Black Friday

On Winter & Spring holidays over £600.
Offer ends Monday 29th Nov , 23:59 (GMT).
 Full terms apply.

See terms & voucher code

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Bolsover Castle

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Your Bolsover, Derbyshire search returned 337 cottages

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Grove Farm Barn

Darley Dale, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Excellent

  • Sykes rating

A delightful stone-built barn conversion resting on the outskirts of Matlock, Derbyshire. Open-plan. Views. Off-road parking. Matlock 2.1 miles; Bakewell 6.8 miles; Ashbourne 15.4 miles. (Ref. 1063970)

7 nights from £414

Cedar Holme

Wingerworth, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A snug single-storey lodge situated in the quaint village of Wingerworth in Derbyshire. Pet friendly. Bike storage. WiFi. Chesterfield 2.8 miles; Matlock 8.4 miles; Ripley 11.6 miles. (Ref. 1073399)

7 nights from £369

Greenwell Cottage

Bolsover, Peak District & Derbyshire Dales
  • Sleeps8
  • Bedrooms4
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A luxury three-storey cottage found in the hub of the town centre in Bolsover, Derbyshire. Character. Hot tub. Luxury. Chesterfield 5.9 miles; Mansfield 7.9 miles; Sheffield 15 miles. (Ref. 1040750)

7 nights from £913

Roseville

Cromford, Peak District & Derbyshire Dales
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    Very good

  • Sykes rating

This impressive four-bedroom house rests in Cromford, Derbyshire. Child and pet-friendly. Woodburning stove. Country views. Matlock Bath 1.2 mile; Matlock 2.4 miles; Bakewell 10.8 miles. (Ref. 1078561)

7 nights from £606

Eastview

Matlock, Peak District & Derbyshire Dales
  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

A charming three-bedroom detached cottage resting in Matlock, Derbyshire. Child-friendly. Enclosed garden. Castle views. Matlock Bath 1.6 miles; Bakewell 8.8 miles. (Ref. 1068675)

7 nights from £418

Woodlands

Darley Dale, Peak District & Derbyshire Dales
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

An attractive dormer bungalow resting in Darley Dale, close to the Peak District National Park. Close to amenities. Off-road parking. Wheelchair friendly. Matlock 3.1 miles; Bakewell 5.5 miles; Ashbourne 15.4 miles. (Ref. 1077976)

7 nights from £466

Black Friday

On Winter & Spring holidays over £600.
Offer ends Monday 29th Nov , 23:59 (GMT).
 Full terms apply.

See terms & voucher code

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Tuliptree

Ashover, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.2

    Good

  • Sykes rating

A charming two-bedroom semi-detached house resting in Ashover, Derbyshire. Family-friendly. Smart TV. Near a river. Matlock 4.6 miles, Chesterfield 6.7 miles. (Ref. 1072527)

7 nights from £338

75 Mansfield Road

Chesterfield, Peak District & Derbyshire Dales
  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A spacious detached home-from-home perfect for families and groups looking for a comfortable base to explore the Peak District, Sherwood forest and surrounding area. Chesterfield 7.5 miles. (Ref. 960393)

7 nights from £338

Bowler Yard Cottage

Warsop, near Chesterfield, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Very good

  • Sykes rating

Beautiful stable conversion, all ground floor cottage with two bedrooms. Well-furnished. WiFi. Vineyard on-site. Sherwood Forest nearby. Warsop 1.2 miles. (Ref. 963639)

7 nights from £325

Manor House

Chesterfield, Peak District & Derbyshire Dales
  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.6

    Very good

  • Sykes rating

A marvellous ground floor, detached cottage on the edge of Chesterfield in the Peak District. En-suite wet rooms. WiFi. Children's play area. Enclosed garden. Chatsworth House 8 miles. Chesterfield 2 miles. (Ref. 904429)

7 nights from £1042

Last booked 2 days ago
Book now

Riverside Lodge

Cuckney, Peak District & Derbyshire Dales
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A wonderful cottage located near the village of Warsop in Nottinghamshire. Countryside. Extensive gardens. Perfect for couples. Mansfield 4.5 miles; Nottingham 23 miles. (Ref. 977676)

7 nights from £327

Winslade

Bradwell, Peak District & Derbyshire Dales
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Excellent

  • Sykes rating

A quirky, semi-detached cottage resting in Bradwell, Derbyshire. Woodburning stove. Close to amenities. Romantic. Castleton 4.2 miles; Tideswell 4.3 miles; Bakewell 10.7 miles; Buxton 11.1 miles. (Ref. 1082844)

7 nights from £310

Last booked yesterday
Book now

Pond View

Cuckney, Peak District & Derbyshire Dales
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A wonderful cottage located near the village of Warsop in Nottinghamshire. Countryside views. Lake. Contemporary interior. Mansfield 4.5 miles; Nottingham 23 miles. (Ref. 977691)

7 nights from £327

Black Friday

On Winter & Spring holidays over £600.
Offer ends Monday 29th Nov , 23:59 (GMT).
 Full terms apply.

