Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 166 cottages

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Stone building with green garage door and entrance door with steps and white bench in front at Riverside Chapel in Great Ayton
30
Great Ayton, North Yorkshire, TS9
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A delightful cottage sitting in the village of Great Ayton. Games room. Secure bike storage. Washing machine. Stokesley 2.9 miles; Guisborough 6 miles. (Ref. 1118016)

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

7 nights from £497

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A brick and stucco building with arched windows benches and a gated entrance at The Power House in Skinningrove
67
Skinningrove, North Yorkshire, TS13
  • Sleeps17
  • Bedrooms6
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Superb conversion of Victorian powerhouse. High quality accommodation. Four poster. En-suites. Close to sandy beach. Whitby 15 miles. (Ref. 29872)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from £1820

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A small outdoor seating area with two wooden chairs and a table beside a white door numbered 3 on a cobblestone street at 3 Prospect Terrace Marske-By-The-Sea
15
Marske-By-The-Sea, North Yorkshire, TS11
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A contemporary cottage resting in Marske-By-The-Sea, North Yorkshire. Near beach. Washing machine. Close to amenities. Saltburn 2.3 miles; Redcar 4.7 miles; Whitby 25.4 miles. (Ref. 1102577)

  • Wi-fi
  • Washing machine

7 nights from £284

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The front exterior of a brick house with a black door and a bay window with white shutters and a small garden bed at Victoria Cottage in Marske-by-the-Sea
37
Marske-by-the-Sea, North Yorkshire, TS11
  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

Traditional terraced Marske cottage close to centre of this coastal town. Three bedrooms, cosy accommodation, amenities and beach within 10 mins walk. Whitby 20 miles. (Ref. 3940)

  • Wi-fi
  • Washing machine

7 nights from £309

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A small wooden cabin with a grey railing porch and surrounding trees at Lavender Lodge in Saltburn-By-The-Sea
18
Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5★

    Outstanding

  • 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)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £506

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A bathroom with a bathtub and shower at 94 Church Street in Guisborough
27
Guisborough, North Yorkshire, TS14
  • 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

7 nights from £354

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The exterior of a stone house with four windows and plants and shrubs in front at River Cottage in Dalehouse near Staithes
9
Dalehouse near Staithes, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • 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)

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

7 nights from £394

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A living room with sofas a coffee table a wall-mounted TV a dining table with set plates and flowers at The Sea Escape in Saltburn-By-The-Sea
23
Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

The Sea Escape is a delightful ground-floor apartment situated near a beach in Saltburn-by-the-Sea. North Yorkshire, well-situated to nearby attractions. Redcar 5.2 miles; Guisborough 5.5 miles; Staithes 9.1 miles; Middlesbrough 13.1 miles. (Ref. 1173872)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine
  • Baby-friendly

7 nights from £402

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A living room with a brown leather armchair a gray sectional sofa a wooden sideboard a wall-mounted television and a rug at 12 Westfield Terrace in Loftus
46
Loftus, North Yorkshire, TS13
  • Sleeps11
  • Bedrooms5
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

12 Westfield Terrace is a large, terraced house resting in Loftus, North Yorkshire. Close to a shop. Close to a pub. Near National Park. Staithes 4.4 miles; Saltburn-by-the-Sea 5 miles; Whitby 17.6 miles. (Ref. 1132578)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £821

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Stone building with a red door two windows and outdoor seating with a small table and a boat leaning against the wall at Rose Lea in Staithes
25
Staithes, North York Moors National Park, TS13
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Rose Lea, a character cottage settled in the village centre of Staithes, North Yorkshire. Electric fire. Exposed stonework. Near a shop and pub. Whitby 10.7 miles. (Ref. 1145839)

  • Wi-fi
  • Washing machine

7 nights from £494

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An outdoor area featuring a green door and brick wall at The Old Cottage in Staithes
21
Staithes, North York Moors National Park, TS13
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

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

  • Wi-fi

7 nights from £437

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A building with windows and door on Church Street at Chimes Cottage in Guisborough
22
Guisborough, North Yorkshire, TS14
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • 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

7 nights from £343

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A brown wooden cabin with windows and a bench surrounded by grass and trees with a large building in the background at Foxglove Lodge Saltburn-By-The-Sea
24
Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    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)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £506

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A single-story wooden cabin with a small porch and railing surrounded by trees at Cowslip in Saltburn-By-The-Sea
31
Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Cowslip is a charming, single-storey lodge resting in Saltburn-by-the-Sea, North Yorkshire, with off-road parking, and a nearby beach, ideal for a couple. Guisborough 5.1 miles; Redcar 7.8 miles; Staithes 9.3 miles; Whitby 19.3 miles. (Ref. 1160615)

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

7 nights from £513

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A brick house with two windows and a white door next to a road and trees at Woodend in Loftus
56
Loftus, North Yorkshire, TS13
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.1★

    Good

  • Sykes rating

A charming, end-terrace Victorian house resting in Loftus, North Yorkshire. Pet-friendly. Enclosed garden. Near a beach. Saltburn-by-the-Sea 5 miles; Hinderwell 5.6 miles; Whitby 14.4 miles. (Ref. 1107295)

  • Wi-fi
  • Hot Tub
  • Dishwasher

7 nights from £696

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A living room with a fireplace bookshelf TV and patterned curtains at North Terrace in Loftus
26
Loftus, North Yorkshire, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    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)

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

  • 10% off - Wed 1st Oct to 31st Oct 2025

7 nights from £335

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A blue house exterior with a blue door and windows and potted plants along the wall at Bramla in Staithes
22
Staithes, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    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)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £387

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A street view of a pink three story house with blue window frames and a bench outside next to a red storefront at Salmon Cottage in Staithes
33
Staithes, North York Moors National Park, TS13
  • Sleeps6
  • Bedrooms3
  • PetsYes

    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)

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

7 nights from £434

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The front exterior of a wooden lodge with a small deck and steps surrounded by greenery at Endeavour Lodge 4 in Stokesley
13
Stokesley, North York Moors National Park, TS9
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Blackwell Lodge 4 is welcoming lodge in Carlton-in-Cleveland near Swainby, North Yorkshire. Near a National Park. Hot tub. Countryside views. Swainby 3 miles; Stokesley 3.4 miles; Middlesbrough 12.2 miles. (Ref. 1158476)

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

7 nights from £639

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A door and window on a stone building at Postman’s Lodge in Great Ayton
41
Great Ayton, North Yorkshire, TS9
  • 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

7 nights from £416

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