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

22 properties

Sladen Lodge

, Hathersage, Derbyshire, Peak District, England
Online Booking Available
Viewed 24 times recently.
Price from £3920
Next available 19/06 to 30/06/23
no booking fee
sleeps  14 sleeps 14
7 bedrooms 7 bedrooms
7 bathrooms 7 bathrooms
2 dogs welcome  2 pets

7 bedroom pet-friendly holiday home

7 bedroom pet-friendly holiday home in Derbyshire with recreation room and garden.

Welcoming 7 en-suite bedroom holiday lodge with spacious and contemporary furnishings sleeping up to 14 adults (plus 2 children) and boasting a stunning location in the Peak District National Park with spectacular scenery and breath taking views over the Hope Valley

Facilities & Features: Digital TVFree WifiGames room

Two Owls Lodge

, Matlock, Derbyshire, Peak District, England
Online Booking Available
Viewed 21 times recently.
Price from £595
Next available 12/06 to 16/06/23
no booking fee
sleeps  3 sleeps 3
2 bedrooms 2 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

2 bedroom cottage for families

2 bedroom cottage for families in Derbyshire with whirlpool bath, log burner, real fireplace and garden.

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

Facilities & Features: Free Wifi
Best for: Families, No Pets Breaks

Turpins Cottage

, Belper, Derbyshire, Peak District, England
Online Booking Available
Viewed 36 times recently.
Price from £2100
Next available 12/06 to 30/06/23
sleeps  20 sleeps 20
9 bedrooms 9 bedrooms
5 bathrooms 5 bathrooms
2 dogs welcome  2 pets

9 bedroom pet-friendly holiday home

9 bedroom pet-friendly holiday home in Derbyshire with recreation room and garden.

Sleeps 20, 9 Bedroom Rural Holiday House with Games Room with Pool Table, near Belper and the Peak District Turpins cottage could be a stunning location for your next holiday, situated on a pretty farm setting, where you can escape from busy city or town life with your friends and family

Facilities & Features: TVFree WifiGames room
Best for: Group Breaks, Hen groups , Stag groups, Celebrations & Gatherings, Family-friendly, Pet-Friendly Breaks

Hagg Hill Hall

, Chesterfield, Derbyshire, Peak District, England
Online Booking Available
Viewed 47 times recently.
Price from £4200
Next available 07/06 to 16/06/23
sleeps  22 sleeps 22
8 bedrooms 8 bedrooms
6 bathrooms 6 bathrooms
2 dogs welcome  2 pets

8 bedroom pet-friendly cottage

8 bedroom pet-friendly cottage in Derbyshire with hot tub, swimming bath, sauna, games den, open fireplace and garden.

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
Best for: Group Holidays, Hen parties, Stag parties, Special celebrations, Families, Dogs Welcome Breaks

Brookside Retreat

, Matlock, Derbyshire, Peak District, England
Online Booking Available
Viewed 16 times recently.
Price from £475
Next available 07/06 to 19/06/23
no booking fee
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
2 dogs welcome  2 pets

1 bedroom pet-friendly cottage

1 bedroom pet-friendly cottage in Derbyshire with garden.

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

Facilities & Features: TVFree Wifi
Best for: Romantic Breaks, Dog-Friendly Breaks

The Escape

, Two Dales, Derbyshire, Peak District, England
Family-Friendly
Viewed 25 times recently.
Price from £2200
Next available 07/06 to 07/07/23
no booking fee
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets

5 bedroom family cottage

5 bedroom family cottage in Derbyshire with hot tub, jacuzzi bath, recreation room and garden.

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

Old Coach House

, Aldwark, Derbyshire, Peak District, England
Family-Friendly
Viewed 35 times recently.
Price from £240
Next available 02/07 to 22/07/23
no booking fee
sleeps  6 sleeps 6
2 bedrooms 2 bedrooms
1 bathrooms 1 bathroom
2 dogs welcome  2 pets

2 bedroom pet-friendly holiday rental

2 bedroom pet-friendly holiday rental in Derbyshire with woodburner, real fire and garden.

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
5 star rated

The Haven - Luxury Sheltered Hot Tub & Games Room

, Two Dales, Derbyshire, Peak District, England
Family-Friendly
Viewed 24 times recently.
Price from £2200
Next available 07/06 to 16/06/23
no booking fee
sleeps  10 sleeps 10
5 bedrooms 5 bedrooms
4 bathrooms 4 bathrooms
no dogs allowed No pets

5 bedroom family cottage

5 bedroom family cottage in Derbyshire with hot tub, games room and garden.

