Holiday Cottages in Guisborough

Your Guisborough, Redcar & Cleveland search returned 180 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This rural detached cottage rests in Chop Gate, near Stokesley, in North Yorkshire. Stunning countryside views. Reverse-level layout. WiFi. Great Ayton 10.1 miles; Saltburn-by-the-Sea 20.5 miles. (Ref. 1025549)

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


for 7 nights €770

Last booked 7 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Cliffe Cottage is a pleasant, pet-friendly cottage resting in Brotton, North Yorkshire, close to Saltburn and the North York Moors National Park. Saltburn-by-the-Sea 2 miles; Staithes 6.7 miles; Whitby 19.8 miles. (Ref. 1190383)

  • Wi-fi
  • Dishwasher
  • €58 off - Sat 2nd May to 23rd May 2026


for 7 nights €433

  • Sleeps6
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A wonderful, semi-detached cottage sitting in New Marske, North Yorkshire. Open-plan. Hot tub. Ground-floor living. Marske-by-the-Sea 1.7 miles; Saltburn-by-the-Sea 3.5 miles; Redcar 3.7 miles. (Ref. 1088637)

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


for 7 nights €737

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Attractive stone barn conversion in small hamlet near historic fishing village of Staithes. Open plan living area, ground floor double bedroom with ground floor wet room. WiFi. Off road parking, enclosed patio garden.10 mins walk to Staithes. (Ref. 919000)

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


for 7 nights €440

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A tastefully finished two double bedrooms apartment in an attractive period building with spectacular sea views and right on of Marske-by-the-Sea beach. Easy access to all amenities. Saltburn 3 miles. (Ref. 985343)

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


for 7 nights €635

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A contemporary, duplex apartment resting in Guisborough, North Yorkshire. Near National Park. Close to amenities. Stylish. Woodburning stove. Central location. Saltburn-by-the-Sea 5.4 miles; Staithes 13.5 miles; Whitby 21.5 miles. (Ref. 1086819)

  • Wi-fi
  • Dishwasher


for 7 nights €549

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

18th century, semi-detached cottage in rural hamlet. Cast iron open fire range. Tastefully furnished, very comfortable. Excellent walking. Staithes 3 miles. (Ref. 987392)

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


for 7 nights €417

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A splendid two-bedroom cottage resting on a working farm in Roxby near Staithes in North Yorkshire. Country views. Close to amenities. Original features. Saltburn-by-the-Sea 10.9 miles; Whitby 12 miles; Middlesbrough 22.2 miles (Ref. 1084493)

  • Wi-fi
  • Off-road parking


for 7 nights €390

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

10 Walton Terrace is a well-positioned, two-bedroom home in Guisborough, North Yorkshire. Near National Park. Hot tub. Pet-friendly. Near amenities. Saltburn-by-the-Sea 5.5 miles; Staithes 15.1 miles; Whitby 21.5 miles. (Ref. 1078945)

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


for 7 nights €513

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Charming detached stone cottage in popular village of Hinderwell, just north of Whitby. Well-presented open plan living area, off road parking nearby, small sunny courtyard. Local pub and shops 2 mins walk, beach 10 mins walk. (Ref. 942487)

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


for 7 nights €412

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Delightful stone barn conversion in Hinderwell village. Spacious sitting room. Conservatory. WiFi. Excellent walking and cycling area. Runswick Bay 1 mile; Staithes 1.5 miles; Whitby 9 miles. (Ref. 1050446)

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


for 7 nights €535

  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A Grade II listed cottage perched in the pretty village of Upleatham near Saltburn-By-The-Sea, North Yorkshire. Open fire. WiFi. Character. Saltburn-by-the-Sea 2.6 miles; Middlesbrough 12.2 miles; Whitby 21.2 miles. (Ref. 1073539)

  • Wi-fi
  • Washing machine


for 7 nights €526

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Handale Banks Farm Lodge is a delightful, pet-friendly retreat resting in Liverton, North Yorkshire, with an open-plan living space and off-road parking. Whitby 14.9 miles; Middlesbrough 20.5 miles; Scarborough 33.8 miles. (Ref. 1134016)

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


for 7 nights €476

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A well-positioned three-bedroom cottage resting in Staithes, North Yorkshire. Woodburning stove. Stylish. Near amenities and harbour. Countryside views. Within North York Moors National Park. Whitby 10.3 miles. (Ref. 1111822)

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


for 7 nights €537

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A superb stone-built cottage resting in Faceby, North Yorkshire. En-Suite bedrooms. In a National Park. Woodburning stove. Stokesley 5.2 miles; Osmotherley 5.9 miles; Northallerton 12.2 miles. (Ref. 1097690)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights €1214

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This homely, terraced cottage sits in Staithes, North Yorkshire. Dog-friendly. Woodburning stove. Enclosed garden. Close to amenities. Whitby 10.3 miles. (Ref. 1095760)

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


for 7 nights €477

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A delightful two-bedroom, stone-built cottage resting in Castleton in North Yorkshire. Smart TV. Woodburning stove. Close to amenities. Guisborough 9.6 miles; Whitby 17.5 miles; Pickering 21.7 miles. (Ref. 1085226)

  • Wi-fi
  • Dishwasher


for 7 nights €464