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

23 holiday rentals
Family-Friendly
Viewed 12 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)
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 29 times recently.
Chesterfield 17 miles away

Hillside Croft,

Biggin, Ashbourne, Derbyshire, England
sleeps 16 sleeps 16
5 bedrooms 5 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets
family friendly family friendly

5 bedroom large holiday house with private hot tub, set on edge of Peak District National Park, close to both Ashbourne and Carsington Water.

0 ( reviews)
ensuite(s)
Facilities, Features & Awards:
Digital TVDishwasherWashing machineMicrowaveOutdoor Hot TubFree WifiEnclosed GardenParking
7 nights from £2150
Next available: 06 May - 7 nights
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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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Online Booking Available
Viewed 7 times recently.
Chesterfield 11 miles away

Pig-Of-Lead,

Bonsall, Derbyshire, England
sleeps 12 sleeps 12
6 bedrooms 6 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets
family friendly family friendly

A former Bed & Breakfast, the fantastic detached house of Pig-Of-Lead rests at the foot of the village of Bonsall in Derbyshire.

0 ( reviews)
ground floor bedroomensuite(s)
Facilities, Features & Awards:
TVDishwasherWashing machineFree WifiGardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £1599
book online online booking
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Online Booking Available
Viewed 14 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
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £363
Next available: 27 Apr - 7 nights
book online online booking
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Online Booking Available
Viewed 12 times recently.
Chesterfield 14 miles away

Dragon Hill Barn, Near the Peak District National Park,

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

Lovely 2 bedroom stone-built barn conversion with a good quality interior and a location in a pretty little village close to Matlock and the Peak District National Park.

0 ( reviews)
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £387
book online online booking
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Online Booking Available
Viewed 18 times recently.
Chesterfield 13 miles away

Ploughman's Cottage,

Mansfield, Nottinghamshire, England
sleeps 4 sleeps 4
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
2 dogs welcome 2 dogs
family friendly family friendly

Comfortable 2 bedroom country cottage nestled in 3 acres of tranquil gardens, discover the best of Nottinghamshire close by with day trips to the riverside town of Newark-on-Trent, Clipstone Forest and Sherwood Forest to name just a few attractions.

0 ( reviews)
ground floor bedroom
Facilities, Features & Awards:
TVDishwasherWashing machineMicrowaveFree WifiGardenParking
Sorry, this owner/agency has not provided availability information.
7 nights from £473
book online online booking
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Family-Friendly
Viewed 16 times recently.
Chesterfield 17 miles away

Billys Bothy,

Ashbourne, Derbyshire, England
sleeps 16 sleeps 16
6 bedrooms 6 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets
family friendly family friendly

Large award winning holiday cottage set within landscaped gardens, near the Peak District, sleeps up to 16 plus 2 cots.

0 ( reviews)
ground floor bedroomlake views
Facilities, Features & Awards:
Gold Award Winning CottageDigital TVDishwasherWashing machineMicrowaveOutdoor Hot TubSaunaFree WifiEnclosed GardenParking
This owner/agency is showing availability but has not provided full pricing information.
7 nights from £2280
Next available: 21 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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