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
  • Sleeps8
  • Bedrooms4
  • PetsYes

    3.8

    Good

  • Sykes rating

A fantastic, terraced cottage perched in the heart of Barnard Castle, County Durham. Dog-friendly. Pool table. Close to amenities. Near a National Park. Off-road parking. Staindrop 5.8 miles; Richmond 14.8 miles; Darlington 15.7 miles. (Ref. 1062818)

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

7 nights from €834

  • Sleeps4
  • Bedrooms1
  • PetsYes
  • Sykes rating

Dale View is a single-storey couple’s retreat resting in Woodland near Cockfield, Durham. Woodburning stove. Pet-friendly. Garden. Cockfield 4.6 miles; Barnard Castle 7.3 miles; Bishop Aukland 10.6 miles. (Ref. 1139851)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from €336

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

The Arches is a beautifully-presented holiday home set on a working farm in Caldwell near Eppleby in North Yorkshire. En-suite bedrooms. Countryside views. Richmond 9.7 miles. (Ref. 1147631)

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

7 nights from €687

Last booked yesterday
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A contemporary, single-storey cottage resting in the village of Copley, near Barnard Castle, in County Durham. Ground-floor living. Romantic. Patio. WiFi. Staindrop 6.1 miles; Darlington 16.4 miles; Durham 20.5 miles; Richmond 21.2 miles. (Ref. 1077164)

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

7 nights from €314

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • 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 €432

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A delightful mid-terrace cottage settled just outside the centre of Richmond, North Yorkshire. Open-plan. Dog-friendly. Leyburn 9.3 miles; Barnard Castle 15.5 miles. (Ref. 1050331)

  • Wi-fi
  • Off-road parking

7 nights from €437

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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 €515

  • 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 €673

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A lovely, one-bedroom cottage resting in Barnard Castle, County Durham. Close to amenities. Romantic. Pet-free. Staindrop 5.9 miles; Richmond 14.8 miles; Darlington 15.7 miles; Durham 24.5 miles. (Ref. 1103483)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

7 nights from €371

Last booked 2 days ago
See more details
  • 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 €517

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A wonderful main house and annex resting in Egglesburn, Durham. Pet-friendly. North Pennines AONB. Off-road parking. Barnard Castle 7.2 miles. (Ref. 1101414)

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

7 nights from €1544

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Beautiful cottage for four with two en-suite bedrooms, multi-fuel stove, off street parking and secure bike storage. At the gateway to The Yorkshire Dales this cottage is a perfectly cosy retreat. (Ref. 949020)

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

7 nights from €520

  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.0

    Good

  • Sykes rating

End-terrace cottage with wood-fired hot tub and woodburning stove. Pet-friendly. WiFi. Spacious accommodation. Barnard Castle 8 miles. (Ref. 927830)

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

7 nights from €631

  • Sleeps16
  • Bedrooms8
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Charming stone-built, grade II listed farmhouse nestled in the quaint village of Ravensworth, North Yorkshire. WiFi. Dog friendly. Richmond 4.5 miles. (Ref. 988514)

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

7 nights from €2134

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming stone-built cottage in the hamlet of Ovington. Romantic accommodation with a woodburning stove. Pet-friendly property with enclosed garden. Ideal touring base. Barnard Castle 8 miles. (Ref. 1021694)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Sky TV

7 nights from €392

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Forestside View is a fabulous, four-bedroom home enjoying countryside views in Woodland, Durham. Rural. Contemporary. Near National Park. Pet-friendly. Barnard Castle 7.8 miles; Bishop Auckland 10.8 miles; Darlington 18.2 miles. (Ref. 1139295)

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

7 nights from €996

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Lovely, single-storey cottage in the grounds of the Grade I listed Walworth Casle Hotel, in the scattered village of Walworth, near Darlington. Open plan living. WiFi. Hot tub. Pet-friendly. Darlington 5 miles. (Ref. 927239)

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

7 nights from €595

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

This impressive lodge lies in Bowes, County Durham. Enclosed garden. Beautiful views. Off-road parking. Barnard Castle 4.6 miles. (Ref. 963684)

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

7 nights from €781

  • 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 €1240

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4

    Good

  • Sykes rating

This superb stone cottage is based in North Yorkshire, England. WiFi. Open fire. Barnard Castle 10 miles; Leyburn 12 miles. (Ref. 999973)

  • Wi-fi
  • Washing machine

7 nights from €462

Last booked 2 days ago
See more details