Winston Holiday Cottages

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Your Winston, Durham search returned 115 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Sykes Rating

A contemporary three-bedroom holiday home resting in Barnard Castle, Durham. Near Yorkshire Dales National Park. Stylish. Pet-friendly. Close to amenities. Staindrop 5.5 miles; Richmond 15.5 miles; Darlington 15.5 miles; Durham 24.2 miles. (Ref. 1107098)

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

7 nights from $742

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Sykes Rating

This delightful Grade II listed end-terrace cottage rests in Staindrop, Durham. Close to amenities. Pet-friendly. Courtyard with furniture. WiFi. Barnard Castle 5.6 miles; Durham 18.9 miles. (Ref. 1067929)

  • Wi-fi
  • Washing machine

7 nights from $421

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Sykes Rating

This newly listed property is a historic, end terrace cottage resting in Richmond, Swaledale. Near a river. Off-road parking. Woodburning stove. Pet-friendly. Leyburn 10.3 miles; Barnard Castle 15.6 miles. (Ref. 1096626)

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

7 nights from $784

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Sykes Rating

The Dairy, a lovely holiday cottage resting in the peaceful village of Ramshaw, Durham. Underfloor heating. Pet-friendly. Woodburning stove. En-suite. Darlington 14.1 miles; Durham 15.5 miles (Ref. 1151044)

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

7 nights from $663

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

A beautifully converted barn 4 miles from the North Yorkshire town of Richmond. Open-plan. Exposed beams. En-suites. Countryside views. Richmond 3 miles. Barnard Castle 11 miles. (Ref. 935175)

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

7 nights from $852

Last booked 2 days ago
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  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.8

    Sykes Rating

Superb barn conversion in Gilling West. WiFi, en-suite, woodburner, garden. Spacous welcoming accommodation with beams, finished to a high standard. Pub 15 mins walk. (Ref. 934810)

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

7 nights from $713

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

Superb two bedroom cottage with a multi-fuel stove and panoramic countryside views. Bike storage, patio with furniture and BBQ. Barnard Castle 2 miles. (Ref. 21862)

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

7 nights from $431

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

A spectacular three-bedroom holiday home settled in the quaint village of Staindrop in County Durham. Patio garden. En-suite. Washer/dryer. Barnard Castle 5.5 miles; Durham 19 miles. (Ref. 1082990)

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

7 nights from $830

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A luxury cottage in the village of Butterknowle. Modern bathroom. Open plan. Multi-fuel stove. WiFi. Close to Hamsterley Forest and surrounding area. Barnard Castle 10 miles. (Ref. 920251)

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

7 nights from $447

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

This elegantly furnished all ground floor cottage provides cosy accommodation in a lovely countryside location. With a multi-fuel stove, front patio and BBQ. Bike storage. Barnard Castle 2 miles. (Ref. 21863)

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

7 nights from $397

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Sykes Rating

Forestside View is a fabulous, four-bedroom home enjoying countryside views in Woodland, Durham. Rural. Contemporary. Near National Park. Pet-friendly. Barnard Castle 7.8 miles; Bishop Auckland 10.8 miles; Darlington 18.2 miles. (Ref. 1139295)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • $184 off - Fri 4th Jul to 11th Jul 2025

  • $490 off - Fri 18th Jul to 25th Jul 2025

7 nights from $1075

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

Semi-detached, luxury barn conversion. Beams and trusses and multi-fuel stove. Well-equipped and comfortable. Good base for Northern Dales and County Durham. Barnard Castle 10 miles. (Ref. 920252)

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

7 nights from $447

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

The Barn is a delightful, single-storey holiday cottage situated in Copley near Cockfield, Durham. Woodburning stove. Smart TV. Off-road parking. Bishop Auckland 10 miles; Durham 19.1 miles. (Ref. 1150077)

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

7 nights from $401

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Sykes Rating

This charming shepherd’s hut resides in Richmond, North Yorkshire. Wood-fired hot tub. Woodland setting. Rural. Richmond 8.8 miles; Barnard Castle 11.8 miles; Leyburn 17.7 miles. (Ref. 1022245)

  • Off-road parking
  • Ground floor bedroom
  • Hot Tub

7 nights from $647

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Sykes Rating

This delightful, terraced, stone cottage is located in Winston, Durham. WiFi. Electric fire. Barnard Castle 6 miles; Darlington 10 miles. (Ref. 998937)

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

7 nights from $452

7 nights from $540

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Sykes Rating

Fantastic, detached townhouse in the market town of Barnard Castle. Ideal for family and friends with flexible accommodation. WiFi, off road parking. Caldwell 9 miles. (Ref. 929734)

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

7 nights from $740

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Sykes Rating

Character, semi-detached Grade II listed cottage in Barnard Castle. Ideal for families and friends alike. WiFi, pet-friendly. Great base for exploring the Yorkshire Dales. Caldwell 9 miles. (Ref. 931727)

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

7 nights from $509

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Sykes Rating

Traditional stone cottage near Staindrop. Beautiful rural location. Underfloor heating. Panoramic views. Comfortable family accommodation. Ideal walking, touring. Barnard Castle 5 miles. (Ref. 16414)

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

7 nights from $614

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Sykes Rating

A charming three-bedroom terraced cottage resting in Stainton, Durham. Pet-friendly. Enclosed garden. Woodburning stove. Close to amenities. Staindrop 4.2 miles; Richmond 17.2 miles; Darlington 15.7 miles. (Ref. 1063315)

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

7 nights from $595