24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Holiday Cottages Glossop

REFINE SEARCH

Your Glossop, Derbyshire search returned 117 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A lovely, cosy cottage situated in the heart of the bustling village of Hope. Woodburning stove. Pretty views. Ideal for a couple or small family. Castleton 1.5 miles (Ref. 918154)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine

7 nights from $530

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Characterful, terraced cottage set within a smallholding in the village of Hade Edge, on the outskirts of the Peak District National Park. Woodburner. Dog friendly. Pub 3 mins walk. (Ref. 986042)

  • Wi-fi
  • Washing machine

7 nights from $458

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A centrally located Grade 2 listed barn conversion set in the heart of Hope in the Peak District. Peak District National Park. Original wooden beams dating. Pub next door. Castleton 1.5 miles (Ref. 958305)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from $525

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A lovely, two-bedroom barn conversion set on the grounds of a non-working farm in Castleton, Derbyshire. Open-plan. Dog-friendly. Off-road parking. Great views. Woodburning stove. Family-friendly. Hope 3.9 miles; Buxton 11.4 miles; Bakewell 12.6 miles. (Ref. 941589)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $762

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A quaint semi-terrace property resting in Chinley, close to the Peal District National Park. Rear garden. Chapel-en-le-Frith 2.1; Buxton 8.2 miles. (Ref. 1050733)

  • Wi-fi
  • Washing machine

7 nights from $484

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A traditional stone-built cottage full of character settled in Adlington, Cheshire. Woodburning stove. Off-road parking. Enclosed garden. Macclesfield 5.2 miles; Buxton 11.5 miles; Manchester 17.5 miles. (Ref. 1057473)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $503

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This characterful end-terrace cottage rests in Holmfirth, West Yorkshire. Romantic. Countryside views. Contemporary interior. Huddersfield 7.4 miles; Manchester 23.5 miles. (Ref. 1054885)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $560

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A traditional barn conversion resting in the ground’s of the owner’s non working farm in Castleton, Derbyshire. Pet-friendly. Off-road parking. Country views. Hope 1.2 miles; Buxton 11.4 miles. (Ref. 941588)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $662

  • Sleeps16
  • Bedrooms7
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A truly stunning seven bedroom country mansion with far-reaching views over the Peak National Park and Kinder Scout. Woodburners, en-suites, games room. Buxton 4 miles. (Ref. 934709)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $2653

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Lovely character cottage in the heart of Castleton in the Peak District. Woodburning stove. Enclosed courtyard with decking. Close to amenities. Buxton 10.1 miles; Macclesfield 19.4 miles. (Ref. 981405)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $649

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.1

    Good

  • Sykes rating

This stunning, mid-terrace, stone cottage rests in the village of Holmbridge, in West Yorkshire. Woodburner. Pet-friendly. Holmfirth 1.5 miles, Huddersfield 8 miles. (Ref. 1014607)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from $491

Last booked 3 hours ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Lovely terraced cottage located in the village of Castleton, within the Peak District National Park. Smart TV. WiFi. Reverse level accommodation. En-suites. Shop and pub 2 mins walk. (Ref. 934070)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Washing machine

7 nights from $641

  • Sleeps5
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A stunning, detached cottage resting in Old Dam near Chapel-En-Le-Frith, Derbyshire. Hot tub. Beautiful views. Washing machine. Buxton 6.1 miles; Chinley 6.2 miles; Combs 6.2 miles; Castleton 6.2 miles; Hayfield 9 miles. (Ref. 1094988)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from $729

Last booked today
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A rustic, nostalgic stone cottage set in the Derbyshire village of Chinley. Incredible views of the Peak District. Traditional interior. Wooden beams. Chapel-en-le-Frith 3 miles. (Ref. 941697)

  • Wi-fi
  • Off-road parking
  • Washing machine

7 nights from $426

  • Sleeps30
  • Bedrooms9
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Large converted pub and restaurant in the village of Hope. Nine bedrooms with en-suites. Two sitting rooms and conservatory for dining. Games area. Large enclosed garden with hot tub as well as an enclosed children's play area. Castleton 1.5 miles. (Ref. 948174)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $4897

Last booked 7 hours ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4

    Good

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A lovely mid-terrace cottage in the centre of the beautiful village of Castleton in the Peak District. A delightful cottage for families or friends wishing to explore this interesting part of the country. (Ref. 952009)

  • Wi-fi
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $535

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Detached stone-built cottage, all ground floor accommodation, in idyllic rural hamlet of Ollerbrook. Working hill farm with superb views. Edale 10 minutes walk. Buxton 9 miles. (Ref. 611)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from $468

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

The Top Stop is a quaint, one-bedroom dwelling in Holme near Holmbridge, West Yorkshire. In Peak District National Park. Close to amenities and reservoir. Holmfirth 2.7 miles; Huddersfield 8.5 miles. (Ref. 1148316)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom

7 nights from $658

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A charming semi-detached cottage situated in the heart of the village of Castleton, Derbyshire. Central location. Lovely village setting. Hope 1.5 miles; Buxton 10 miles. (Ref. 983844)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $573

Last booked yesterday
See more details
  • Sleeps10
  • Bedrooms5
  • PetsYes
  • Sykes rating

Akila is a characterful, Edwardian house resting in Grasscroft near Greenfield, Greater Manchester. Near Peak District National Park. Off-road parking. Greenfield 2 miles; Oldham 3.4 miles; Peak District National Park 9.8 miles. (Ref. 1149211)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine

7 nights from $1427