Holiday Cottages near Sheffield

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Holiday Cottages near Sheffield

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Your Sheffield, Sheffield search returned 64 cottages

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Map View
A stone wall with plants in front and a metal gate leading to a patio with a table and chairs at Causeway Hideaway in Dore
32
Dore, South Yorkshire, S17
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Causeway Hideaway is a delightful, single-storey annexe resting in Dore, South Yorkshire. Romantic. Close to amenities. Stylish. Near National Park. Sheffield 5.4 miles; Chesterfield 11.7 miles. (Ref. 1133830)

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


for 7 nights £409

Last booked yesterday
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A two-story house with a lawn and a driveway with potted plants at Eboracum in Hathersage
30
Hathersage, Peak District, S32
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Eboracum, a stunning detached house rests in the lovely town of Hathersage, Derbyshire. Enclosed garden with barbecue. Country views. Hathersage 0.5 miles; Castleton 5.6 miles; Curbar 6.2 miles. (Ref. 1146371)

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


for 7 nights £663

Last booked yesterday
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A stone house with a green garden and shrubs under a blue sky at 1 Orchard View in Hathersage
35
Hathersage, Peak District, S32
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This attractive, three-storey, semi-detached cottage rests in the pretty village of Hathersage, Derbyshire. Off-road parking. Woodburning stove. Garden with barbecue. Close to amenities. Castleton 6.1 miles; Curbar 6.3 miles. (Ref. 1087227)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £670

Last booked yesterday
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A stone pathway next to a stone house with potted plants and a metal garden table and chair set at Vale Barn in Dronfield
26
Dronfield, Derbyshire, S18
  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A former carriage house in the market town of Dronfield. Stunning beams, en-suite, very comfortable accommodation.WiFi. Three miles from the Peak District National Park and within walking distance of every amenity. Sheffield 7 miles. (Ref. 931313)

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


for 7 nights £577

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A stone house with brown doors and windows and a garden with grass and a small tree near The Smithy in Grindleford near Calver
27
Grindleford near Calver, Peak District, S32
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A beautiful two-bedroom cottage resting in Grindleford, Derbyshire. Off-road parking.In the Peak District National Park. En-suite bedrooms. Smart TV. Eyam 3.1 miles; Baslow 3.6 miles; Bakewell 6.8 miles. (Ref. 1079242)

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


for 7 nights £515

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A stone building with multiple windows and doors lit by exterior lights next to a grass lawn at Green Barn in Oughtibridge
45
Oughtibridge, South Yorkshire, S35
  • 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 £1012

Last booked 2 days ago
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A stone building with multiple windows and a dark door labeled Courthouse Cottage in Eckington Derbyshire
44
Eckington, Derbyshire, Derbyshire, S21
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Courthouse Cottage is a characterful, former Magistrates Court with countryside views, near Peak District National Park, in Eckington, Derbyshire. Chesterfield 7.4 miles; Sheffield 8.4 miles; Doncaster 21.2 miles. (Ref. 1140580)

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


for 7 nights £488

Last booked yesterday
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A patio with metal chairs and a table with sunflowers and glasses overlooking a countryside view at The Bungalow@Barlow in Chesterfield
36
Chesterfield, Derbyshire, S18
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    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 £556

Last booked yesterday
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A two story house with a tiled roof glass balcony and stone walls at Glenhurst in Holmesfield
40
Holmesfield, Derbyshire, S18
  • Sleeps10
  • Bedrooms5
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A spacious, detached property resting in Holmesfield, Derbyshire. Dishwasher. Ample off-road parking. Woodburning stove. Chesterfield 6.7 miles; Sheffield 8.4 miles. (Ref. 1103519)

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


for 7 nights £1122

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Stone exterior of Lydgate Cottage with a pale door and windows and black drainpipes in Eyam
30
Eyam, Peak District, S32
  • 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 £807

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Exterior entrance of a house with a white door two small flower pots on the ground and a stone wall at Stone Farm Cottage in Wortley
25
Wortley, South Yorkshire, S35
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9★

    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)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £385

Last booked 9 hours ago
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A stone cottage with two white framed windows and a gravel driveway at Harebell Cottage in Curbar
27
Curbar, Peak District, S32
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Harebell Cottage is a delightful barn conversion resting in Curbar, Derbyshire. In National Park. Woodburning stove. Countryside views. Close to pub. Bakewell 6.1 miles; Sheffield 12.8 miles; Buxton 15.3 miles. (Ref. 1146083)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £525

Last booked yesterday
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A stone exterior wall with green framed windows and a sliding glass door next to a garden bed and outdoor seating area at Temperance Croft Wadshelf near Chesterfield
40
Wadshelf near Chesterfield, Derbyshire, S42
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Temperance Croft is a charming, single-storey holiday cottage resting in the quaint little village of Wadshelf in Derbyshire which is ideal for couples. Chatsworth 5.4 miles; Bakewell 8.3 miles; Matlock 9.1 miles. (Ref. 1155313)

