Holiday Cottages near Sheffield

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Your Sheffield, Sheffield search returned 69 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A gorgeous converted workshop set in the village of Bolsterstone near Stocksbridge, Peak District. Stylish interiors. Pet-friendly. Countyside views. Penistone 6.4 miles; Sheffield 10 miles; Rotherham 12.7 miles. (Ref. 1066253)

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


for 7 nights £537

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Rock Mill Holiday Apartments is a stunning, third-floor apartment resting in Stoney Middleton, near Calver, Derbyshire. In Peak District National Park. Off-road parking. EV Charging. Calver 1 mile; Bakewell 5.7 miles; Sheffield 12.9 miles. (Ref. 1130694)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • 10% off - Sun 15th Mar to 30th Mar 2026


for 7 nights £490

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming Stocksbridge cottage on the edge of the Peak District National Park. Romantic retreat, king-size bed with en-suite. Holmfirth 12 miles. (Ref. 3839)

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


for 7 nights £352

Last booked 2 hours ago
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  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Highview Stables is a pet-friendly cottage resting in the bustling market town of Chesterfield in Derbyshire with a woodburning stove and lovely views. Chatsworth 6.2 miles; Bakewell 8.9 miles; Matlock 9.9 miles. (Ref. 1169996)

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


for 7 nights £528

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A charming detached stone-built cottage, set in lovely countryside. Two miles from the town of Stocksbridge in Yorkshire. Hot tub. WiFi. Pet-friendly. Good touring base for the Peak District. (Ref. 952074)

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


for 7 nights £936

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Lovely, detached house in the centre of Barrow Hill. Three bedrooms, WiFi and pet-friendly. Chesterfield 5.5 miles. (Ref. 933885)

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


for 7 nights £407

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Outstanding barn conversion on the outskirts of the small village of Midhopestones. Sleeps eight, four bedrooms. Exposed beams and stonework. Wonderful countryside views. Large garden. Holmfirth 10 miles. (Ref. 6188)

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


for 7 nights £786

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A lovely tastefully styled stone-built cottage, conveniently located in the pretty village of Stoney Middleton. Lovely views and secure bike storage. Bakewell 5.5 miles. (Ref. 940662)

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


for 7 nights £373

Last booked 2 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Smithy Cottage, a well-appointed, two-bedroom cottage rests in Barlow near Chesterfield, Derbyshire. Near National Park. Contemporary. Close to amenities. Private driveway. Chatsworth 9.1 miles; Bakewell 10.6 miles; Matlock 12.8 miles. (Ref. 1132596)

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


for 7 nights £422

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

The Botanical Flat 1, a charming, three-bedroom apartment in Sheffield, South Yorkshire. Pet-friendly. Close to amenities. Near Botanical Gardens & Peak District National Park. Sheffield 2.1 miles; Matlock 21.4 miles; Leeds 37.1 miles. (Ref. 1148552)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £526

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Tourist Board rating

Win Hill View is a pleasant property situated close to a railway station in Bamford, Peak District with enclosed garden. Hathersage 1.9 miles; Castleton 4.6 miles; Sheffield 13.2 miles; Buxton 14.5 miles. (Ref. 1168054)

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


for 7 nights £425

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A superb two-bedroom bungalow resting on the outskirts of Dronfield, near Chesterfield, Derbyshire. Family-friendly. Large partially enclosed garden. Dog friendly. Peak District. Bakewell 12.8 miles; Matlock 13.2 miles. (Ref. 1084691)

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


for 7 nights £593

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

This characterful terraced property resides in Chesterfield, Derbyshire. Enclosed garden. Conservatory. Smart TV. Near a National Park. Matlock 10.6 miles; Chatsworth 10 miles; Bakewell 14.1 miles. (Ref. 1122937)

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


for 7 nights £648

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A fresh barn conversion on the outskirts of Hathersage in the Peak District National Park. Arrow loop windows. Views of Hope Valley. En-suite shower room. Castleton 5 miles. (Ref. 952359)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Fri 19th Jun to 26th Jun 2026


for 7 nights £869

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A stylish converted cottage set on The Old Sawmill within the village of Bolsterstone, Peak District. Outstanding views. Near National Park. Family-friendly. Penistone 6.4 miles; Sheffield 10 miles; Rotherham 12.7 miles. (Ref. 1066252)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Baby-friendly


for 7 nights £541

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Whim Cottage, a traditional dwelling set in the village of Hathersage, Derbyshire. Woodburning stove. Good transport links. Enclosed garden. Pet-friendly. Curbar 6.3 miles; Castleton 6.5 miles. (Ref. 1135670)

  • Wi-fi
  • Off-road parking


for 7 nights £420

  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.5

    Outstanding

  • Sykes rating

Spacious end-terrace cottage near village of Barlow. Set over three floors with woodburner and play room. Ideal base for a relaxing break. Barlow 1 mile. (Ref. 12587)

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


for 7 nights £360

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A lovely, semi-detached, Hope Valley cottage, hidden away in the hamlet of Shatton. Spacious and comfortable accommodation. Pretty lawned garden. Walks from door. Hathersage 2 miles. Castleton 4 miles. (Ref. 24474)

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


for 7 nights £503

Last booked yesterday
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  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

2 Rock Mill Holiday Apartments is a contemporary ground-floor apartment in the heart of the Peak District National Park, in Stoney Middleton, Derbyshire. Eyam 0.8 miles; Baslow 2.8 miles; Bakewell 5.9 miles. (Ref. 1165721)

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


for 7 nights £453

Last booked 2 days ago
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A wonderfully spacious detached property accompanied by a delightful shepherd's hut next door, nestled on the edge of Bolsterstone village near the Peak District. Hot tub; sauna. Pizza oven; BBQ. Modern design. Shop and pub 10 mins walk. (Ref. 982384)

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


for 7 nights £980