No pets 5 bedroom holiday home in a tranquil village setting near Bakewell and the Peak District National Park, with the added luxury of a bubbly outdoor hot tub and games room

Facilities & Features: TVFree WifiGames roomOutdoor Hot Tub
Best for: Groups, Hens, Stags, Celebrations & Gatherings, Family holidays, No Pets Holidays

Ebenezer Chapel

, Milford, Derbyshire, Peak District, England
Family-Friendly
Viewed 54 times recently.
Price from £1495
Next available 07/06 to 29/06/23
Special Offer 06/06 to 30/06/23
sleeps  22 sleeps 22
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
2 dogs welcome  2 pets

8 bedroom pet-friendly holiday home

8 bedroom pet-friendly holiday home in Derbyshire with sauna room, woodburner and garden.

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
Best for: Group Breaks, Hen groups , Stag groups, Parties & Reunions, Family-friendly, Pets Welcome Breaks

Hillside Croft

, Biggin, Ashbourne, Derbyshire, Peak District, England
Family-Friendly
Viewed 20 times recently.
Price from £2150
Next available 07/06 to 23/06/23
sleeps  16 sleeps 16
5 bedrooms 5 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

5 bedroom children-welcome cottage

5 bedroom children-welcome cottage in Derbyshire with hot tub, wood stove, open fire and garden.

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

Facilities & Features: Digital TVFree WifiOutdoor Hot Tub

Clusters Chapel

, Belper, Derbyshire, Peak District, England
Family-Friendly
Viewed 30 times recently.
Price from £1595
Next available 07/06 to 23/06/23
sleeps  20 sleeps 20
8 bedrooms 8 bedrooms
5 bathrooms 5 bathrooms
3 dogs welcome  3 pets

8 bedroom dog-friendly cottage

8 bedroom dog-friendly cottage in Derbyshire with sauna, woodburning stove and garden.

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
Best for: Groups, Hens, Stags, Special celebrations, Family holidays, Pet-Friendly Breaks

The Loft Country Cottage, Peak District

, Millthorpe, Derbyshire, Peak District, England
Online Booking Available
Viewed 12 times recently.
Price from £1885
Next available 24/06 to 01/07/23
sleeps  7 sleeps 7
3 bedrooms 3 bedrooms
1 bathrooms 1 bathroom
1 dog welcome  1 pet

3 bedroom pet-friendly holiday rental

3 bedroom pet-friendly holiday rental in Derbyshire with hot tub, sauna, games den, wood stove and garden.

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: TVFree WifiGames roomIndoor Hot TubSauna
4 star rated
Best for: Families, Pet-Friendly Breaks

Pig-Of-Lead

, Bonsall, Derbyshire, Peak District, England
Online Booking Available
Viewed 13 times recently.
Price from £1599
sleeps  12 sleeps 12
6 bedrooms 6 bedrooms
6 bathrooms 6 bathrooms
no dogs allowed No pets

6 bedroom family-friendly rental

6 bedroom family-friendly rental in Derbyshire with woodburning stove, open fireplace and garden.

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: TVFree Wifi
3 star rated
Best for: Family-friendly, No Pets

Bear Cottage

, Heage, Derbyshire, Peak District, England
Online Booking Available
Viewed 15 times recently.
Price from £536
sleeps  2 sleeps 2
1 bedrooms 1 bedroom
1 bathrooms 1 bathroom
no dogs allowed No pets

1 bedroom hen party rental

1 bedroom hen party rental in Derbyshire with garden.

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: TVFree Wifi
5 star rated
Best for: Couples, Pet Free Breaks

Cow Barn, Peak District National Park

, Alport, Derbyshire, Peak District, England
Online Booking Available
Viewed 17 times recently.
Price from £2414
Next available 09/06 to 30/06/23
sleeps  8 sleeps 8
4 bedrooms 4 bedrooms
2 bathrooms 2 bathrooms
no dogs allowed No pets

4 bedroom family cottage

4 bedroom family cottage in Derbyshire with wood stove, open fire and garden.

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: TVFree Wifi
5 star rated
Best for: Family holidays, No Pets Holidays
* Price quoted is not inclusive of any applicable booking fees or local charges.

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.