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.

Holiday Cottages in Guisborough

REFINE SEARCH

Your Guisborough, Redcar & Cleveland search returned 166 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
  • 5 Guests
  • 3 Bedrooms
  • Pets No

    4.8

    Sykes Rating

A beautiful contemporary property resting in Loftus, North Yorkshire. Off-road parking. Woodburning stove. Garden. Saltburn-by-the-Sea 5.2 miles; Whitby 14.6 miles; Middlesbrough 18 miles. (Ref. 1138286)

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

7 nights from £521

  • 2 Guests
  • 1 Bedroom
  • Pets No

    4.9

    Sykes Rating

An all ground floor barn conversion on a small complex of three properties in a rural setting. Open plan living area, en-suite. Surrounded by beautiful countryside. Whitby 12 miles. (Ref. 919673)

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

7 nights from £524

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.9

    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

7 nights from £452

  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.9

    Sykes Rating

A rural property with contemporary design settled into the village of Lingdale, North Yorkshire. Off-road parking. Open-plan. Close to a pub. No pets. Saltburn-by-the-Sea 4.9 miles; Staithes 10 miles; Whitby 19.2 miles. (Ref. 1128578)

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

7 nights from £472

  • 2 Guests
  • 1 Bedroom
  • Pets No

    5.0

    Sykes Rating

A gorgeous, one-bed hut sitting in a rural location in Chop Gate, near Stokesley, North Yorkshire. Countryside location. Ideal for couples. Rural views. Great Ayton 10.4 miles; Saltburn-by-the-Sea 20.2 miles. (Ref. 1126877)

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

7 nights from £555

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.8

    Sykes Rating

98 Westgate is a Grade II listed, three-bedroom home resting in Guisborough, North Yorkshire. Near National Park. Pet-friendly. Close to amenities. Saltburn-by-the-Sea 5.5 miles; Staithes 15.3 miles; Whitby 20.6 miles. (Ref. 1118840)

  • Wi-fi
  • Dishwasher

7 nights from £425

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

A semi-detached, stone-built property resting on the outskirts of Loftus. Woodburning stove. WiFi. Pet-friendly. Off-road parking. Staithes 3.5 miles; Whitby 13.4 miles. (Ref. 1021276)

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

7 nights from £612

  • 2 Guests
  • 1 Bedroom
  • Pets Yes

    4.9

    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)

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

7 nights from £315

  • 5 Guests
  • 3 Bedrooms
  • Pets Yes

    4.8

    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

7 nights from £506

Last booked yesterday
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.6

    Sykes Rating

A delightful end-of-terrace cottage in the popular village of Hinderwell, North Yorkshire. Open fire. Allocated Parking. Countryside views. Whitby, 9 miles. (Ref. 934476)

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

7 nights from £341

Last booked yesterday
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

Harrington Cottage, a stone-built cottage set in the heart of Marske-by-the-Sea, North York Moors. Stylish interior. Seaside setting. Near National Park. Middlesborough 11 miles; Staithes 11.8 miles; Whitby 21.8 miles. (Ref. 1151322)

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

7 nights from £530

Last booked 2 days ago
See more details
  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.7

    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)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £463

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    4.8

    Sykes Rating

Cosy sandstone cottage next to quiet country inn, a lovely Staithes cottage in quiet hamlet of Dalehouse. Well placed for coast and moors. Staithes 0.75 miles. (Ref. 4265)

  • Off-road parking
  • Dishwasher
  • Baby-friendly

7 nights from £394

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    5.0

    Sykes Rating

44 Maynard Street is a lovely terraced property resting in Carlin How, North Yorkshire. TV. WiFi. Close to a shop. Saltburn-by-the-Sea 3.8 miles; Staithes 5.5 miles; Whitby 18.7 miles. (Ref. 1138947)

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

7 nights from £385

Last booked 2 days ago
See more details
  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Charming single-storey Lingdale cottage, with views over open fields. Wet room, suitable for disabled guests. Saltburn-by-the-Sea 4 miles. (Ref. 7403)

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

7 nights from £363

  • 4 Guests
  • 2 Bedrooms
  • Pets No

    Sykes Rating

The Blacksmith's Shop is a stunning holiday cottage situated in the seaside village of Staithes in North Yorkshire with great views and en-suite bedrooms. Whitby 10.5 miles. (Ref. 1170658)

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

7 nights from £526

  • 4 Guests
  • 2 Bedrooms
  • Pets Yes

    4.9

    Sykes Rating

Kestrel Cottage, a beautifully-presented property is just outside of the lovely market town of Stokesley, in North Yorkshire. Close to amenities. Great Ayton 3.2 miles; Saltburn-by-the–Sea 13.7 miles. (Ref. 1150138)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £418

Last booked yesterday
See more details
  • 8 Guests
  • 4 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

Attractive, detached stone farmhouse surrounded by beautiful countryside. Character beams, two sitting rooms, woodburning stoves. Ideal walking/touring country. Guisborough 3 miles. (Ref. 30014)

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

7 nights from £703

Last booked 3 days ago
See more details
  • 6 Guests
  • 3 Bedrooms
  • Pets No

    4.8

    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

7 nights from £418

  • 6 Guests
  • 3 Bedrooms
  • Pets Yes

    4.7

    Sykes Rating

A beautifully furnished, deceptively spacious fisherman's cottage in the pretty coastal village of Staithes. High standard of accommodation, well-equipped and comfortable. Beach, pubs and shops 2 mins walk. Whitby 10 miles (Ref. 989678)

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

7 nights from £426

Last booked 2 days ago
See more details