Winster Cottages

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Your Winster, Derbyshire search returned 137 cottages.

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The Birdy Perch

Darley Dale, Peak District & Derbyshire Dales
  • Sleeps2
  • Bedrooms1
  • PetsNo
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A striking ground-floor lodge set on private grounds on the outskirts of Darley Dale, Peak District. Fantastic countryside views. Ideal for couples. Near national park. Matlock 3.8 miles; Bakewell 5.2 miles; Ashbourne 15.2 miles. (Ref. 1065029)

7 nights from £266

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Croft Cottage

Elton near Winster, Peak District & Derbyshire Dales
  • Sleeps6
  • Bedrooms3
  • PetsYes
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A beautiful semi-detached cottage resting in the village of Elton, near Winster, in the Peak District National Park. Enclosed garden. Off-road parking. Woodburning stove. Matlock 6.3 miles; Bakewell 6.7 miles. (Ref. 1039937)

7 nights from £470

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Last booked 2 days ago
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North Street Cottage

Cromford, Peak District & Derbyshire Dales
  • Sleeps5
  • Bedrooms3
  • PetsNo
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A stunning Grade II listed property resting in the village of Cromford, Derbyshire. Short walk to amenities. WiFi. Matlock 2.9 miles; Bakewell 12.6 miles; Buxton 21.1 miles. (Ref. 1050145)

7 nights from £399

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Last booked 2 days ago
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95 The Hill

Cromford, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsNo
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A characterful mid-terrace cottage resting in Cromford. Smart TVs. WiFi. Woodburning stove. Close to amenities. Matlock 2.7 miles; Bakewell 11 miles; Buxton 20.9 miles. (Ref. 1055132)

7 nights from £352

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Beehive

Wirksworth, Peak District & Derbyshire Dales
  • Sleeps3
  • Bedrooms2
  • PetsNo
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A traditional three-storey cottage situated in the village of Wirksworth, Derbyshire. Near National Park. Splendid countryside views. Matlock 4.5 miles; Ashbourne 9.4 miles; Bakewell 12.6 miles. (Ref. 1058638)

7 nights from £329

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25 St. Johns Street

Wirksworth, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsYes
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A charming two-bedroom end-terrace cottage set in the centre of Wirksworth in Derbyshire. Woodburning stove. Pet-friendly. Enclosed courtyard garden. Bike storage. Matlock Bath 3.1 miles; Matlock 6 miles; Chesterfield 14.1 miles. (Ref. 1058766)

7 nights from £366

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Railwayman's Cottage

Rowsley near Chatsworth, Peak District & Derbyshire Dales
  • Sleeps5
  • Bedrooms2
  • PetsNo
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A homely terraced cottage situated in the picturesque village of Rowsley, close to Bakewell, Derbyshire. Lovely views. WiFi. Bike storage. Bakewell 4 miles; Chesterfield 9.7 miles. (Ref. 1059893)

7 nights from £583

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Dale View

Wirksworth, Peak District & Derbyshire Dales
  • Sleeps2
  • Bedrooms1
  • PetsNo
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A characterful holiday home resting within the desirable market town of Wirksworth, Derbyshire. On the border of the Peak District National Park. Elevated position. Woodburning stove. Matlock 4.6 miles; Derby 13.9 miles. (Ref. 1052434)

7 nights from £310

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The Snug

Middleton near Wirksworth, Peak District & Derbyshire Dales
  • Sleeps2
  • Bedrooms1
  • PetsYes
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A pretty white-washed cottage set in the village of Middleton, within the Peak District. Romantic dwelling. Woodburning stove. Pet-friendly. Matlock 4.4 miles; Ashbourne 9.9 miles; Bakewell 11.2 miles. (Ref. 1040665)

7 nights from £332

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Hallbrook Cottage

Darley Bridge near Darley Dale, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsYes
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A characterful terrace cottage set in the idyllic village of Darley Bridge, on the edge of the Peak District National Park. Countryside retreat. Original features. Pet-friendly. Matlock 2.9 miles; Bakewell 6.1 miles; Buxton 18.4 miles. (Ref. 1058614)

7 nights from £370

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The Mill Managers House

Cromford, Peak District & Derbyshire Dales
  • Sleeps14
  • Bedrooms7
  • PetsNo
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A Grade I listed property in a tranquil and historic Derbyshire setting in the village of Cromford. Near Peak District National Park. Off-road parking. Large garden. Matlock Bath 1.2 miles; Matlock 2.3 miles; Bakewell 10.8 miles. (Ref. 1050404)

7 nights from £1462

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The Dell

Winster, Peak District & Derbyshire Dales
  • Sleeps2
  • Bedrooms1
  • PetsNo
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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)

7 nights from £330

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Ivet Lowe

Hopton near Wirksworth, Peak District & Derbyshire Dales
  • Sleeps6
  • Bedrooms3
  • PetsNo
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A classic semi-detached cottage resting in the quiet village of Hopton, close to Wirksworth, Derbyshire. Stone cottage. Multi-fuel burner. Carsington 0.3 miles; Wirksworth 2 miles; Brassington 3.9 miles. (Ref. 1012202)

7 nights from £443

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Walton Cottage

Winster, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsNo
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Delightful, detached, stone cottage, set in an elevated position in the Derbyshire village of Winster. Beautiful views from the cottage garden. Full of character with open stonework and beams. Woodburning stove. Matlock 5 miles. (Ref. 915950)

7 nights from £398

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Arlington House

Matlock, Peak District & Derbyshire Dales
  • Sleeps16
  • Bedrooms8
  • PetsNo
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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)

7 nights from £1393

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Wren Cottage

Bolehill near Wirksworth, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsNo
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A charming hidden gem in the form of a semi-detached cottage in Bolehill, Derbyshire. Front terrace with beautiful views. Designated parking space. Open-plan. Carsington 3.2 miles; Matlock 4 miles. (Ref. 1052334)

7 nights from £343

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Poacher's Rest

Rowsley near Bakewell, Peak District & Derbyshire Dales
  • Sleeps2
  • Bedrooms1
  • PetsYes
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Lovely one bedroom modern cottage with fantastic walks from the doorstep, on the edge of Rowsley village. Great views located between Bakewell and Matlock. Ideal romantic retreat. Bakewell 3 miles. (Ref. 941567)

7 nights from £311

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Aunt Jane's

Winster, Peak District & Derbyshire Dales
  • Sleeps3
  • Bedrooms2
  • PetsNo
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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)

7 nights from £298

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Holly Cottage

Winster, Peak District & Derbyshire Dales
  • Sleeps6
  • Bedrooms3
  • PetsYes
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Lovely chocolate box cottage in centre of beautiful conservation village of Winster. Suitable for a family. Off road parking. Bakewell 6 miles. (Ref. 926728)

7 nights from £496

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Dragon Hill Barn

Brassington near Carsington Water, Peak District & Derbyshire Dales
  • Sleeps4
  • Bedrooms2
  • PetsNo
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Outstanding detached barn conversion in village of Brassington. Ideal romantic retreat. Woodburner. Close to pub. Matlock 9 miles. (Ref. 2484)

7 nights from £380

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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-cum-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 our Winster cottages, some of our very best cottages in the Peak District.