Vacation Rentals & Cottages in Winster

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1,288 Houses

“Excellent cottage accommodation for 2” Barn Cottage was very clean & comfortable with everything provided that would be needed for a relaxing holiday.It is in an excellent location for exploring on foot or driving to attractions in Derbyshire.

Price per night from

$144

Price per night from

$143

Price per night from

$146

“romantic getaway” An excellent location in the central peak district. The weather was wonderful too, which helped as we could maximise our outdoor time.

Price per night from

$108

Price per night from

$166

Price per night from

$221

Price per night from

$298

Price per night from

$143

Richfield, Winster

Winster house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$291

WINSTER HALL, Dog friendly, Grade II listed, four posters, open fire, in

Winster house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Price per night from

$816

FARRIERS COTTAGE, exposed beams, in Winster

Winster cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Price per night from

$194

The Croft Winster

Winster cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 3 hours 32 minutes

Price per night from

$196

Old Cottage, Winster

Winster cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$195

Tor Barn, Winster, Derbyshire.

Winster cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$147

Ivy Cottage, Winster

Winster cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$181

The Mouse House, Winster

Winster cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$161

Hill Cottage, Winster

Winster cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$170

Self-Catering Holiday Cottage in the Derbyshire Dales, Peak District

Winster house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Price per night from

$109

Croft Cottage, Winster

Winster cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$226

Bradley House, Winster

Winster cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$188

Rock Cottage, Winster

Winster cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Price per night from

$151

East Bank Cottage, Winster

Winster cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$146

Hayloft, Winster

Winster cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$130

Great rentals within 20 miles that match your search

WINNOW STABLES - luxury barn - Dovedale - Peak District - sleeps 4

Ilam barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$723

Waters Reach Holiday Cottage. Lovely period country cottage near the canal.

Buxworth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$196

Pillarbox Cottage is a 16th Century Barn conversion.

Matlock barn

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$109

Compton House - King Ensuite

Ashbourne b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$123

Price per night from

$434

Standlow Lodge Pine Lodge in rural location

Over Haddon lodge

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 59 minutes

Price per night from

$100

Brookside Retreat - Sleeps 2, Dog Friendly

Darley Dale cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 27 minutes

Price per night from

$203

Cavendish Cottage Ashover Derbyshire

Ashover cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$255

Bank House - Alton Bnb, THE TWO TONE ROOM

Alton b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$116

TWO OWLS LODGE - Sleeps 3

Darley Dale cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

Responds fast! avg. 3 hours 27 minutes

Price per night from

$232

BOUTIQUE STYLE COUNTRY COTTAGE

Baslow cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$216

Pig of Lead B&B King-Superior-Ensuite-Double Room

Matlock b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$116

Grade 2 listed mill cottage

Belper house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$145

William Street North

Chesterfield house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 13

Price per night from

$180

20 Holland Road

Chesterfield house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

Price per night from

$180

Viewing 38 of 1,288
rentals in Winster

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Top Destination reviews

BARN CROFT COTTAGE, pet friendly, character holiday cottage, with a garden in
Excellent value retreat, close to great walks and cycle routes,

Great place for a couple in a very quiet village. secluded garden area, good walks from the door. great cycle tracks within a couple of miles. So much to see and do within 30 mins travel. Lovely owners and very welcome bread, cake and goodies to help you settle in. Highly recommended … see more
COBBLED CORNER, romantic, character holiday cottage, with a garden in Elton
Very classy Bolthole

This little cottage - double bedroom, kitchen and bathroom - has been beautifully renovated and is in the middle of the hamlet of Elton. If you go as a couple, you will need to be on very good terms as it is very small! Great location for walks. Cannot fault. … see more
DAISY COTTAGE family-friendly, woodburning stove, village centre in Winster Ref
Ideal for kids

The place is great and has lots for kids to do. Location is perfect for visiting many places. Big problem is there is no parking. The one in front of the property is for a car size of a Mini. Accomodation is really for 5 to stay comfortably. I don't agree that 7 can stay comfortably. … see more

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