Holiday Cottages Glossop

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Holiday Cottages Glossop

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Your Glossop, Derbyshire search returned 124 cottages

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Map View
Hockerley Cottage - 1053651 - photo 1
16
Whaley Bridge, Derbyshire, SK23
  • 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


for 7 nights £387

Last booked 2 days ago
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A stone house with a patio and metal railing next to a river with trees in the background at River Cottage Hayfield in Hayfield
40
Hayfield, Derbyshire, SK22
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A pretty, stone-built cottage overlooking the River Sett, in Hayfield village. WiFi. En-Suite. Pub and shop within 0.1 miles. Buxton 10.2 miles. (Ref. 1007439)

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


for 7 nights £819

Last booked 2 days ago
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A stone building with windows and grass in the foreground at The Stables in Stockport
23
Mellor near Marple Bridge, Greater Manchester, SK6
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

The Stables - Vineyard Stay is a charming, single-storey holiday home situated in the village of Mellor near Marple Bridge in Greater Manchester with a woodburning stove. Manchester 13.3 miles: Buxton 14.1 miles. (Ref. 1176720)

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


for 7 nights £536

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Stone house with two windows door stone wall gate garden with trees and grass at Overlea Cowshed in Hayfield
34
Hayfield, Derbyshire, SK22
  • 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


for 7 nights £535

Last booked yesterday
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A living room with leather sofas and armchairs around a glass coffee table and a large television at Moor View in Glossop
41
Glossop, Derbyshire, SK13
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • 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


for 7 nights £998

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A stone cottage with a wooden door and windows a patio with a yellow umbrella tables and chairs and a low stone wall at Peacock Cottage Sparrowpit near Castleton and Buxton
29
Sparrowpit near Castleton and Buxton, Peak District, SK17
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A charming mid-terrace barn conversion situated on a working farm, near the hamlet of Sparrowpit. WiFi, off road parking, original beams and exposed brickwork. Great base for exploring the Peak District National Park. Chapel-en-le-Frith 3 miles. (Ref. 928158)

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


for 7 nights £414

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A stone cottage with chimneys a gravel driveway and a garden area with bushes and a lamp post at Folds Lane Farm in Fernilee near Whaley Bridge
36
Fernilee near Whaley Bridge, Peak District, SK23
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Folds Lane Farm is a semi-detached home on a working farm near Whaley Bridge, Peak District with a woodburning stove, off-road parking and lovely views. Chapel-en-le-Frith 4 miles; New Mills 5.5 miles; Buxton 5.7 miles. (Ref. 1091678)

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


for 7 nights £507

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A stone cottage with red window frames and wooden outdoor furniture in a garden at Croft Cottage in Castleton Peak District
53
Castleton, Peak District, Peak District, S33
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    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


for 7 nights £978

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Exterior of a stone building with wooden panels small windows doors and potted plants at The Cow Shed in Holme Yorkshire
27
Holme, Yorkshire, Peak District, HD9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

An elegant one bed ground-floor barn conversion in the rural village of Holme. 2.5 miles southwest of Holmfirth, 9.7 from Tintwistle. On the fringes of the Peak District National Park. Manchester (22 miles) Sheffield (24 miles) and Leeds (26 miles). (Ref. 1013322)

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


for 7 nights £458

Last booked yesterday
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The exterior of a stone building with wooden doors and small windows and plants in pots outside at The Hayloft in Holme Yorkshire
25
Holme, Yorkshire, Peak District, HD9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A first-floor barn conversion situated in Holme village. Within the Peak District National Park and 2.5 miles from Holmfirth. Underfloor heating. Open-plan living room. Views of national park. Manchester 22 miles, Sheffield 24 miles, Leeds 26 miles. (Ref. 1013614)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £416

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A stone house with blue doors and a patio with outdoor chairs a hot tub and flowers at Overlea Cottage in Hayfield
33
Hayfield, Derbyshire, SK22
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Overlea Cottage is a charming barn conversion resting in New Mills near Hayfield, Derbyshire, boasting a hot tub, woodburning stove, and open-plan living. 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


for 7 nights £651

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The exterior of a cream-colored house with a blue door two windows a metal bench and several potted plants at Little Bargate in Castleton
36
Castleton, Peak District, S33
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This delightful stone annexe is situated in Castleton, Derbyshire. WiFi. Woodburner. Pet-friendly. Guisborough 9 miles; Pickering 19 miles. (Ref. 993369)

  • Wi-fi
  • Off-road parking
  • Baby-friendly


for 7 nights £387

Last booked yesterday
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A stone house exterior with a wooden door two windows a patio with wicker chairs and table and a hot tub at Overlea Barn in Hayfield
31
Hayfield, Derbyshire, SK22
  • 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


for 7 nights £593

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A stone house with a patio area containing a hot tub and picnic table at Carr House Farm in Glossop
49
Glossop, Derbyshire, SK13
  • Sleeps12
  • Bedrooms5
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A characterful cottage on the outskirts of the Peak District National Park. Contemporary accommodation. Multiple social areas. Hot tub. Countryside setting. Manchester 15.1 miles; Castleton 16.1 miles. (Ref. 959956)

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


for 7 nights £1242

Last booked 2 days ago
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A stone building with gray doors and windows a wooden bench and planters outside at The Barn in Holme Yorkshire
43
Holme, Yorkshire, Peak District, HD9
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A brilliant barn conversion nestled in Holme near Holmbridge. Open-plan. WiFi. Pet-friendly. Child-friendly. Off-road parking. Enclosed patio. Decking. Burnlee 1.8 miles; Holmfirth 2.8 miles; Huddersfield 8.1 miles. (Ref. 1077540)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine


for 7 nights £570

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A stone house with multiple windows garage and a hedge behind a stone wall at Willow Brook in Glossop
27
Glossop, Derbyshire, SK13
  • 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

  • £342 off - Fri 29th Aug to 5th Sep 2025


for 7 nights £1774

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An outdoor patio area with a round glass table and two chairs outside a stone and wood house with large sliding glass doors at Overlea Coach House in Hayfield
24
Hayfield, Derbyshire, SK22
  • 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


for 7 nights £729

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A house with a driveway and garden at Wells Cottage in Holmfirth
50
Holmfirth, West Yorkshire, HD9
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Wells Cottage is a delightful cottage resting in a countryside setting near Holmfirth, West Yorkshire. Near National Park. Pet-friendly. Huddersfield 7.8 miles; Peak District National Park 8.2 miles. (Ref. 1130334)

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


for 7 nights £572

Last booked 2 days ago
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A paved garden path with plants and trees next to a house with wooden doors and windows at Brinks View Cottage in Hope near Castleton
22
Hope near Castleton, Peak District, S33
  • 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


for 7 nights £407

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A wooden house with a fenced yard in a rural area with hills and trees at Brookside in Hayfield
23
Hayfield, Peak District, SK22
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A charming single-storey cottage resting in Hayfield, Derbyshire. Woodburning stove. Remote. Beautiful views. Ground-floor living. Chapel-en-le-Frith 3.7 miles; Glossop 6.3 miles; Buxton 9.4 miles. (Ref. 1107700)

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


for 7 nights £511

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Map View

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.