Holiday Cottages in Guisborough

Your Guisborough, Redcar & Cleveland search returned 182 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
  • Pet FriendlyNo

    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 From €470

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

The Byre, a delightful cottage resting in the village of Great Broughton in North Yorkshire. Single-storey. Woodburning stove. Romantic. Off-road parking. Great Ayton 6.4 miles; Saltburn-by-the–Sea 16.9 miles. (Ref. 1157229)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From €332

  • Sleeps8
  • Bedrooms4
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

A unique chapel conversion at the heart of Staithes, North Yorkshire. Chapel conversion. Open-plan living. Woodburning stove. Pet-friendly. Saltburn-by-the-Sea 9.5 miles; Whitby 10.7 miles; Middlesbrough 22.2 miles. (Ref. 1086704)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom


for 7 nights From €900

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

A superb, semi-detached cottage, resting in the pretty rural village of Danby, near Castleton, North Yorkshire. Country views. Woodburners. Pet-friendly. Guisborough 9 miles; Pickering 19 miles. (Ref. 996062)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From €492

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

Spacious, three-storey cottage based in the heart of Staithes. Pet friendly. Patio. Close to beach. Whitby 10 miles. (Ref. 1021542)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From €508

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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 From €553

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

Charming cottage located in Staithes, North Yorkshire. View of Cowbar Nabb. Whitby 10 miles. (Ref. 967675)

  • Pets go free
  • Wi-fi


for 7 nights From €511

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

A delightful two-bedroom terraced house resting in Loftus, North Yorkshire. Pet-friendly. Excellent walking location. Rural. Near a beach. Hinderwell 5.5 miles; Saltburn-by-the-Sea 5.8 miles; Whitby 14.3 miles. (Ref. 1094265)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Wed 1st Jul to 1st Aug 2026


for 7 nights From €389

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.5

    Outstanding

  • Sykes rating

1 Johnson's Yard is a lovely holiday cottage located in the charming market town of Guisborough in North Yorkshire with a convenient open-plan layout. Saltburn-by-the-Sea 5.5 miles; Staithes 13.6 miles; Whitby 21.8 miles. (Ref. 1162586)

  • Pets go free
  • Wi-fi
  • Off-road parking


for 7 nights From €337

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyNo

    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 From €459

Last booked 6 hours ago
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    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)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From €655

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.8

    Outstanding

  • Sykes rating

Blackwell Lodge 6, a charming 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. 1158478)

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


for 7 nights From €697

  • Sleeps12
  • Bedrooms6
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

Kingfisher House is a substantial Victorian terraced home in Staithes, North Yorkshire, boasting sea views a freestanding bath and table football. Whitby 10.5 miles. (Ref. 1174094)

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


for 7 nights From €1722

Last booked 4 hours ago
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for 7 nights From €831

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.4

    Good

  • Sykes rating

A charming, single-storey lodge resting in Saltburn-by-the-Sea, North Yorkshire. Off-road parking. Close to beach. Pet-friendly. Guisborough 5.1 miles; Redcar 7.8 miles; Staithes 9.3 miles; Whitby 19.3 miles. (Ref. 1087962)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights From €600

  • Sleeps3
  • Bedrooms1
  • Pet FriendlyYes

    4.6

    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. 2834)

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


for 7 nights From €283

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

A delightful three storey cottage in the artistic, seaside village of Staithes in North Yorkshire. Dog-friendly. North York Moors National Park. Pub and harbour on the doorstep. (Ref. 982471)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From €464

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.4

    Good

  • Sykes rating

Foxglove Lodge is a delightful, detached, pet-friendly lodge resting near Saltburn-by-the-Sea, North Yorkshire, boating an open-plan living space. Redcar 5 miles; Guisborough 5 miles. (Ref. 1000354)

  • Pets go free
  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights From €599