See terms & voucher code

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Doe Lea Cottage

Winster, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Very good

  • Sykes rating

A pretty, stone-fronted cottage resting in Winster, Derbyshire. Woodburning stove. Close to amenities. Bakewell 6.6 miles; Matlock 5.1 miles. (Ref. 1082593)

7 nights from £399

Netherfield Cottage

Pilsley near Matlock, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Wonderful, spacious cottage on the outskirts of Pilsley village. En-suite, hot tub. Modern features. Superb accommodation for a family. Matlock 10 miles. (Ref. 932702)

7 nights from £424

Church Cottage

Bakewell, Peak District & Derbyshire Dales
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This gorgeous three-storey cottage lies in Bakewell, Derbyshire. Enclosed garden. No pets. Bedroom with en-suite. Off-road parking. Chatsworth 9.6 miles; Matlock 8.3 miles; Buxton 12.3 miles. (Ref. 1064674)

7 nights from £682

Last booked 5 hours ago
Book now

Chestnuts Barn

Holbrook, Derbyshire, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Excellent

  • Sykes rating

A charming detached cottage resting in Holbrook, Derbyshire. Reverse-level. Off-road parking. Smart TV. WiFi. Derby 7.4 miles; Carsington Water 11.2 miles; Nottingham 14.8 miles. (Ref. 1070143)

7 nights from £339

Orchard View

Alfreton near Oakerthorpe, Peak District & Derbyshire Dales
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Excellent

  • Sykes rating

This charming semi-detached cottages rests in Alfreton near Oakerthorpe, Derbyshire. Pet and child friendly. Hot tub. Off-road parking. Crich 3 miles; Alfreton 3.7 miles; Matlock 8.5 miles. (Ref. 1005400)

7 nights from £1054

Silver Birch @ Spire View Yurts

Ashover, Peak District & Derbyshire Dales
  • Sleeps5
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A wonderful yurt positioned in the Derbyshire countryside in Northedge, near Ashover. Hot tub. Off-road parking. Rural views. Woodburning stove. Chesterfield 4.9 miles; Matlock Bath 7.3 miles. (Ref. 1069881)

7 nights from £549

Horse Chestnut @ Spire View Yurts

Ashover, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This enchanting yurt rests in Northedge, near Ashover, Derbyshire. Hot tub. Rural location. Woodburning stove. Romantic. Countryside views. Chesterfield 4.9 miles; Matlock Bath 7.3 miles. (Ref. 1069882)

7 nights from £549

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For a truly enchanting day out, visit Bolsover Castle on your next cottage holiday in the beautiful county of Derbyshire. This magnificent castle, originally built in the 12th century, was transformed from an early medieval fortress to a decadent family home in 17th century, when Sir Charles Cavendish began his 'Little Castle Project'. Step inside the finished project as it stands today and marvel at the Little Castle's astoundingly well-preserved interiors, sumptuous wall paintings and sophisticated carved fireplaces. Stroll through the deserted halls and gaze over the Vale of Scarsdale from the Terrace Range as so many nobles have done before you. Stand in the magnificent Riding House, with its exquisite roof and viewing galleries, and imagine the stables as they were over 300 years ago; can you think of a more enthralling day trip destination on your Derbyshire cottage holiday?

Bolsover Castle- A Fairy Tale Attraction near your Derbyshire cottage!

When planning your fairy tale cottage holiday in Derbyshire, don't forget to pencil in at least half a day for a visit to Bolsover castle. With its plethora of picnicking sites, endless green lawns and onsite discovery centre, the famed English Heritage site is a sure-bet for a family day out. What's more, we've a handful of excellent self-catering holiday cottages within a few miles of Bolsover Castle, so you won't be cooped in the car for long before you're able to enjoy the historic delights of this outstanding attraction. Plus, the site is open daily between 10am-5pm, so you've no excuse but to set a date for your cottage holiday near Bolsover Castle!