24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Winton Holiday Cottages

REFINE SEARCH

Your Winton, Cumbria search returned 89 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Lovely stone-built, semi-detached farmhouse conversion on hillside. Picturesque area. WiFi. Original features, open fire and spacious garden with small beck. Ravenstonedale 4.5 miles. (Ref. 10542)

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

7 nights from $484

  • 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 $371

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Charming former Blacksmith's workshop located in the Lake District village of Ravenstonedale. Woodburning stone. Ideal for exploring the Dales, Lakes and North Pennines AONB. Pub less than a mile. (Ref. 993636)

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

7 nights from $525

  • Sleeps7
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

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

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 $562

Last booked 2 days ago
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3

    Good

  • Sykes rating

A pretty, three-bedroom home resting in Appleby-in-Westmorland, Cumbria. Hot tub. Close to amenities. Penrith 14 miles; Barnard Castle 26 miles; Carlisle 32.6 miles. (Ref. 1102399)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher

7 nights from $797

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A cosy upside down stone-built cottage in Lunds, close to route of Settle-Carlisle steam railway. Superb views and walking from the doorstep. Hawes 6 miles. (Ref. 811)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Sky TV

7 nights from $442

Last booked yesterday
See more details
  • 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 $1547

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A lovely, reverse-level holiday home residing in Keisley near Appleby-In-Westmorland, Cumbria. Countryside views. In an AONB. Smart TV. Penrith 16.3 miles. (Ref. 1125359)

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

7 nights from $636

  • 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 $888

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

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

Delightful semi-detached stone character cottage located in the hamlet of Keisley near Dufton. Hot tub, pet-friendly, open plan with beams and woodburner. Good walking from the door. Appleby-in-Westermorland 5 miles. (Ref. 945053)

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

7 nights from $585

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Oak Cottage is a homely, reverse-level cottage in Appleby-in-Westmorland, Cumbria. Enclosed garden. Near Lake District National Park. Pet-friendly. Askham 13.2 miles; Penrith 13.9 miles; Glenridding 25.6 miles. (Ref. 1143735)

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

7 nights from $431

Last booked 2 days ago
See more details
  • Sleeps5
  • Bedrooms3
  • PetsYes

    3.2

  • Sykes rating

This charming, three-bedroom holiday home rests in Newbiggin-on-Lune near Kirkby Stephen, Cumbria. In a National Park. Pet-friendly. Enclosed garden. Private parking. Appleby-in-Westmorland 11.8 miles; Kendal 17.9 miles; Reeth 26.8 miles. (Ref. 1128522)

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

7 nights from $481

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.2

    Good

  • Sykes rating

A detached farmhouse set on a high fell overlooking the Eden Valley, within reach of Hawes. Character features, open fire, pet-friendly. A lovely holiday cottage in a rural location. Hawes 10 miles. (Ref. 916483)

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

7 nights from $695

  • 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 $634

  • Sleeps19
  • Bedrooms10
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Waterfall Retreat is a stunning, ten-bedroom home resting in Tebay near Orton, Cumbria. Near National Park. Waterfall views. Gym. Pet-friendly. Rural. Kirkby Stephen 10.6 miles; Kendal 14.3 miles; Penrith 18.9 miles; Keswick 35.5 miles. (Ref. 1142474)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

7 nights from $4733

Last booked 2 days ago
See more details
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    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 $1229

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Cosy cottage in Cumbria, on working farm under Howgill Fell. Play area, open plan living, chance to be 'farmer for a day'. In Newbiggin-on-Lune, Kirkby Stephen 6 miles. (Ref. 17244)

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

7 nights from $372

  • 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 $759

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

A well-presented, single-storey conversion set in within a shared courtyard in Flakebridge near Appleby-In-Westmorland, Cumbria. Pet-friendly. Romantic dwelling. Underfloor heating. Penrith 15.2 miles. (Ref. 1133512)

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

7 nights from $567

Last booked 2 days ago
See more details
  • 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 $719