derbyshire, England
sleeps 4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
1 dog welcome 1 dog
family friendly family friendly

Charming 2 bedroom pet-friendly chapel conversion near Carsington Water.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
7 nights from £508
book online online booking
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Family-Friendly
Viewed 12 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)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveGames roomOutdoor Hot TubFree WifiEnclosed GardenParking
7 nights from £2200
Next available: 22 Apr - 7 nights
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Family-Friendly
Viewed 18 times recently.
Chesterfield 15 miles away

Clusters Chapel,

Belper, Derbyshire, England
sleeps 20 sleeps 20
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
3 dogs welcome 3 dogs
family friendly family friendly

Unique 8 bedroom self-catering chapel in Belper, ideal for groups of friends and family, with a sauna suite for relaxation and close to the Peak District National Park.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveSaunaFree WifiEnclosed GardenParking
7 nights from £1595
Next available: 21 Apr - 6 nights
View
Family-Friendly
Viewed 37 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
3 dogs welcome 3 dogs
family friendly family 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 CottageTVWashing machineMicrowaveFree WifiEnclosed GardenParking
7 nights from £240
Next available: 26 Apr - 7 nights
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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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