Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 168 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A charming barn conversion resting in Easington near Staithes, North Yorkshire. Original features. Family-friendly. Washing machine. Whitby 12 miles. (Ref. 1090742)

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


for 7 nights €571

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.3

    Good

  • Sykes rating

Hinderwell House is a charming 1832 cottage in the coastal village of Staithes in North Yorkshire. Couple's retreat. Woodburning stove. Near amenities. Whitby 10.7 miles. (Ref. 1149769)

  • Wi-fi


for 7 nights €424

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Luxurious, tasteful, cottage near Great Ayton. Set in the foothills of Roseberry Topping on the edge of the North York Moors National Park. The perfect spot for walking, cycling, riding or just chilling in a delightful setting. Great Ayton 3 miles. (Ref. 16853)

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


for 7 nights €758

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

1 Old Dairy is a reverse-level house accepting pets with roadside parking, close to a jetty, shops and pubs, in the village of Loftus in North Yorkshire. Saltburn-by-the-Sea 5.3 miles; Hinderwell 5.3 miles; Whitby 14.1 miles. (Ref. 1169096)

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


for 7 nights €687

  • Sleeps11
  • Bedrooms6
  • PetsYes

    4.2

    Good

  • Sykes rating

This beautiful, detached house rests in Hinderwell near Staithes, North Yorkshire. Bedrooms with en-suites. Beautiful views. Close to beach. Whitby 9.1 miles; Saltburn-by-the-sea 10.1 miles; Middlesbrough 22.9 miles. (Ref. 1107016)

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


for 7 nights €1245

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Pretty, semi-detached stone barn conversion 2 miles from Danby. Cosy, characterful accommodation. Exposed timbers. Comfortable property, excellent views, woodburner. Whitby 15 miles, Staithes 10 miles. (Ref. 1575)

  • Wi-fi


for 7 nights €522

  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.9

    Good

  • Sykes rating

Cosy, characterful old fisherman's cottage in quiet corner of Staithes village. Open plan living area, woodburner, 3 mins walk to beach, pub, shops. Wonderful walking and touring area with North York Moors on the doorstep. Whitby 10 miles. (Ref. 926017)

  • Wi-fi
  • Washing machine


for 7 nights €408

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Chimes Cottage is a delightful, Grade II listed holiday cottage in the market town of Guisborough with a woodburning stove and indulgent roll-top bath. Saltburn-by-the-Sea 5.1 miles; Staithes 15.2 miles; Whitby 21.6 miles. (Ref. 1178310)

  • Wi-fi
  • 10% off - Thu 27th Nov 2025 to 31st Mar 2026


for 7 nights €377

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Ironstone Cottage is a charming house in Eston, North Yorkshire, boasting Smart TVs in both bedrooms and is close to amenities such as shops and pubs. Middlesbrough 5.8 miles; Saltburn-by-the-Sea 7.2 miles; Whitby 27.3 miles (Ref. 1182407)

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


for 7 nights €492

  • Sleeps2
  • Bedrooms1
  • PetsYes
  • Sykes rating

94 Church Street, is a romantic cottage in the heart of Guisborough, North Yorkshire, allowing pets and is near the North York Moors National Park. Saltburn-by-the-Sea 5.2 miles; Staithes 15.2 miles; Whitby 21.8 miles. (Ref. 1177468)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €405

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Sandy Nook, a plush house nestled in Marske-By-The-Sea, near North York Moors National Park, features partial ground-floor living and is near the beach. Saltburn 2.7 miles; Redcar 3.2 miles; Whitby 25.9 miles. (Ref. 1179127)

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


for 7 nights €834

  • Sleeps6
  • Bedrooms4
  • PetsNo
  • Sykes rating

Loftus Apartment is a stylish first-floor retreat set in the village of Loftus, North Yorkshire, offering WiFi and charming character throughout. Saltburn-by-the-Sea 5.1 miles; Hinderwell 5.3 miles; Whitby 14.1 miles. (Ref. 1193577)

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


for 7 nights €507

  • Sleeps8
  • Bedrooms4
  • PetsYes
  • Sykes rating

Low Moor is an exceptional holiday cottage resting in Loftus near Easington in North Yorkshire. Open fire. In National Park. Enclosed garden. Staithes 4.6 miles; Whitby 13.3 miles. (Ref. 1156005)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights €1212

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Apartment 1, a delightful ground-floor apartment in the town of Redcar in North Yorkshire, boasts an open-plan layout, beach views and allows pets. Marske-by-the-Sea 3.2 miles; Saltburn-by-the-Sea 5.6 miles; Whitby 28.1 miles. (Ref. 1177233)

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


for 7 nights €713

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Apartment 3, a pleasing first-floor apartment in Redcar, North Yorkshire, this pet-friendly abode has views overlooking the beach and near amenities. Marske-by-the-Sea 3.2 miles; Saltburn-by-the-Sea 5.6 miles; Whitby 28.1 miles. (Ref. 1177432)

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


for 7 nights €637

  • Sleeps4
  • Bedrooms2
  • PetsYes

    3.7

    Good

  • Sykes rating

Mid-terraced cottage in quiet position in centre of Marske-by-the-Sea. Traditionally furnished, warm and welcoming accommodation. Close to all amenities and lovely, sandy beach. Saltburn 3 miles. (Ref. 24012)

  • Wi-fi
  • Washing machine


for 7 nights €388

  • Sleeps2
  • Bedrooms1
  • PetsNo

    3.8

    Good

  • Sykes rating

Fenby Suite is a wonderful studio-style apartment resting in Loftus, North Yorkshire. Near a beach. Romantic. Off-road parking. Pet-free. Near a National Park. Close to amenities. Saltburn-by-the-Sea 5.2 miles; Hinderwell 5.2 miles; Whitby 14 miles. (Ref. 1121217)

  • Wi-fi


for 7 nights €340

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

Postman’s Lodge is a delightful, family-friendly first-floor apartment located in the village of Great Ayton in North Yorkshire, boasting a Smart TV. Stokesley 3 miles; Guisborough 6.6 miles; Middlesbrough 8.5 miles; Whitby 27.1 miles. (Ref. 1179970)

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


for 7 nights €738

  • Sleeps12
  • Bedrooms5
  • PetsYes
  • Sykes rating

Moorsholm View is a stunning chapel conversion near Lingdale, North Yorkshire, with en-suite shower rooms, a games room and a large open-plan living space. Saltburn-by-the-Sea 7.1 miles. (Ref. 1176609)

  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights €2338

  • Sleeps3
  • Bedrooms2
  • PetsYes
  • Sykes rating

Cattersty Cottage is a charming pet-friendly house in Carlin How, North Yorkshire, boasting proximity to shops, pubs, and is a short drive from the beach. Saltburn-by-the-Sea 4.1 miles; Staithes 5.7 miles; Whitby 15.7 miles. (Ref. 1191933)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights €408