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
  • 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 €376

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A traditional stone-fronted cottage, resting in the delightful village of Forcett, Richmond. Woodburning stove. Scenic location. WiFi. Richmond 8.5 miles. Middlesbrough 25.1 miles. (Ref. 1003360)

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

7 nights from €1065

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Ivy Cottage is a delightful cottage resting on the Hillcrest Holiday Park in Caldwell, Durham. Romantic. Freestanding bath. Near a National Park. Barnard Castle 7.4 miles; Richmond 11 miles; Darlington 11.7 miles. (Ref. 1147943)

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

7 nights from €342

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Modern detached brick-built bungalow on edge of popular market town of Richmond. Comfortable accommodation with sun-trap garden area. Barnard Castle 10 miles. (Ref. 249)

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

7 nights from €391

Last booked 2 days ago
See more details
  • 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 €679

  • Sleeps2
  • Bedrooms1
  • PetsYes

    3.8

    Good

  • Sykes rating

The Stang Hideaway is a studio-style lodge resting on the Hillcrest Holiday Park in Caldwell, Durham. Romantic. Freestanding bath. Near a National Park. Barnard Castle 7.4 miles; Richmond 11 miles; Darlington 11.7 miles. (Ref. 1142458)

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

7 nights from €517

  • Sleeps12
  • Bedrooms6
  • PetsYes

    3.8

    Good

  • Sykes rating

Spacious, single-storey cottage near Gainford, with four bathrooms, WiFi and a wood-fired hot tub. Alpacas and horses on site. Pets welcome. Close to walking and cycling trails. Gainford 1 mile. (Ref. 919938)

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

7 nights from €1270

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • 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 €459

Last booked yesterday
See more details
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A well-presented stone terrace cottage resting in the sleepy village of Melsonby. Multi-fuel stove. Smart TV. WiFi. Dog-friendly. Modern finish. Yorkshire Dales. (Ref. 974062)

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

7 nights from €480

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This second-floor, two-bedroom apartment sits in the heart of Barnard Castle, Durham. Pet-friendly. Close to amenities. Open-plan. Staindrop 6.1 miles; Richmond 14.9 miles; Darlington 16 miles; Durham 24.8 miles. (Ref. 1078125)

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

7 nights from €405

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes
  • 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 €528

Last booked yesterday
See more details
  • Sleeps7
  • Bedrooms4
  • PetsYes
  • Sykes rating

The Old Assembly Rooms is a first-floor apartment settled into the town of Bishop Auckland, Durham. Close to a shop and a pub. Near AONB. Durham 10.7 miles; Barnard Castle 14.8 miles; North Pennines AONB 16 miles. (Ref. 978899)

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

7 nights from €483

  • Sleeps14
  • Bedrooms7
  • PetsYes

    3.6

    Good

  • Sykes rating

An impressive, spacious holiday home sitting in Greta Bridge near Barnard Castle, Durham. Hot tubs. Sauna. Family-friendly. Staindrop 9.2 miles; Richmond 11.6 miles; Darlington 18 miles. (Ref. 1103698)

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

7 nights from €2538

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming stone cottage tucked away in the village of Staindrop in County Durham. Pet-friendly. Woodburning stove. Smart TV. Close to amenities. Gainford 4.5 miles; Barnard Castle 5.8 miles. Please contact us if you wish to book between 23 and 28 April o (Ref. 981909)

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

7 nights from €990

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This elegant mid-terrace cottage rests in Barnard Castle, County Durham. Central location. Close to amenities. Smart TV. Woodburning stove. Enclosed courtyard. Staindrop 5.8 miles; Richmond 15.2 miles; Durham 24.5 miles. (Ref. 1070903)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from €1112

  • 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 €444

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

An exceptional stable conversion resting on the outskirts of Barnard Castle in North Yorkshire. Single-storey accommodation. Open-plan living. WiFi. Hot tub. Middleton in Teesdale 12.8 miles; Richmond 15 miles. (Ref. 1078952)

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

7 nights from €1489

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

This attractive, mid-terrace cottage sits in the heart of Richmond, Yorkshire. Open-plan. Woodburning stove. Cinema room. Catterick 5.4 miles; Leyburn 9.1 miles; Barnard Castle 14.3 miles. (Ref. 1038663)

  • Wi-fi

7 nights from €453

  • Sleeps10
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A beautiful four-bedroom detached house resting in Barnard Castle, Durham. Hot tub. Off-road parking. Close to amenities. Private garden. Staindrop 6.4 miles; Darlington 15 miles; Richmond 16.1 miles. (Ref. 1086989)

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

7 nights from €1365

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A charming first floor apartment located in the village of Bridge End, County Durham. Views of River Tees. Barnard Castle 6 miles. (Ref. 974578)

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

7 nights from €468