Holiday Cottages near Sheffield

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Your Sheffield, Sheffield search returned 62 cottages

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  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A stylish, detached holiday home resting in Chesterfield, Derbyshire. Enclosed garden. Close to amenities. Family-friendly. Matlock 10 miles; Chatsworth 10 miles; Bakewell 13 miles. (Ref. 1087361)

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


for 7 nights £689

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    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 £537

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A charming retreat based on the outskirts of Oughtibridge. Pet-friendly. Open-plan living. Hot tub. Sheffield 6.3 miles; Rotherham 9.5 miles. (Ref. 993255)

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


for 7 nights £1027

  • Sleeps3
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Lydgate Cottage is an original cottage sitting in the heart of Eyam, Derbyshire. Hot tub. Pet-friendly. Woodburning stove. Near amenities. In National Park. Tideswell 5.2 miles; Bakewell 6.8 miles. (Ref. 1066992)

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


for 7 nights £852

Last booked yesterday
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  • 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 £793

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Mid-terrace cottage based in the market town of Dronfield in Derbyshire. Woodburning stove. Enclosed garden. Sheffield 7.2 miles. (Ref. 1035228)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £476

  • 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

  • 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 £515

  • 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 £992

  • Sleeps9
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A detached farmhouse located in the village of Hathersage in Hope Valley. Woodburners. Pet-friendly. Four bedrooms. Castleton 5 miles. Curbar 5 miles. (Ref. 952361)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • £120 off - Mon 29th Dec 2025 to 5th Jan 2026

  • 10% off - Fri 9th Jan to 16th Jan 2026

  • 5% off - Fri 23rd Jan to 30th Jan 2026

  • 5% off - Fri 30th Jan to 6th Feb 2026


for 7 nights £1186

  • Sleeps15
  • Bedrooms5
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Wonderful Grade ll listed former coaching inn on edge of Peak National Park, close to village of Holmesfield. First class accommodation, outstanding views. Games room, hot tub. Bakewell 10 miles. (Ref. 2564)

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


for 7 nights £1991

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

A stunning cottage hidden in Oughtibridge, Sheffield. Open-plan. Hot tub. Off-road parking. Beautiful views. Sheffield 6.2 miles; Rotherham 10.2 miles; Castleton 16 miles. (Ref. 1106982)

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


for 7 nights £819

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

46 Rock Mill is a stylish, third-floor apartment located in the stunning Hope Valley, in Derbyshire. Amenities on-site. In Peak District National Park. Tideswell 5.1 miles; Bakewell 6 miles. (Ref. 1148333)

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


for 7 nights £371

  • 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 £324

  • 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
  • 10% off - Fri 5th Dec to 12th Dec 2025

  • 10% off - Fri 12th Dec to 19th Dec 2025

  • 15% off - Mon 29th Dec 2025 to 5th Jan 2026

  • 10% off - Fri 9th Jan to 16th Jan 2026

  • 5% off - Fri 16th Jan to 23rd Jan 2026

  • 5% off - Fri 23rd Jan to 31st Jan 2026


for 7 nights £921

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Tourist Board rating

6 Fiddlers Close is a pleasant, pet-friendly cottage situated close to a railway station in Bamford, Peak District, with open fire and 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 £419

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    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 £598

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

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A contemporary, converted annexe next to the owner's farm on the outskirts of Hathersage, Derbyshire. Open-plan. Family-friendly. Electric fire. Rural location. Off-road parking. Castleton 6.9 miles; Curbar 6.7 miles. (Ref. 1089685)

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


for 7 nights £371

  • Sleeps10
  • Bedrooms4
  • PetsYes
  • Sykes rating

Bentfield House is a fantastic pet-friendly house in Whiston, South Yorkshire, boasting two woodburning stoves, a private balcony and an EV charging point. Rotherham 2.9 miles; Sheffield 8.7 miles; Chesterfield 18.1 miles. (Ref. 1176168)

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


for 7 nights £1120