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Winster Cottages

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Your Winster, Derbyshire search returned 188 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

One of our quality Peak District cottages, this lovely barn conversion is on a farm near Parwich and has fantastic countryside views. Ashbourne 9 miles. (Ref. 3517)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £313

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

A wonderful three-storey holiday home resting in Bakewell, Derbyshire. Dog-friendly. Family-friendly. In a National Park. Woodburning stove. Chatsworth 4.4 miles; Matlock 8.4 miles; Buxton 11.8 miles. (Ref. 1087903)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £525

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming stone-built cottage nestled in Elton, near Winster, Derbyshire. Romantic. Courtyard garden. Woodburning stove. Winster 1.2 miles; Matlock 6.4 miles; Bakewell 6.8 miles. (Ref. 1081190)

  • Wi-fi
  • Dishwasher

7 nights from £448

Last booked 2 hours ago
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

Lovely terraced Peak District cottage in village of Winster. Woodburning stove, enclosed courtyard garden. Matlock 4.5 miles. (Ref. 21953)

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

7 nights from £431

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Romantic character cottage set in peace and tranquillity of the countryside, close to the village of Winster. One cosy double bedroom with en-suite shower room. Large lawned garden. Bakewell 6 miles. (Ref. 938599)

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

7 nights from £361

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

An impressive Georgian holiday cottage sitting within the conservation village of Winster, in the Peak District National Park. Woodburning stove. Original features. Surround-sound throughout. Matlock 5.3 miles; Chesterfield 12.5 miles. (Ref. 1035366)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £691

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A converted church resting within Birchover, near Winster. Pet-friendly. WiFi. Pub within 0.2 miles. Matlock 6.5 miles. (Ref. 1005440)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Baby-friendly

7 nights from £530

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Charming semi-detached cottage on working farm close to Winster. Cosy character accommodation with old cruck beams and lovely countryside views. Bakewell 7.5 miles. (Ref. 2686)

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

7 nights from £325

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Rose Cottage is a charming, stone-built cottage settled into the bustling town of Matlock, Derbyshire. Close to National Park. Near shop, pub, and river. Matlock Bath 1.8 miles; Peak District National Park 5 miles, Bakewell 8.7 miles. (Ref. 958573)

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

7 nights from £711

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A charming period two bedroom end-terrace cottage with lots of character and excellent outdoor space in Matlock. Woodburner. WiFi. A very short walk to shops and pubs. Bakewell 8 miles. (Ref. 933358)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £364

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A delightful stone-built barn conversion resting on the outskirts of Matlock, Derbyshire. Open-plan. Views. Off-road parking. Matlock 2.1 miles; Bakewell 6.8 miles; Ashbourne 15.4 miles. (Ref. 1063970)

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

7 nights from £475

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Cosy, studio cottage in Alport near Youlgreave. Underfloor heating. Hot tub. Fantastic views. Wonderful walking opportunities nearby. Bakewell 3 miles. (Ref. 914085)

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

7 nights from £452

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This characterful cottage is situated in Matlock, Derbyshire. Close to amenities. Woodburning stove. Garden with furniture. Matlock Bath 2 mile; Bakewell 8.1 miles. (Ref. 1049435)

  • Wi-fi
  • Dishwasher

7 nights from £563

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A charming stone cottage (bookable with The Hayloft - 1063737) situated at the superb village of Winster in Derbyshire. Countryside views. Underfloor heating. Woodburning stove. Matlock 5.3 miles; Bakewell 6.4 miles; Chesterfield 12.5 miles. (Ref. 1051655)

  • Wi-fi

7 nights from £495

Last booked 3 days ago
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  • Sleeps16
  • Bedrooms8
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This beautiful Victorian townhouse rests in Matlock, Derbyshire. Set over four floors. En-suite in all bedrooms. Games room. Perfect for family gatherings. Matlock Bath 1.6 miles; Bakewell 8.5 miles; Buxton 20.2 miles. (Ref. 1018117)

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

7 nights from £1646

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Lovely chocolate box cottage in centre of beautiful conservation village of Winster. Suitable for a family. Off road parking. Bakewell 6 miles. (Ref. 926728)

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

7 nights from £621

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A terraced cottage located in the village of Birchover in the Peak District. Wood burner. Paved garden with furniture. Quiet location. Winster 1.3 miles; Bakewell 5.4 miles; Matlock 5.5 miles. (Ref. 953759)

  • Wi-fi
  • Washing machine

7 nights from £412

Last booked 5 hours ago
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Semi-detached barn conversion situated on owner's farm near village of Winster. Old beams, spacious patio area and countryside views. Matlock 6 miles. (Ref. 2210)

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

7 nights from £461

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A delightful detached cottage resting in the heart of Youlgreave in the Peak District National Park. Woodburning stove. Exposed beams. Off-road parking. Rural. Bakewell 5 miles. (Ref. 1100132)

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

7 nights from £668

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A delightful cottage by the village of Hartington, Derbyshire. Charming interior. Ideal for couples. Bakewell 10 miles; Buxton 10 miles. (Ref. 996810)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Wed 1st May to 31st May 2024

7 nights from £293

Last booked yesterday
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Just Show Me Winster Cottages

Please find below a selection of personally inspected, self catering holiday cottages within 5 miles of Winster, Derbyshire. If you are looking for holiday cottages in Winster, Cumbria, please click here.

Enjoy the warmest hospitality with a break in a Winster cottage, located in an attractive conservation village at the heart of the National Park. It's a popular place with walkers - simply arm yourself with an OS Map and pair of sturdy boots, then plan a leisurely hour's ramble or a day-long trek.

Get to know Winster with a stroll along the main street, lined with impressive stone buildings (over 70 are listed in the village) and small, quirky cottages. Look out for Winster Hall with its distinctive Italian-style columns, the beautiful Dower House and the old Market Hall - the National Trust's first Derbyshire find and built with bricks rather than stone.

You'll find a couple of welcoming pubs serving traditional food, a handful of gift shops and a village shop/Post Office, run by the local community and offering everything you might need for filling your Winster cottage's fridge!

Book a Winster cottage for unique attractions!

Think Pancake Races, Wakes Week featuring exclusive Morris dances, the Winster Millennium Tapestry and the Secret Gardens of Winster - an annual event when villagers open their gardens to visitors and organise Gnome Hunts for the kids!

Local places of interest range from family attractions such as Gulliver's Kingdom and the Heights of Abraham to heritage mills, designer shopping and historic estates like Haddon Hall and Chatsworth. Breathtaking natural wonders include Harboro Rocks for fantastic rock climbing, the lofty limestone crag of High Tor and Robin Hood's Stride, an extraordinary tor of gritstone rocks set high on a ridge.

All kinds of reasons to browse Winster cottages, some of the very best cottages in the Peak District.