Holiday Cottages near Sheffield

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Your Sheffield, Sheffield search returned 71 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

    4.8★

    Outstanding

  • Sykes rating

A charming semi-detached cottage resting in the village of Bolsterstone on the fringes of the Peak District National Park. Pet friendly. Patio garden. Electric fire. Peaceful location. Close to reservoir. Sheffield 8.8 miles; Holmfirth 15 miles. (Ref. 1066255)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Wed 6th Jan to 29th Jan 2027


for 7 nights From £469

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

Pine Cottage, a charming pet-friendly cottage near Hathersage, Derbyshire, within Peak District National Park, features an enclosed garden and rural views. Curbar 5.3 miles; Castleton 6 miles. (Ref. 1198284)

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


for 7 nights From £580

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Baby-friendly
  • 10% off - Wed 6th Jan to 29th Jan 2027


for 7 nights From £491

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

The Reading Room, a stunning reverse-level house in Grindleford, Derbyshire, set within Peak District National Park, offers a fire pit and allows pets. Hathersage 2.6 miles; Castleton 8.3 miles; Sheffield 11.2 miles. (Ref. 1196410)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights From £652

Last booked yesterday
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  • Sleeps9
  • Bedrooms4
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • £884 off - Tue 29th Dec 2026 to 5th Jan 2027

  • 20% off - Tue 29th Dec 2026 to 5th Jan 2027


for 7 nights From £1225

Last booked yesterday
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  • Sleeps5
  • Bedrooms2
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Baytree House is a well‑presented end‑terrace holiday home situated in Sheffield, South Yorkshire, featuring open‑plan living, enclosed patio and off‑road parking. Chesterfield 10.7 miles; Doncaster 27.3 miles. (Ref. 1203117)

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


for 7 nights From £509

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.8★

    Outstanding

  • Sykes rating

A lovely, semi-detached stone cottage set on the outskirts of the village of Wortley. Rural surroundings. Pet-friendly. Sheffield 10.5 miles. (Ref. 1010259)

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


for 7 nights From £388

  • Sleeps4
  • Bedrooms1
  • Pet FriendlyYes

    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)

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


for 7 nights From £528

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    4.6★

    Outstanding

  • Sykes 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 From £400

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

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


for 7 nights From £422

Last booked 6 hours ago
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  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    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)

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


for 7 nights From £904

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher


for 7 nights From £850

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6★

    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)

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


for 7 nights From £815

  • Sleeps5
  • Bedrooms4
  • Pet FriendlyYes

    5.0★

    Perfect

  • Sykes rating

Havendale is a stunning single-storey holiday home in Chesterfield, Derbyshire, boasting accessible features, a woodburning stove, and an enclosed garden. Matlock 9.5 miles; Chatsworth 10.7 miles; Bakewell 13 miles. (Ref. 1167060)

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


for 7 nights From £1323

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    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)

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


for 7 nights From £980

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

    4.7★

    Outstanding

  • Sykes rating

Laneside Barn featuring a Freestanding Bath, is a romantic barn conversion nestled in the heart of the pretty Peak District National Park in Calver, a quaint village in Derbyshire. Baslow 1.6 miles; Eyam 2.1 miles; Bakewell 4.7 miles. (Ref. 1207012)

  • Wi-fi


for 7 nights From £377

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • 5% off - Fri 18th Dec 2026 to 4th Jan 2027


for 7 nights From £495