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.

Winston Holiday Cottages

REFINE SEARCH

Your Winston, Durham search returned 131 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
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3

    Good

  • Sykes rating

This stone-built cottage is located in the village of Romaldkirk in County Durham. Woodburner. Exposed stonework. Barnard Castle 6 miles. Richmond 14 miles. (Ref. 970654)

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

7 nights from £483

Last booked 2 days ago
See more details
  • 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 £562

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6

    Outstanding

  • 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 £1022

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This charming, converted apartment rests on the outskirts of Barnard Castle, in Durham. Woodburner. Private parking. Staindrop 6 miles; Richmond 13 miles. (Ref. 1009333)

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

7 nights from £454

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

An attractive stone-built, detached cottage set in a secluded, pretty valley on the edge of woodland. Single-storey cottage, open plan living area. Public footpaths from doorstep. Barnard Castle 6 miles. (Ref. 21469)

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

7 nights from £275

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • 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 £392

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A delightful, terrace cottage located in Ingleton, County Durham. Dog-friendly. Enclosed rear garden. Washing machine. Dishwasher. Staindrop 3.2 miles; Darlington 8.6 miles; Middlesbrough 24.2 miles. (Ref. 1020815)

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

7 nights from £438

Last booked 2 days ago
See more details
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

This inviting holiday cottage sits in the picturesque village of Staindrop in County Durham. Private courtyard. Amenities within walking distance. Electric 'woodburning effect' fire. Bishop Auckland 9 miles; Newcastle upon Tyne 36.8 miles. (Ref. 1055812)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £333

  • 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 £588

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • 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 £346

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This delightful annexe rests on the outskirts of Eggleston, near Middleton-in-Teesdale, County Durham. Woodburning stove. Pet-friendly. En-suite. Barnard Castle 5.1 miles; North Pennines AONB 13.6 miles. (Ref. 1036975)

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

7 nights from £379

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This tasteful lodge lies in Bowes, County Durham. Pet-free. Open-plan. Beautiful views. Off-road parking. Barnard Castle 4.6 miles. (Ref. 963701)

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

7 nights from £738

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

A stone-fronted, three-storey cottage resting in Richmond, North Yorkshire. Close to amenities. Contemporary. Pet-friendly. Open-plan. Leyburn 9 miles; Barnard Castle 15 miles. (Ref. 1108326)

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

7 nights from £442

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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
  • 5% off - Fri 6th Sep to 13th Sep 2024

7 nights from £428

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

    4.6

    Outstanding

  • Sykes rating

A beautifully presented, stone-built cottage nestled in the small village of Walworth near Darlington, County Durham. Dog friendly. Hot tub. Conservatory. Summer house. Darlington 5 miles. (Ref. 971665)

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

7 nights from £786

  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.9

    Good

  • Sykes rating

Cosy romantic retreat set amongst rolling countryside in a quiet corner of Teesdale. Ground floor studio accommodation with king-size double bed. WiFi. Barnard Castle 8 miles. (Ref. 927831)

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

7 nights from £293

  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.6

    Good

  • Sykes rating

Hawthorn Cottage is an end-of-terrace barn conversion situated in a rural complex on the outskirts of of Caldwell, Durham. Romantic. Pet-friendly. Enclosed courtyard. Barnard Castle 7.4 miles; Richmond 11 miles; Darlington 11.7 miles. (Ref. 1142453)

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

7 nights from £300

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Immaculate, detached property in a quiet street near the centre of Darlington. Contemporary, spacious accommodation. Close to restaurants, pubs and railway attractions. Short drive to market towns of Richmond and Barnard Castle. Good touring base. (Ref. 920812)

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

7 nights from £394

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Beautiful stone-built period cottage in heart of Hudswell. Woodburner. patio. Cosy cottage ideal for a romantic break. Richmond 2 miles. (Ref. 29398)

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

7 nights from £378

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A superb single-storey lodge resting in Winston near Staindrop, Durham. Pet-friendly. Hot tub. Private parking. Barnard Castle 7.2 miles; Durham 20.2 miles. (Ref. 1027477)

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

7 nights from £561