Cottage rentals in Bolsover, Derbyshire, England

Book a country cottage in Bolsover, in a scenic part of the Midlands.  Find a satisfying temporary home for a short break or a week or more. You will be able to live, cook and rest within the privacy of your own fully fitted self-catering cottage. Most of the cottages have a garden which means that there should be a sunny spot to relax outdoors, barbecue and read. People with dogs should look for pet-friendly cottages in Bolsover with a fully enclosed garden.


Advice on Cottage Holidays in Bolsover

From the comfort and convenience of your holiday home, venture forth to explore the delights of Bolsover.  Sitting on the crest of a hill stands a medieval fortress, quite unique in its structure as it remains complete. The Little Castle is a mock medieval ruin which appears to have been built for ornamental purposes rather than a means of defence. It later became a mansion for elegant living. The artwork throughout is impeccable and the castle is in very good shape for its age. The building appears to crumble in slow motion, its decline is incredibly slow, only the moon and sun witness its deterioration. The views from the windows are amazing; you can see for miles in every direction. Take in that scenery, it is so breath-taking and the trees…you cannot help but admire them for having seen the centuries blow past the many who have occupied this noble stronghold. This is proof that the past is external, it is all around us. Follow the very helpful audio guide, packed with interesting information about Bolsover. There are no distinctive ropes or barriers around exhibits so you can sit, touch and enjoy all the reproduction furniture. There is also a children’s play area and café which is clearly a modern- day addition, the furnishings are much too 21st century to have existed in the Middle Ages! To thoroughly appreciate everything this castle has to offer, you should factor in a good three to four hours. There is a fair amount of walking for which the eyes will be greatly rewarded.

Bolsover offers old and new holiday attractions

To follow up this experience, a visit to Bolsover Antique Centre is certainly worth considering. Set between two floors there are goodies to suit all bank balances. The staff fall over themselves to help and if you see anything that you fancy, they will very happily negotiate with the owners on your behalf. You can visit any day of the week including Sunday. The moment you step into the Antique Centre, you leave the modern world behind. Now, for a little while you will see everything through the eyes of old man time. Such a wonderful hotch-potch of designs and cultures throughout the ages which keep presenting themselves, one after the other. The mind cannot help but imagine those hands which created such art. They must have belonged to someone warm and kind to create something so beautiful. You can almost feel that connection with those artists who lived, loved and created so many moons ago.

These lovely experiences can be yours if you book a cottage for your stay in Bolsover. Find accommodation that suits your needs and budget. All holiday properties shown are of good quality and suitable for self-catering breaks.

Book a Bolsover cottage and look forward to discovering some of the best of Derbyshire on holiday.

21 rental properties

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Price from £180
Next available 04/06 to 18/06/22
no booking fee
sleeps 4 - 6 guests 4 - 6
2 bedrooms 2
1 bathrooms 1
dog-friendly cottage, 2 dog(s) welcome2
5 star

2 bedroom Stone-Built Barn Conversion

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.

Facilities & Features: TVFree Wifi
Price from £1495
Next available 19/05 to 27/05/22
sleeps 2 - 22 guests 2 - 22
8 bedrooms 8
5 bathrooms 5
dog-friendly cottage, 2 dog(s) welcome2

8 bedroom Unique Self-Catering Accommodation

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.

Facilities & Features: TVFree WifiSauna
Price from £1700
Next available 23/05 to 27/05/22
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 £1450
Next available 23/05 to 27/05/22
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 £625
Next available 13/06 to 16/06/22
sleeps 4 - 9 guests 4 - 9
4 bedrooms 4
3 bathrooms 3
dog-friendly cottage, 1 dog(s) welcome1
5 star

4 bedroom Holiday Farmhouse

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.

Facilities & Features: TVGames room
Price from £467
Next available 19/06 to 24/06/22
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
Price from £295
Next available 22/07 to 05/08/22
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
Price from £626
Next available 04/06 to 25/06/22
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
Price from £458
Next available 05/06 to 24/06/22
sleeps 3 - 6 guests 3 - 6
3 bedrooms 3
1 bathrooms 1
dog-friendly cottage, 1 dog(s) welcome1
4 star

3 bedroom Cottage

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

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
Price from £1569
Next available 05/06 to 10/06/22
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
Price from £767
Next available 03/06 to 17/06/22
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
Price from £1016
Next available 27/05 to 03/06/22
sleeps 1 - 10 guests 1 - 10
5 bedrooms 5
3 bathrooms 3
dog-friendly cottage, 1 dog(s) welcome1
4 star

5 bedroom Self-Catering Watermill

Fantastic holiday watermill with 5 bedrooms, both famly-friendly and dog-friendly, this unique holiday home could be ideal for a relaxing self-catering holiday.

Facilities & Features: TV
Price from £451
Next available 23/05 to 27/05/22
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
This owner/agency is showing availability but has not provided full pricing information.
Price from £1700
Next available 06/06 to 10/06/22
sleeps 2 - 10 guests 2 - 10
5 bedrooms 5
4 bathrooms 4
no dogs allowed

5 bedroom Large Holiday House to rent

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

Facilities & Features: TVFree WifiGames roomOutdoor Hot Tub
* Price quoted is not inclusive of any applicable booking fees or local charges.