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


for 7 nights £373

Last booked 2 days ago
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An exterior view of a stone and blue corrugated metal wall with a door, wooden bench, and gravel path at Oak Cottage in Bolsterstone Ewden Village
27
Bolsterstone / Ewden Village, South Yorkshire, S36
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A charming semi-detached cottage beside Broomhead Reservoir in Bolsterstone village on the fringes of the Peak District National Park. Peaceful location. Pet friendly. Patio garden. Electric fire. Sheffield 8.8 miles; Holmfirth 15 miles. (Ref. 1066256)

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


for 7 nights £492

Last booked yesterday
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A living room with two beige sofas a small ottoman a wood stove a wall-mounted television and a wooden beam on the ceiling at Smithy Cottage in Barlow near Chesterfield
27
Barlow near Chesterfield, Derbyshire, S18
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    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 £400

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An outdoor patio with wooden table chairs and benches in front of a stone building with teal doors and windows at Chestnut Cottage in Stocksbridge
26
Stocksbridge, South Yorkshire, S36
  • 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 £517

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A front door with a window and flower box at Potter’s Cottage in Fulwood near Sheffield
28
Fulwood near Sheffield, South Yorkshire, S10
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Potters Cottage is a delightful, Victorian dwelling resting in Fulwood on the outskirts of Sheffield, South Yorkshire. Near National Park. Close to amenities. Stylish. Chesterfield 13.4 miles; Doncaster 24.6 miles. (Ref. 1140958)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £425

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An outdoor patio with wooden benches and gravel pathway outside blue doors and stone walls at Holly Cottage Bolsterstone Ewden Village
22
Bolsterstone / Ewden Village, South Yorkshire, S36
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    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)

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


for 7 nights £474

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A stone cottage with slate roof and small windows surrounded by grass and shrubs at Wyndell Cruck Cottage in Midhopestones near Stocksbridge
25
Midhopestones near Stocksbridge, South Yorkshire, S36
  • Sleeps9
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A stunning three-bedroom Grade II listed cottage resting in Midhopestones near Stocksbridge, South Yorkshire. Original features. Fantastic country views. Near a National Park. Woodburning stove. Holmfirth 10.6 miles. (Ref. 1060797)

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


for 7 nights £570

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An outdoor stone patio with wooden picnic table and bench outside a stone house with green doors and windows at Broadwood Farm in Hathersage
43
Hathersage, Peak District, S32
  • 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


for 7 nights £1269

Last booked yesterday
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Map View

Whether you’re visiting for a cultural city break, a walking holiday in the nearby Peak District, or simply a relaxing weekend away, holiday cottages in Sheffield provide a cosy and characterful base to unwind.  

With so much to see and do, holiday cottages in Sheffield let you explore both the energy of the city and the peace of nature, all in one memorable break. 

Why Sheffield Holiday Cottages? 

Sheffield offer the best of both worlds, urban excitement and rural tranquillity, wrapped into one unforgettable escape. On the fringes of the breathtaking Peak District, these cottages in Sheffield provide a warm and welcoming base to explore everything from steel city culture to wild moorland adventures.  

What makes Sheffield truly special is its museums, galleries, and artisan cafés, and being just moments away from woodland trails or enjoying panoramic views from nearby moorlands. Find cultural gems like the Millennium Gallery, home to exhibitions on art, craft, and Sheffield’s steelmaking legacy, or the lush Sheffield Botanical Gardens, ideal for a peaceful stroll among rare and exotic plants.  

If you are into your food, then from your cottage in Sheffield you will love wandering around the indie eateries and craft breweries of Kelham Island, while the city centre offers shopping, theatres, and vibrant street art at every turn. 

Whether you’re here for a weekend of walking, a cultural escape, or simply some well-earned rest, a holiday cottage in Sheffield blends city charm and natural beauty making it a truly special place to visit. 

Places to Visit from Cottages in Sheffield 

Staying in a holiday cottage in Sheffield gives you the perfect launchpad to explore a rich variety of attractions, both urban and rural.  

Beyond the city limits, a whole world of natural beauty awaits. Head to the Peak District National Park, where scenic spots like Stanage Edge, Ladybower Reservoir, and Hathersage offer some of the UK’s finest walking, cycling, and climbing routes. Visit the historic Chatsworth House with its grand gardens and historic art collections or explore hidden gems like Longshaw Estate for a quiet picnic or woodland ramble.  

A holiday cottage in Sheffield makes it effortless to enjoy the diversity of South Yorkshire and the surrounding countryside. 

Other destinations from holiday cottages in Sheffield: 

Bakewell 

Buxton 

Leeds 

Matlock 

Types of Peak District Holidays 

Head on an adventure today with a holiday cottage in Sheffield! 

Looking to bring your dog on your next staycation? Then try booking a dog-friendly cottage in the Peak District or head to the countryside with a stay in a Peak District lodge or log cabin. If you are looking at bringing the whole family along, try one of these large Peak District cottages.  

For something extra special, book one of these Peak District cottages with hot tubs, or one of these luxury Peak District cottages and Peak District glamping pods. If you want to head away for a shorter period, see short breaks in the Peak District. 

If you still haven’t found what you’re looking for, browse the full collection of UK city breaks and South Yorkshire holiday cottages.