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Winston Holiday Cottages

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Your Winston, Durham search returned 116 cottages

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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • 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 £462

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • 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 £352

Travel plans can change

Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A well-positioned two-bedroom cottage resting in Ingleton near Gainford, Durham. Hot tub. Countryside views. Woodburning stove. Pet-friendly. Open-plan. Raby Castle 4.1 miles; Barnard Castle 8.8 miles; Darlington 8.5 miles. (Ref. 1101654)

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

7 nights from £458

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Baytree Cottage rests in Richmond, North Yorkshire. Free parking. Woodburning stove. Pet-friendly. Yorkshire Dales National Park 11.1 miles; Darlington 13.4 miles. (Ref. 1139017)

  • Wi-fi
  • Washing machine
  • Sky TV

7 nights from £528

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Foxes Den, a wonderful, single-storey lodge resting in Winston near Staindrop. Hot tub. Pet-friendly. Private parking. Barnard Castle 7.2 miles; Durham 20.2 miles. (Ref. 1082438)

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

7 nights from £506

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • 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 £424

  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

18 Thorngate Wynd is a wonderful, dog-friendly holiday cottage in Barnard Castle, County Durham with breathtaking views over the River Tees. Staindrop 6.3 miles; Richmond 15.1 miles; Darlington 16.3 miles; Durham 24.9 miles. (Ref. 1149426)

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

7 nights from £484

Travel plans can change

Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).

Find out more. T&Cs apply

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

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

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 £333

Last booked 9 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A homely Grade II listed cottage in the centre of Richmond market town in North Yorkshire. Courtyard. Pet friendly. WiFi. Colburn 3.2 miles; Leyburn 8.5 miles; Darlington 12.6 miles. (Ref. 1054760)

  • Wi-fi
  • Washing machine

7 nights from £412

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Walworth Castle Lodge is a beautifully presented, pet-friendly, stone-built cottage nestled in the small village of Walworth near Darlington, Durham. Yarm 16.6 miles; Richmond 14.8 miles. (Ref. 1165778)

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

7 nights from £815

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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 £589

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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 £454

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • 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 £490

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A Grade II listed terraced cottage in the village of Melsonby. Large enclosed garden. Woodburning stove. Character features. Richmond 5.7 miles; Darlington 8.3 miles; Barnard Castle 12.8 miles. (Ref. 1020656)

  • Wi-fi
  • Dishwasher

7 nights from £576

Last booked 8 hours ago
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Travel plans can change

Choose our 'Flexible' booking option and cancel by 12 noon on your check-in day to get a refund (exclusions apply).

Find out more. T&Cs apply

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • 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 £640

  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • 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 £613

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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 £337

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

The Leveret is a stunning, rustic camping pod just outside of the lovely village of Eppleby in Richmondshire. Countryside. Hot tub. Woodburning stove. Richmond 9.8 miles. (Ref. 1136837)

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

7 nights from £422

  • Sleeps16
  • Bedrooms7
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Outstanding property surrounded by impressive countryside views. External leisure suite with hot tub and sauna. Ground floor bedrooms, en-suites. Two sitting rooms, one with woodburner. Barnard Castle 6 miles. (Ref. 927149)

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

7 nights from £2151

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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 £339