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

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Ground floor cottage in peaceful setting near Castleton village. Cosy sitting room with bay window, lovely walks in the area. Pleasant views. Guisborough 8.5 miles. (Ref. 914908)

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


for 7 nights £329

  • 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 £473

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Lovely red brick barn conversion, one of three on owner's farm, two miles from Moorsholm village. High standard of accommodation. Wonderful open views in rural location. Ideal for walking, cycling and exploring the North York Moors. Whitby 12 miles. (Ref. 919672)

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


for 7 nights £577

  • 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

  • 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

Last booked yesterday
See more details
  • 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

  • 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 £336

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

    4.8

    Outstanding

  • Sykes rating

A beautiful stone cottage set in the village of Moorsholm, North Yorkshire. Scenic setting. Private garden. Pet-free property. Saltburn-by-the-Sea 7.3 miles; Staithes 8.1 miles; Whitby 15.3 miles. (Ref. 1070797)

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


for 7 nights £570

  • 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
  • £50 off - Sat 2nd May to 23rd May 2026


for 7 nights £373

  • 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 £359

  • 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

  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

One of five Skinningrove cottages in a courtyard setting. Well-equipped ground floor accommodation just minutes from shops, pub and cafe, 0.5 miles from the sea. Saltburn 6 miles. (Ref. 2835)

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


for 7 nights £245

  • 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 £463

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

An impressive barn conversion in a peaceful hamlet of Easby near Great Ayton, North Yorkshire. En-suite bedrooms. Woodburning stove. WiFi. Stokesley 3.6 miles; Guisborough 9 miles; Middlesbrough 10.3 miles. (Ref. 1061617)

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


for 7 nights £402

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful log cabin located on the outskirts of Ugthorpe, North Yorkshire. Hot tub. BBQ. Breakfast bar. Whitby 9 miles; Runswick Bay 3 miles. (Ref. 930184)

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


for 7 nights £1032

  • 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 £1046