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Winton Holiday Cottages

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Your Winton, Cumbria search returned 86 cottages

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  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Massive four-bedroom en-suite property overlooking the Cumbrian countryside. Spacious rooms throughout, massive living spaces. Short drive to Kirkby Stephen. Perfect base for national parks exploration. Sedbergh 13 miles (Ref. 951600)

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

7 nights from £884

  • Sleeps13
  • Bedrooms6
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A remarkable stone-built holiday home with annexe resting in the peaceful hamlet of Brackenber, Cumbria. En-suites. Ground-floor living. Countryside views. Appleby-In-Westmorland 2.9 mile; Penrith 16.5 miles; Pooley Bridge 19.2 miles. (Ref. 926047)

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

7 nights from £1282

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Wonderful barn conversion, full of character, situated near the village of Bowes, in County Durham. Character features. WiFi. Enclosed garden with BBQ. Woodburner. Countryside. (Ref. 939697)

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

7 nights from £564

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A lovely two-bedroom holiday home resting in Kirkby Stephen, Cumbria. Private garden. Pet-free. Smart TV. Off-road parking. Near a National Park. Appleby-in-Westmorland 10.3 miles; Sedbergh 14.5 miles; Barnard Castle 21.9 miles (Ref. 1074852)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £449

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

This wonderfully-decorated single-storey dwelling resides in Flakebridge near Appleby-In-Westmoreland, Cumbria. Ground-floor living. Near an AONB. Off-road parking. Smart TV. Penrith 15.2 miles. (Ref. 1133507)

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

7 nights from £474

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming, eco-friendly barn conversion set rurally in Soulby near Kirkby Stephen, Cumbria. Near National Park. Pet-friendly. Countryside views. Appleby-in-Westmorland 8 miles; Sedbergh 15.6 miles; Barnard Castle 23.9 miles. (Ref. 1127915)

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

7 nights from £564

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Superb semi-detached Kirkby Stephen cottage in pretty hamlet, close to Yorkshire Dales and Lake District National Park. Four poster bed. Kirkby Stephen 5 miles. (Ref. 7512)

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

7 nights from £327

Last booked 2 days ago
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  • Sleeps8
  • Bedrooms4
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A superb four-bedroom barn conversion settled in Wharton near Kirkby Stephen, Cumbria. Open-plan. Child-friendly. Hot tub. Sedbergh 12.8 miles; Reeth 25.5 miles; Penrith 29 miles. (Ref. 1073438)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £973

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This stunning reverse-level property resides in Sedbergh, Cumbria. Enclosed garden. Woodburning stove. Smart TV. Hot tub. In a National Park. Kendal 15.1 miles; Hawes 19.6 miles. (Ref. 1093062)

  • Wi-fi
  • Electric vehicle charging
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Games room

7 nights from £1145

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A superb barn conversion resting on a working farm, near Kirkby Stephen. En-suite bathrooms. WiFi. Rural location. Appleby-in-Westmorland 10.8 miles; Barnard Castle 20.1 miles. (Ref. 1052158)

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

7 nights from £456

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A delightful, detached cottage resting in Maulds Meaburn near Shap, Cumbria. Enclosed garden. Ground-floor living. No pets. Smart TV. Woodburning stove. Beautiful views. Pooley Bridge 15.8 miles; Kendal 21 miles. (Ref. 1073127)

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

7 nights from £490

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A quaint, reverse-level cottage resting amongst the countryside beauty of Cumbria, in close reach of the historic town of Appleby-in-Westmorland. Characterful. En-suites. Multi-fuel stove. Smart TV. WiFi. Kirkby Stephen 7.7 miles; Penrith 18.7 miles. (Ref. 1039951)

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

7 nights from £525

  • Sleeps5
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

This semi-detached cottage lies in the small village of Great Asby near Appleby-In-Westmorland. Renovated barn. Underfloor heating. En-suite. Kirkby Stephen 7.7 miles; Penrith 18.7 miles. (Ref. 1044804)

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

7 nights from £570

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

The Hayloft is a charming, stone-fronted cottage perched in Keisley near Appleby-In-Westmorland, Cumbria. Countryside views. In an AONB. Smart TV. Penrith 16.3 miles. (Ref. 1138662)

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

7 nights from £737

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Characterful, detached, stone cottage on owners' sheep and cattle farm near Warcop. Traditionally furnished with beams, woodburning stove. Wonderful views over open countryside. Ideal walking area. Appleby-in-Westmorland 6.5 miles. (Ref. 924360)

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

7 nights from £307

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming three-storey cottage resting in Appleby-in-Westmorland, Cumbria. Close to amenities. Off-road parking. Woodburning stove. Great Ormside 3.5 miles; Penrith 13.9 miles; Keswick 29.8 miles. (Ref. 1098210)

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

7 nights from £464

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A traditional, family-friendly cottage sitting in Kirkby Stephen, Cumbria. Off-road parking. Smart TV. Enclosed garden. Pet-free. Appleby-in-Westmorland 10.3 miles; Sedbergh 14.1 miles; Barnard Castle 21.7 miles; Kendal 23.5 miles. (Ref. 1100866)

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

7 nights from £438

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

This charming, first-floor apartment rests in Kirkby Stephen, Cumbria. Smart TV. Woodburning stove. Near a National Park. Appleby-in-Westmorland 10.5 miles; Sedbergh 14.2 miles; Barnard Castle 21.5 miles (Ref. 1133320)

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

7 nights from £641

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

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Holly Lodge is a charming cottage on the edge of the historic market town of Appleby-in-Westmorland in the Eden Valley. Fully accessible ground floor. Woodburner. WiFi. (Ref. 919062)

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

7 nights from £428

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A spacious, semi-detached cottage set on a hillside, near Appleby-in-Westmorland. Stunning views across to the North Pennines. Appleby-in-Westmorland 4 miles. (Ref. 973074)

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

7 nights from £452

Please find below a selection of self catering holiday cottages to rent in or near Winton.