Holiday Cottages in Guisborough

Your Guisborough, Redcar & Cleveland search returned 178 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

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming stone cottage nestled in the village of Hinderwell in Yorkshire. Exposed beams. Woodburning stove. Homely interior. Whitby 9 miles; Robin Hood's Bay 19 miles. (Ref. 1046579)

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


for 7 nights £395

  • 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 £664

  • 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 £379

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A beautifully-renovated stone barn conversion settled in Easington, near Staithes. Open-plan. WiFi. Garden. Staithes 2 miles; Whitby 12 miles. (Ref. 1090743)

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


for 7 nights £738

  • 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
  • Washing machine
  • Baby-friendly


for 7 nights £359

  • 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 £636

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A wonderful holiday home in Guisborough, North Yorkshire. Off-road parking. Rear garden. Close to amenities. Near North York Moors National Park. Saltburn-by-the-Sea 6.7 miles; Staithes 14.5 miles; Whitby 21.8 miles. (Ref. 1083553)

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


for 7 nights £435

Last booked yesterday
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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


for 7 nights £373

Last booked yesterday
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  • 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
  • 5% off - Wed 13th May to 30th Jun 2026


for 7 nights £463

  • 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 £1076

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Detached one bedroom cottage close to the village. Lovely countryside views with plenty of walking opportunities from the door. Open plan living. Saltburn-by-the-Sea 6 miles. (Ref. 955447)

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


for 7 nights £352

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Blackwell Lodge 2, a romantic lodge resting in Carlton-in-Cleveland near Swainby, North Yorkshire. Near a National Park. Hot tub. Couple's retreat. Swainby 3 miles; Stokesley 3.4 miles; Middlesbrough 12.2 miles. (Ref. 950582)

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


for 7 nights £652

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Blackwell Lodge 3, a charming lodge resting in Carlton-in-Cleveland near Swainby, North Yorkshire. Near National Park. Hot tub. Countryside view. Swainby 3 miles; Stokesley 3.4 miles; Middlesbrough 12.2 miles. (Ref. 1158475)

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


for 7 nights £648

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Pinjarra is a historic Grade II Listed cottage in the village of Staithes, North Yorkshire, with private parking and welcoming two well-behaved dogs. Whitby 10.9 miles. (Ref. 1171105)

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


for 7 nights £420

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A spacious sheperd's hut cottage located near the village of Skinningrove. Woodburning stove. North York Moors National Park. Skinningrove 1.5 mile. (Ref. 998292)

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


for 7 nights £425

  • 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 £410

  • 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 £453

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Blackwell Lodge 1, a delightful lodge resting in Carlton-in-Cleveland near Swainby, North Yorkshire. Near a National Park. Hot tub. Couple's retreat. Swainby 3 miles; Stokesley 3.4 miles; Middlesbrough 12.2 miles. (Ref. 950581)

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


for 7 nights £652