Winston Holiday Cottages

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Your Winston, Durham search returned 115 cottages

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  • Sleeps16
  • Bedrooms7
  • PetsNo

    4.9

    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

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.6

    Sykes Rating

A traditional, end-of-terrace cottage located in the village of Staindrop, within the county of Durham. Pet-friendly. Woodburning stove. Ideal for families. Barnard Castle 5.6 miles; Durham 18.9 miles. (Ref. 1084931)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £383

Last booked 1 hour ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

A traditional stone cottage in the village of Cotherstone, Durham. Original features. Romantic dwelling. Pet-friendly. Last-minute and weekend breaks. Outstanding surroundings. Barnard Castle 4.2 miles; Newbiggin 9.2 miles; Bishop Auckland 18.9 miles. (Ref. 1058422)

  • Wi-fi
  • Dishwasher

7 nights from £486

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

A two-bedroom, stone-fronted cottage resting in Staindrop, Durham. Close to amenities. Woodburning stove. Pet-friendly. Raby Castle 1.7 miles; Barnard Castle 5.5 miles; Durham 19 miles. (Ref. 1097522)

  • Wi-fi

7 nights from £398

7 nights from £311

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Sykes Rating

A superb stone barn conversion in a rural location, 0.5 miles from the hamlet of Hurst. Flagged floors, woodburning stove, contemporary kitchen and bathrooms. Very comfortable and well equipped. Walking and cycling from doorstep. Reeth 5 miles. (Ref. 20841)

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

7 nights from £447

  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.6

    Sykes Rating

The Farm House, a charming holiday cottage resting by Aldbrough St. John, Yorkshire. Hot tub. Smart TV. Woodburning stove. Pet-friendly. Off-road parking. Richmond 8.2 miles; Darlington 8.3 miles; Middlesbrough 24.1 miles. (Ref. 1144500)

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

7 nights from £1820

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

Superb barn conversion in small courtyard setting between Barnard Castle and Middleton. Character beams, woodburning stove, en-suites to both bedrooms. Glorious views, ideal walking country. Barnard Castle 4 miles. (Ref. 16399)

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

7 nights from £446

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Sykes Rating

A delightful stone-built, semi-detached cottage just two minutes from the centre of Richmond. King-size bed, off road parking, enclosed garden. Ideal for a couple. Barnard Castle 10 miles. (Ref. 955196)

  • Wi-fi
  • Off-road parking

7 nights from £357

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

Baytree Cottage rests in Richmond, North Yorkshire, Multiple Winner of the Perfect 10 Rating Award. Free parking. Pet-friendly. Yorkshire Dales National Park 11.1 miles; Darlington 13.4 miles. (Ref. 1139017)

  • Wi-fi
  • Washing machine
  • Sky TV
  • 15% off - Fri 18th Jul to 26th Jul 2025

  • 17% off - Fri 25th Jul to 29th Aug 2025

  • 15% off - Sat 26th Jul to 2nd Aug 2025

  • 5% off - Sat 2nd Aug to 9th Aug 2025

  • 10% off - Sat 9th Aug to 16th Aug 2025

  • 5% off - Sat 16th Aug to 23rd Aug 2025

7 nights from £563

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Sykes Rating

A unique converted wheelhouse buried in the Dales village of Barton. Woodburning stove. Traditional character. WiFi. Richmond 7.9 miles; Darlington 5.7 miles; Colburn 9.4 miles. (Ref. 1056697)

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

7 nights from £367

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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 £424

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

4 Castle Terrace is a charming holiday home resting in Bowes, a quaint village in Durham. Woodburning stove. Open-plan. Pet-friendly. Smart TV. Dishwasher. Staindrop 10.2 miles; Richmond 17.5 miles; Darlington 20.6 miles; Durham 29.2 miles. (Ref. 1149455)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £465

Last booked 2 days ago
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  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.9

    Sykes Rating

The Tithe Barn is a superb, detached Grade II listed property resting in Brignall, Durham. Woodburning stove. Off-road parking. Enclosed garden. Pet-friendly. Staindrop 10.2 miles; Richmond 12.6 miles; Darlington 19.4 miles. (Ref. 1094080)

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

7 nights from £917

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    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 £447

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

A lovely single-storey cottage next to the owner's home in East Layton, near Eppleby, North Yorkshire. Woodburning stove. Open-plan. Romantic. Off-road parking. Patio. Richmond 7.5 miles; (Ref. 1072404)

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

7 nights from £412

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Sykes Rating

A charming two-bedroom cottage resting in Staindrop, North Yorkshire. Pet-friendly. Woodburning stove. Near a National Park. Open-plan. Barnard Castle 5.7 miles; Durham 18.8 miles. (Ref. 943950)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from £428

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    Sykes Rating

The Gate House, a delightful holiday cottage in Aldbrough St. John, Yorkshire. Smart TV. Woodburning stove. Pet-friendly. Hot tub. Off-road parking. Richmond 8.2 miles; Darlington 8.3 miles; Middlesbrough 24.1 miles. (Ref. 1144502)

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

7 nights from £1198

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Sykes Rating

Pheasant Cottage is a delightful, two-bedroom holiday home resting in Hurst, North Yorkshire. Near Yorkshire Dales National Park. Countryside. Open fire. Richmond 10.4 miles; Leyburn 12.8 miles; Barnard Castle 19.4 miles; Kirkby Stephen 27.9 miles. (Ref. 1140216)

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

7 nights from £522

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Sykes Rating

A fantastic four-bedroom semi-detached barn conversion resting in Marwood, Durham. Pet-friendly. Dale views. Hot tub. Original features. Off-road parking. Smart TVs. Staindrop 8.8 miles; Darlington 20.5 miles; Richmond 20.6 miles. (Ref. 16526)

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

7 nights from £987