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.

18 rental properties

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Ploughman's Cottage, Mansfield, Nottinghamshire, Midlands, England

2 bedroom Bungalow, Bolsover 8 miles away

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

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.

Special features: free internet access.

Weekly Price from: £473

The Loft Country Cottage, Peak District, Millthorpe, Derbyshire, Peak District, England

3 bedroom Farmstay, Bolsover 11 miles away

sleeps 4 - 7 guests
4 - 7
3 bedrooms
3
1 bathrooms
1
dog-friendly cottage
4 star

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.

Special features: free internet access, games room, indoor hot tub, sauna.

Weekly Price from: £615
Next availability:
from 01 November to 05 November 21 from 07 November to 12 November 21

Two Owls Lodge, Matlock, Derbyshire, Peak District, England

2 bedroom Rural Retreat, Bolsover 12 miles away

sleeps 1 - 3 guests
1 - 3
2 bedrooms
2
2 bathrooms
2
no dogs allowed

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.

Special features: free internet access.

Weekly Price from: £580
Next availability:
from 29 October to 05 November 21 from 12 November to 03 January 22

Brookside Retreat, Matlock, Derbyshire, Peak District, England

1 bedroom Romantic Retreat, Bolsover 12 miles away

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

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: £350
Next availability:
from 29 October to 05 November 21 from 12 November to 03 January 22

The Escape, Two Dales, Derbyshire, Peak District, England

5 bedroom Large Holiday House to rent, Bolsover 12 miles away

sleeps 2 - 10 guests
2 - 10
5 bedrooms
5
4 bathrooms
4
no dogs allowed

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

Special features: free internet access, games room, outdoor hot tub.

Weekly Price from: £1700
Next availability:
from 01 November to 05 November 21 from 08 November to 11 November 21

Agricola House, Wirksworth, Derbyshire, Peak District, England

7 bedroom Big Holiday House, Bolsover 15 miles away

sleeps 1 - 14 guests
1 - 14
7 bedrooms
7
5 bathrooms
5
dog-friendly cottage, 2 dog(s) welcome
2

Award winning, stylish 7 bedroom, 5 bathroom holiday house with cinema room, games console for fun times and relaxing wellness sauna, set in Wirksworth, close to the Peak District National Park.

Special features: free internet access, games room, sauna.

Weekly Price from: £2675
Next availability:
from 29 November to 10 December 21 from 17 January to 12 February 22

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

4 bedroom Barn Conversion, Bolsover 15 miles away

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: £694
Next availability:
from 07 November to 12 November 21 from 14 November to 19 November 21

The Watermill at Tickhill, Unique Self-Catering, Tickhill, Yorkshire, Northern England, England

5 bedroom Self-Catering Watermill, Bolsover 15 miles away

sleeps 1 - 10 guests
1 - 10
5 bedrooms
5
3 bathrooms
3
dog-friendly cottage, 1 dog(s) welcome
1
4 star

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.

Special features: free internet access.

Weekly Price from: £781
Next availability:
from 01 November to 05 November 21 from 08 November to 24 December 21

Old Coach House, Aldwark, Derbyshire, Peak District, England

2 bedroom Stone-Built Barn Conversion, Bolsover 16 miles away

sleeps 4 - 6 guests
4 - 6
2 bedrooms
2
1 bathrooms
1
dog-friendly cottage, 2 dog(s) welcome
2
5 star

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.

Special features: free internet access.

Weekly Price from: £180
Next availability:
from 08 November to 20 November 21

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

1 bedroom Romantic Stone-Built Cottage, Bolsover 17 miles away

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: £363
Next availability:
from 02 November to 29 March 22 from 01 April to 25 June 22

Dragon Hill Barn, Near the Peak District National Park, Brassington, Derbyshire, Peak District, England

2 bedroom Barn Conversion, Bolsover 17 miles away

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

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.

Weekly Price from: £380
Next availability:
from 24 November to 11 December 21 from 02 January to 30 March 22

Ebenezer Chapel, Milford, Derbyshire, Peak District, England

8 bedroom Unique Self-Catering Accommodation, Bolsover 17 miles away

sleeps 2 - 22 guests
2 - 22
8 bedrooms
8
5 bathrooms
5
dog-friendly cottage, 2 dog(s) welcome
2
3 star

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.

Special features: free internet access, sauna.

Weekly Price from: £1345
Next availability:
from 15 November to 26 November 21 from 13 December to 23 December 21