Weekend break holidays in Derbyshire, England

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

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Price from £4900
Next available 03/10 to 07/10/22
sleeps 6 - 18 guests 6 - 18
6 bedrooms 6
5 bathrooms 5
dog-friendly cottage, 1 dog(s) welcome1

6 bedroom Large Country House

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.

Facilities & Features: TVFree WifiGames roomOutdoor Hot TubHeated pool
1 of 5 listed cottages. See more properties from Derbyshire Holidays
Total maximum capacity across all listed cottages: 102 people.
Price from £1595
Next available 03/10 to 21/10/22
Special Offer 01/10 to 21/10/22
sleeps 8 - 20 guests 8 - 20
8 bedrooms 8
5 bathrooms 5
dog-friendly cottage, 3 dog(s) welcome3

8 bedroom Unusual Self-Catering

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.

Facilities & Features: Digital TVFree WifiSauna
1 of 5 listed cottages. See more properties from Derbyshire Holidays
Total maximum capacity across all listed cottages: 102 people.
Price from £4200
Next available 03/10 to 06/10/22
sleeps 10 - 22 guests 10 - 22
8 bedrooms 8
6 bathrooms 6
dog-friendly cottage, 2 dog(s) welcome2

8 bedroom Large Country House

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.

Facilities & Features: TVFree WifiGames roomOutdoor Hot TubSaunaHeated pool
1 of 5 listed cottages. See more properties from Derbyshire Holidays
Total maximum capacity across all listed cottages: 102 people.
Price from £387
Next available -
sleeps 1 - 4 guests 1 - 4
2 bedrooms 2
1 bathrooms 1
no dogs allowed
5 star

2 bedroom Barn Conversion

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.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £1353
Next available 15/10 to 19/10/22
sleeps 4 - 7 guests 4 - 7
3 bedrooms 3
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1
4 star

3 bedroom Farmstay

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.

Facilities & Features: TVGames roomIndoor Hot TubSauna
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £1450
Next available 03/10 to 07/10/22
sleeps 2 - 12 guests 2 - 12
6 bedrooms 6
5 bathrooms 5
dog-friendly cottage, 1 dog(s) welcome1
4 star

6 bedroom Large Country House

A fine holiday house in Matlock with views of nearby gardens, sleeping up to 12, ideal for large groups and special occasions, both family-friendly and pet-friendly.

Facilities & Features: Gold Award Winning CottageTVFree Wifi
Price from £711
Next available 05/10 to 08/10/22
sleeps 1 - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
no dogs allowed
4 star

1 bedroom Cottage

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

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £1599
Next available -
sleeps 6 - 12 guests 6 - 12
6 bedrooms 6
6 bathrooms 6
no dogs allowed
3 star

6 bedroom Cottage

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

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £996
Next available 07/10 to 14/10/22
sleeps 1 - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
no dogs allowed
5 star

1 bedroom Romantic Retreat

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.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £1139
Next available 01/10 to 07/10/22
sleeps 2 - 4 guests 2 - 4
2 bedrooms 2
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1
5 star

2 bedroom Unique Self-Catering

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

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £710
Next available 14/10 to 21/10/22
sleeps 1 - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1
4 star

1 bedroom Romantic Retreat

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.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £695
Next available 07/10 to 12/10/22
sleeps 1 - 4 guests 1 - 4
2 bedrooms 2
2 bathrooms 2
no dogs allowed
5 star

2 bedroom Holiday Cottage

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.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £1700
Next available 14/10 to 17/10/22
no booking fee
sleeps 10 - 14 guests 10 - 14
5 bedrooms 5
3 bathrooms 3
dog-friendly cottage, 4 dog(s) welcome4

5 bedroom Large Barn Conversion

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

Facilities & Features: Digital TVFree Wifi
Price from £794
Next available 19/10 to 04/11/22
sleeps 1 - 2 guests 1 - 2
1 bedrooms 1
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1
5 star

1 bedroom Sleeps 2 Barn Conversion

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.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
Price from £1874
Next available 02/10 to 14/10/22
sleeps 4 - 8 guests 4 - 8
4 bedrooms 4
2 bathrooms 2
no dogs allowed
5 star

4 bedroom Barn Conversion

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.

Facilities & Features: TV
1 of 399 listed cottages. See more properties from Sykes Cottages
* Price quoted is not inclusive of any applicable booking fees or local charges.

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.

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