Weekend break holidays in Derbyshire, England

A series of weekend breaks can make you feel as though you are permanently on holiday. A trip to Derbyshire to indulge in your favourite pastime can make life feel busy and rewarding. Even a weekend away once a month, or every two months, gives you something enjoyable to look forward to.

Only two days of annual leave need to be tacked onto either side of a Saturday and Sunday to allow for a weekend break. Most short breaks are of 3 nights duration, so Friday is a travelling day to get to your destination by late afternoon and Monday is the day to journey home after you checkout at 10am. That leaves a Friday evening to settle into your Derbyshire holiday cottage and perhaps time for a wander around the location. A meal at the nearest pub could be an attractive option after your journey. That leaves you two full days to pack full of pleasurable activities in the wonderful Peak District.

A holiday rental provides you with more than a bed for the night. Bring the items that make the weekend special, perhaps a bottle of champagne or your favourite snacks. Breakfast is entirely in your hands; a big fry up, Continental style, or bring healthy muesli and make holiday living simple. A fully equipped kitchen provides you with the means to cook whatever you want – just bring the ingredients, or sample the local eateries.

Whatever you do during the day, it is always pleasant to return to an attractive holiday home where a comfortable sofa and the TV await. The facilities are at your disposal, your own private bathroom and if you book luxurious accommodation, there may be a hot tub on the patio where you can chat or count the stars.

28 rental properties match your search for Short break self-catering holiday accommodation in Derbyshire

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'The Green' - near Sheffield/Buxton/Chesterfield, Hope, Derbyshire, England

7 bedroom Mansion, Peak District National Park.

sleeps 14 - 18 guests
14 - 18
7 bedrooms
7
4 bathrooms
4
dog-friendly cottage, 5 dog(s) welcome
5

Fabulous big cottage boasting an indoor heated swimming pool with Wavejet machine, ideal for large groups such as hen parties, stag parties and big families.

Special features: free internet access, pool (indoors).

Weekly Price from: £1400


Late availability: from 08 November 2019 to 11 November 2019;

Courtyard Barn, Tideswell (near Sheffield/Buxton/Chesterfield), Tideswell, Derbyshire, England

8 bedroom Large Barn Convertion with lots of character, Peak District National Park.

sleeps 16 - 20 guests
16 - 20
8 bedrooms
8
4 bathrooms
4
dog-friendly cottage, 5 dog(s) welcome
5

Fantastic holiday barn conversion located within the Peak District National Park, featuring a games room with table tennis, table football and dance floor, making this an excellent party house for large groups of friends or family (well behaved groups of hens and stags welcome).

Special features: free internet access, games room.

Weekly Price from: £1400


Late availability: from 16 October 2019 to 02 December 2019;

Cabin Knoll Country Cottage, Calwich, Derbyshire, England

2 bedroom Holiday Cottage, Peak District.

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
2 bathrooms
2
no dogs allowed
5 star

Two bedroom rural retreat with ample rustic charm and countryside views with a great location just outside of the Peak District National Park close to Dovedale National Nature Reserve and Alton Towers Theme Park, ideal for couples or small families.

Special features: free internet access.

Weekly Price from: £285
Next availability:
from 17 October 2019 to 28 October 2019; from 01 November 2019 to 24 December 2019; from 28 December 2019 to 29 December 2019;

The Retreat Barn Conversion, Hollington, Derbyshire, England

1 bedroom Barn Conversion, Midlands.

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
no dogs allowed
5 star

A lovely barn conversion for couples near Ashbourne in Derbyshire, nicely situated to explore the Peak District National Park; a king-size bed for comfort, WiFi Broadband and your own charming garden with a patio.

Special features: free internet access.

Weekly Price from: £278
Next availability:
from 17 October 2019 to 19 October 2019; from 22 October 2019 to 25 October 2019; from 28 October 2019 to 15 November 2019;

The Loft Dogs-welcome Cottage, Peak District, Buxton, Derbyshire, England

2 bedroom Self-Catering Apartment, Peak District Midlands.

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
1 bathrooms
1
dog-friendly cottage, 1 dog(s) welcome
1
3 star

The Loft is a rural retreat holiday apartment close to the outstanding countryside of the Peak District National Park which is both suitable for families and pet friendly.

Weekly Price from: £236
Next availability:
-

Woodside House, Ambergate, Derbyshire, England

6 bedroom Large Holiday House, Edge of The Derbyshire Peak District.

sleeps 2 - 14 guests
2 - 14
6 bedrooms
6
6 bathrooms
6
dog-friendly cottage, 2 dog(s) welcome
2
4 star

Fantastic large holiday cottage which is both family-friendly and dog-friendly and conveniently located in the Derwent Valley close to Matlock and the inspirational scenery of the Peak District National Park.

Special features: free internet access.

Weekly Price from: £975
Next availability:
from 17 October 2019 to 25 October 2019; from 29 October 2019 to 21 December 2019; from 29 December 2019 to 31 December 2019;

Brookside Retreat, Matlock, Derbyshire, England

1 bedroom Romantic Retreat, Derbyshire Dales.

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
no dogs allowed

Beautiful romantic retreat for 2, in the heart of Two Dales, just a short drive from the Peak District National Park.

Special features: free internet access.

Weekly Price from: £290
Next availability:
from 17 October 2019 to 18 October 2019; from 25 October 2019 to 28 October 2019; from 01 November 2019 to 23 December 2019;

Brookley Farmstay near the Peak District, Windley, Derbyshire, England

2 bedroom Rural Retreat, Close to the Peak District National Park.

sleeps 1 - 4 guests
1 - 4
2 bedrooms
2
1 bathrooms
1
dog-friendly cottage, 1 dog(s) welcome
1
5 star

Family-friendly and dog-friendly barn conversion with 2 bedrooms, sleeping up to 4, this characterful holiday barn is close to both Belper and Ashbourne and is well placed for discovering some of the best of the Peak District National Park.

Special features: free internet access.

Weekly Price from: £314
Next availability:
from 29 October 2019 to 08 November 2019; from 13 December 2019 to 20 December 2019; from 03 January 2020 to 03 April 2020;

Cow Barn, Peak District National Park, Alport, Derbyshire, England

4 bedroom Barn Conversion, Peak District.

sleeps 4 - 8 guests
4 - 8
4 bedrooms
4
2 bathrooms
2
no dogs allowed
5 star

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.

Special features: free internet access.

Weekly Price from: £710
Next availability:
from 04 November 2019 to 07 November 2019; from 10 November 2019 to 15 November 2019; from 18 November 2019 to 22 November 2019;

Garden Cottage, Peak District, Kirk Ireton, Derbyshire, England

1 bedroom Stone-Built Cottage, Peak District.

sleeps 1 - 2 guests
1 - 2
1 bedrooms
1
1 bathrooms
1
no dogs allowed
5 star

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.

Weekly Price from: £310
Next availability:
from 17 October 2019 to 21 October 2019;