Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 171 cottages

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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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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


for 7 nights £386

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Stone cottage with red tile roof white door and windows surrounded by potted plant wooden bench and large shrub at St Hildas Cottage Hinderwell near Runswick Bay
16
Hinderwell near Runswick Bay, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Superb, detached stone cottage in Hinderwell village. Spacious, open plan living, contemporary styling. Well-equipped, luxurious accommodation. Pubs and shops 5 mins walk. Beach 1 mile. Whitby 9 miles. (Ref. 11927)

  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights £598

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An apartment building with balconies at Apartment 3 ( 2 bed ) Redcar
31
Redcar, North Yorkshire, TS10
  • 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 £441

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Front of a house featuring a black door and windows 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

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


for 7 nights £337

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An apartment building exterior at Apartment 2 in Redcar
25
Redcar, North Yorkshire, TS10
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • Sykes rating

Apartment 2 is a welcoming and pet-friendly ground-floor apartment near a beach in the centre of Redcar, North Yorkshire, featuring stunning sea views. Marske-by-the-Sea 3.2 miles; Saltburn-by-the-Sea 5.6 miles; Whitby 28.1 miles. (Ref. 1177231)

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


for 7 nights £430

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Stone building with red tile roof and wooden fence with potted plants in front at Horseshoe Cottage in Ingleby Greenhow near Great Ayton
15
Ingleby Greenhow near Great Ayton, North York Moors National Park, TS9
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Horseshoe Cottage is a superb, stone barn conversion surrounded by stunning countryside in Ingleby Greenhow, on the edge of North York Moors National Park. Stokesley 5 miles; Saltburn-by-the–Sea 15.2 miles. (Ref. 1162178)

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


for 7 nights £333

Last booked 2 days ago
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A building with balconies and front entrance at Apartment 1 (2 bed) in Redcar
30
Redcar, North Yorkshire, TS10
  • 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 £461

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A stone house with white windows and a white door with stairs in front at Seaholme in Staithes
27
Staithes, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3★

    Good

  • Sykes rating

Seaholme is a delightful Grade II listed cottage within North York Moors National Park and close to a beach, in the village of Staithes in North Yorkshire. Whitby 10.9 miles. (Ref. 21854)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Sky TV


for 7 nights £431

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A stone cottage with a tiled roof two chimneys black framed windows and a small garden fence at Lion Cottage in Hinderwell near Runswick Bay
16
Hinderwell near Runswick Bay, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

Delightful terraced cottage centrally placed in Hinderwell village. Cosy, comfortable accommodation over 3 floors. Ideally situated for moors and coast. Beach 1 mile. Whitby 8 miles. (Ref. 18044)

  • Wi-fi
  • Baby-friendly


for 7 nights £417

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A living room with leather sofas wooden beams a fireplace and a wooden chest coffee table at Bramble Corner Cottage in Staithes
19
Staithes, North York Moors National Park, TS13
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A charming, three-bedroom abode residing in Staithes, North York Moors and Coast. In a National Park. Close to amenities and a beach. Public car park. Whitby 10.9 miles. (Ref. 1136844)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £535

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A stone cottage on a narrow cobblestone street with a wooden fence and a sign reading Grimes Cottage in Staithes
32
Staithes, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.2★

    Good

  • Sykes rating

Charming, terraced fishing cottage in Staithes. Character cottage with panelling, beams and woodburning stove. Spacious sitting room, sunny rear courtyard. Beach, pubs and shops 2 mins walk. Whitby 10 miles. (Ref. 933838)

  • Wi-fi
  • Dishwasher
  • Baby-friendly


for 7 nights £415

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Stone building with large windows and string lights at Lewis Hunton Suite in Loftus
16
Loftus, North Yorkshire, TS13
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A stunning first-floor 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. 1121216)

  • Wi-fi


for 7 nights £297

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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


for 7 nights £686

Last booked 2 days ago
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The front of a stone building with large windows and doors at Saxon Princess Suite in Loftus
27
Loftus, North Yorkshire, TS13
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Saxon Princess Suite is a superb first-floor apartment settled in Loftus, North Yorkshire. Near a beach. 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. 1121221)

  • Wi-fi


for 7 nights £386

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A stone cottage with multiple windows and doors with flower pots outside at Old Stables Cottage in Loftus
18
Loftus, North Yorkshire, TS13
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

A delightful, character cottage resting within the centre of Loftus. Woodburning stove. WiFi. Pet-friendly. Saltburn-by-the-Sea 5.2 miles. (Ref. 1010832)

  • Wi-fi
  • Off-road parking


for 7 nights £406

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A wooden cabin with a fenced deck surrounded by shrubs and trees at Sycamore Lodge in Liverton near Danby
22
Liverton near Danby, North Yorkshire, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Sycamore Lodge is a charming, pet-friendly retreat situated near Liverton, North Yorkshire, offering open-plan living and picturesque countryside views. Staithes 5 miles. (Ref. 933220)

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


for 7 nights £376

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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

    4.7★

    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


for 7 nights £506

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A wooden log cabin with small windows and a gravel driveway surrounded by grass and trees at Coldmoor Lodge 6 in Stokesley
16
Stokesley, North York Moors National Park, TS9
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6★

    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 £567

Last booked yesterday
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A small wooden cabin surrounded by grass and plants with a paved driveway at Holly Lodge in Liverton
26
Liverton, North Yorkshire, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Holly Lodge is an enchanting, single-storey retreat in Liverton, North Yorkshire, with open-plan living, gorgeous countryside views, and off-road parking. Whitby 15.3 miles; Middlesbrough 18.7 miles; Scarborough 34.6 miles. (Ref. 1075017)

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


for 7 nights £377

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