Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 171 cottages

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Exterior view of a wooden cottage wall with a window a light fixture and a sign saying violet cottage at Violet Lodge in Saltburn-by-the-Sea
24
Saltburn-by-the-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Log cabin in grounds of Rushpool Hall. All ground floor. Romantic retreat close to Moors and beaches. Saltburn 1 mile. (Ref. 24297)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £506

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A wooden log cabin with two glass doors and a hanging flower pot on a tiled patio at Wainstones Lodge 2 in Stokesley
15
Stokesley, North York Moors National Park, TS9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Blackwell Lodge 2, a romantic 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. 950582)

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


for 7 nights £556

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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

    4.7★

    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


for 7 nights £497

Last booked yesterday
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A brick house with a tiled roof a wooden door and three windows in a garden with a stone path wooden bench picnic table and a stone table with stools at Drummer Cottage in Skinningrove near Whitby
6
Skinningrove near Whitby, North Yorkshire, TS13
  • Sleeps5
  • Bedrooms2
  • 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. 3719)

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


for 7 nights £283

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Stone building with arched windows and black doors on a street at Bethel Chapel in Staithes
32
Staithes, North York Moors National Park, TS13
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.4★

    Good

  • 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)

  • Wi-fi
  • Ground floor bedroom


for 7 nights £778

Last booked yesterday
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A stone house exterior with a blue front door and outdoor dining set on a patio at Low Moor Loftus near Easington
35
Loftus near Easington, North York Moors National Park, TS13
  • 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 £1049

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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


for 7 nights £437

Last booked 3 days ago
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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

    4.5★

    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


for 7 nights £478

Last booked yesterday
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A dining room with six woven chairs around a wooden table and a fireplace with a mirror above at Coastal Cottage in Saltburn-By-The-Sea
25
Saltburn-By-The-Sea, North Yorkshire, TS13
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Coastal Cottage, a cottage resting in the town of Loftus in North Yorkshire, close to a shop, a pub, and the North York Moors National Park. North York Moors National Park 1.2 miles; Staithes 4.2 miles; Saltburn-by-the-Sea 5.3 miles. (Ref. 1162940)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £433

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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


for 7 nights £335

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A brick cottage with blue window frames a wooden table with chairs outside and gravel driveway at Bousdale Mill Cottage in Pinchinthorpe near Guisborough and Great Ayton
40
Pinchinthorpe near Guisborough and Great Ayton, North York Moors National Park, TS14
  • 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 £649

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A street view of three attached houses with blue and purple doors at Clevelyn Staithes
18
Staithes, North York Moors National Park, TS13
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6★

    Outstanding

  • 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


for 7 nights £422

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A brick residential house with potted plants and a red door at 5 College Square in Stokesley
19
Stokesley, North Yorkshire, TS9
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This superb mid-terrace cottage rests in the centre of Stokesley, North Yorkshire. Open-plan living. Pet-friendly. Great Ayton 3.1 miles; Middlesbrough 9.4 miles. (Ref. 1018717)

  • Wi-fi
  • Washing machine


for 7 nights £663

Last booked yesterday
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A stone exterior of a building with multiple windows and outdoor chairs on a grass lawn at Longstone Cottage in Ugthorpe
16
Ugthorpe, North York Moors National Park, YO21
  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This delightful, single-storey barn conversion is situated on the owner's working farm, just 9 miles from Whitby. Great family accommodation with woodburner. (Ref. 6083)

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


for 7 nights £444

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A building with balconies and windows at Apartment 6 ( 1 bed ) Redcar
26
Redcar, North Yorkshire, TS10
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Apartment 6, a cheerful second-floor apartment in Redcar in North Yorkshire, this abode boasts sea views and is near the shop, pub and beach. Marske-by-the-Sea 3.2 miles; Saltburn-by-the-Sea 5.6 miles; Whitby 28.1 miles. (Ref. 1177435)

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

  • 10% off - Fri 1st Aug to 29th Aug 2025


for 7 nights £430

Last booked 2 days ago
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A building with bushes and a sidewalk at 96 Church Street in Guisborough
33
Guisborough, North Yorkshire, TS14
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • Sykes rating

96 Church Street, a delightful cottage resting in the village Guisborough, North Yorkshire, this pet-friendly abode is near North York Moors National Park. Saltburn-by-the-Sea 5.2 miles; Staithes 15.2 miles; Whitby 21.8 miles. (Ref. 1177469)

  • Wi-fi
  • Dishwasher

  • 10% off - Fri 1st Aug to 5th Sep 2025


for 7 nights £334

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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

    4.7★

    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


for 7 nights £494

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A brown wooden cabin with a bench outside surrounded by trees at Snowdrop in Saltburn-by-the-Sea
31
Saltburn-by-the-Sea, North Yorkshire, TS12
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4★

    Good

  • Sykes rating

Lovely log cabin in tranquil setting 1 mile from Saltburn centre. All ground floor, open plan living area, WiFi. Superb location for seaside holidays. Beach 1 mile. (Ref. 946463)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £506

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A stone cottage with a wooden door surrounded by plants and flowers at Wildflower Cottage in Danby
43
Danby, North York Moors National Park, YO21
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Charming barn conversion, 2 miles from Danby. Magnificent views, beams, woodburner. Superb walking from the door. Whitby 10 miles. (Ref. 1235)

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


for 7 nights £552

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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

    4.7★

    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


for 7 nights £387

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