Winston Holiday Cottages

REFINE SEARCH

Your Winston, Durham search returned 115 cottages

Relevance (AI)
  • Distance to Location
  • Relevance (AI)
  • 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
  • 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 €446

  • 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 €657

  • 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 €539

  • 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 €552

Last booked 3 days ago
See more details
  • 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 €577

  • 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 €473

  • 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 €1090

  • 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 €531

Last booked yesterday
See more details
  • 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 €523

  • 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 €424

Last booked yesterday
See more details
  • 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 €436

  • 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 €504

7 nights from €369

  • 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 €531

  • 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 €530

  • 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 €1424

  • 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 €489

  • 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 €1173

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.5

    Sykes Rating

A striking stone-built cottage resting in Richmond, North Yorkshire. En-suites. Garden. Family-friendly. Leyburn 9.2 miles; Barnard Castle 15.3 miles. (Ref. 1078275)

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

7 nights from €1109

  • 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 €508

Last booked yesterday
See more details