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 142 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
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

An impressive new property to Sykes, Croft Cottage is a charming, three-bedroom abode resting rurally in Castleton, Derbyshire. Hot tub. Rural. Family-friendly. In Peak District National Park. Hope 1.5 miles; Buxton 10.1 miles; Bakewell 13.5 miles. (Ref. 1057505)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £960

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A fabulous lodge resting near Hayfield, Derbyshire. Woodburning stove. Romantic. Hot tub. Open-plan living. Chapel-en-le-Frith 6.1 miles; Glossop 6.4 miles; Buxton 12 miles. (Ref. 1104315)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub

7 nights from £729

Last booked yesterday
See more details
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Moor View is a beautiful, luxury house situated in the lively market town of Glossop, in Derbyshire. Countryside views. Patio garden with barbecue. Buxton 15 miles. (Ref. 1146481)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Fri 7th Feb to 14th Feb 2025

  • 5% off - Fri 28th Feb to 7th Mar 2025

7 nights from £931

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A fabulous semi-detached house is located in Castleton, Derbyshire. Pet-friendly. Hot tub. Bedrooms with en-suites. Woodburning stove. Hope 1.4 miles; Buxton 10.1 miles; Bakewell 13.5 miles. (Ref. 1059352)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £812

Last booked 2 days ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

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

Stone-built single-storey cottage adjoining farmhouse in tiny rural hamlet of Ollerbrook. Working hill farm with superb views. Edale 10 minutes walk. Buxton 9 miles. (Ref. 610)

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

7 nights from £393

  • Sleeps12
  • Bedrooms6
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Modern, detached house in the Derbyshire town of Glossop. En-suite bedrooms. Open-plan living. Near Peak District National Park. (Ref. 953260)

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

7 nights from £1628

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This beautiful stone-built detached cottage is bursting with character from head to toe, with exposed beams and open eaves and all modern amenities. (Ref. 993440)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Fri 7th Mar to 14th Mar 2025

  • 10% off - Fri 4th Apr to 11th Apr 2025

  • 10% off - Fri 11th Jul to 21st Aug 2025

7 nights from £1164

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A barn conversion resting in New Mills near Hayfield, Derbyshire. Luxury. Private Hot tub. Romantic retreat. New Mills 2.8 miles; Chapel-en-le-Frith 6 miles; Marple 6.4 miles. (Ref. 1025634)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher

7 nights from £607

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

An idyllic, stone-built cottage resting on the outskirts of the town of New Mills. WiFi. Hot tub. Sonos sound system. Chapel-en-le-Frith 6 miles. (Ref. 1017057)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher

7 nights from £534

Last booked 7 hours ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A stylish detached cottage resting just a stone's throw away from the centre of Chapel-En-Le-Frith in Derbyshire. Idyllic views. Off-road parking. Private hot tub. Smart TVs. Peak District National Park 2.5 miles; Buxton 6.4 miles; Manchester 22.4 miles. (Ref. 1074177)

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

7 nights from £749

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This delightful holiday property rests in Castleton, Derbyshire. Countryside views. Woodburning stove. Off-road parking. Hope 1.4 miles; Buxton 10.7 miles; Bakewell 12.5 miles. (Ref. 1131655)

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

7 nights from £925

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A barn conversion resting on the outskirts of the town of New Mills. Open-plan living. Hot tub. Chapel-en-le-Frith 6 miles. (Ref. 976025)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher

7 nights from £583

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

    4.9

    Outstanding

  • Sykes rating

A historic cottage dating back to the 1600s, nestled in the charming village of Hayfield on the edge of the Peak District. Character. WiFi. Private gardens. Chapel-en-le-Frith 4.7 miles; Glossop 5 miles; Buxton 10.5 miles. (Ref. 1076215)

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

7 nights from £467

Last booked 2 days ago
See more details
  • 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 £397

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A detached annexe found at the head of the picturesque Peak Forest Canal in Whaley Bridge, Derbyshire. Smart TV with Sonos speaker. Private garden. Romantic retreat. New Mills 3.3 miles; Chapel-en-le-Frith 4.2 miles; Buxton 6.7 miles. (Ref. 1053651)

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

7 nights from £393

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Windyridge is a charming, detached house with a hot tub and far reaching countryside views, located in the village of Marple Bridge in Greater Manchester. Manchester 13.6 miles; Buxton 17.3 miles. (Ref. 1163640)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Hot Tub
  • Dishwasher
  • Baby-friendly
  • Games room

7 nights from £1485

Last booked yesterday
See more details
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A beautiful, detached stone-built cottage resting in Castleton, Derbyshire. Woodburning stove. Off-road parking. Garden. Hope 2.7 miles; Buxton 10.3 miles; Bakewell 12.7 miles. (Ref. 1084643)

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

7 nights from £649

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderfully renovated barn conversion resting in Compstall, Greater Manchester. WiFi. Rural views. Smart TV. En-suites. Off-road parking. Pet-friendly. Stockport 5.9 miles; Glossop 7 miles; Manchester 11.7 miles. (Ref. 1065748)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £682

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A stone-fronted cottage set in the village of Marple Bridge, near the Peak District National Park. Enclosed courtyard. Pet-friendly. Amenities nearby. Manchester 12 miles; Buxton 15.2 miles. (Ref. 1133913)

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

7 nights from £647

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A gorgeous cottage with stunning views out to the Peak District National Park in Castleton, Derbyshire. Woodburning stove. Smart TV. En-suite master. Hope 1.5 miles; Bradwell 3.7 miles; Chapel-en-le-Frith 6.7 miles. (Ref. 1048598)

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

7 nights from £670

Last booked 2 days ago
See more details

Please find below a selection of self catering holiday cottages to rent in or near Glossop. You can also check out the full list of Peak District holiday cottages.