Holiday Cottages Glossop

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Your Glossop, Derbyshire search returned 131 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A superb Grade II listed cottage resting in Hayfield, Derbyshire. Near a National Park. Electric fire. Private garden. Close to amenities. Smart TV. Chapel-en-le-Frith 4.5 miles; Glossop 4.9 miles; Buxton 10.3 miles. (Ref. 1079708)

  • Pets go free
  • Wi-fi
  • Dishwasher


for 7 nights From $580

  • Sleeps4
  • Bedrooms1
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

A traditionally styled cottage set within the gated area of the marina in the town of New Mills. Ideal for couples. Woodburning stove. Pet-friendly. Hayfield 3.2 miles; Buxton 11.8 miles. (Ref. 1126270)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Baby-friendly


for 7 nights From $478

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

A wonderful detached farmhouse within Chapel-en-le-Frith. Superb views. Off-road parking. Two pets welcome. Castleton 6.5 miles; Stockport 13 miles. (Ref. 985509)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From $456

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Upper House Barn (Saddleworth) is a lovely barn conversion based in the rural village of Delph within Greater Manchester, with rural views, hot tub, and parking. Uppermill 1.3 miles; Oldham 3.7 miles. (Ref. 1018433)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine


for 7 nights From $1214

Last booked yesterday
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  • Sleeps7
  • Bedrooms4
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Stone & Fleece Cottage, a charming pet-friendly abode resting in Holmbridge in West Yorkshire, near Peak District National Park, boasts a woodburning stove. Holmfirth 2.1 miles, Huddersfield 7.5 miles. (Ref. 1174503)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Baby-friendly
  • 20% off - Tue 1st Sep to 30th Sep 2026

  • 20% off - Thu 1st Oct to 31st Oct 2026

  • 20% off - Sun 1st Nov to 30th Nov 2026

  • 20% off - Tue 1st Dec to 18th Dec 2026


for 7 nights From $957

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Tourist Board rating

Win Hill View Cottage is a charming holiday home in Hope, Derbyshire, with an enclosed garden and off-road parking. Castleton 1.8 miles; Tideswell 6.4 miles. (Ref. 1174798)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Washing machine
  • Baby-friendly


for 7 nights From $1005

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Beautiful boutique-style, country cottage in centre of Castleton with parking, garden and open views. Woodburner. WiFi. Short walk to castle, caves, shops, pubs and restaurants. Buxton 10 miles. (Ref. 928584)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From $998

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

This cottage is located in the village of Castleton, in Peak District National Park. Open fire. Exposed beams. Enclosed garden. Central location. Guisborough 9 miles; Pickering 19 miles. (Ref. 965683)

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


for 7 nights From $628

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From $505

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

A charming detached cottage nestled in the centre of Castleton village in the heart of the Peak District. Bike storage. Underfloor heating. Woodburning stove. Hope 1.6 miles; Buxton 10.1 miles; Bakewell 14.3 miles. (Ref. 986321)

  • Wi-fi
  • Dishwasher


for 7 nights From $614

Last booked 4 hours ago
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  • Sleeps7
  • Bedrooms4
  • Pet FriendlyYes

    4.8

    Outstanding

  • Sykes rating

This stone-built, terraced, three-storey cottage sits in Hope in the Peak District, Derbyshire. Enclosed garden. Pet-free. Bike storage. Family-friendly. Castleton 2 miles; Tideswell 6.8 miles. (Ref. 1090211)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From $1254

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

This delightful end-terrace, stone cottage is situated in Castleton, Peak District. Romantic. Open-plan living. En-suite. Hope 1.5 miles; Buxton 10 miles. (Ref. 999303)

  • Pets go free
  • Wi-fi
  • Off-road parking


for 7 nights From $621

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7

    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


for 7 nights From $631

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From $893

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

The Toll Bar is an incredible, historic Grade II listed property resting in the village of Castleton, Derbyshire, in the Peak District National Park. Edale 4.5 miles; Buxton 10.1 miles; Bakewell 14.2 miles. (Ref. 1182275)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From $708

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

Attractive, stone terrace nestled in the historic village of Castleton, in the Peak District. Electric fire. Off-road parking. Smart TV. WiFi. Spacious interior. Buxton 10 miles. (Ref. 934071)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights From $901

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8

    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)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From $507

Last booked 2 days ago
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