Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 179 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

    4.6★

    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


for 7 nights £397

Last booked 2 days ago
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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 £639

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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

    4.8★

    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

  • 10% off - Wed 11th Feb to 27th Mar 2026


for 7 nights £577

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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

    4.5★

    Outstanding

  • 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 £412

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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

    4.4★

    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 £383

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Stone cottage with tiled roof white windows and a white picket fence at Hillsover Cottage in Ainthorpe
26
Ainthorpe, North York Moors National Park, YO21
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Hillsover Cottage is a pleasant cottage in Ainthorpe, North Yorkshire boasting a TV, woodburning stove, en-suite, a freestanding bath and allows pets. Saltburn-by-the-Sea 12.6 miles; Middlesbrough 20.8 miles (Ref. 1169404)

  • Wi-fi
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights £772

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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

    4.6★

    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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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

    4.7★

    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


for 7 nights £825

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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

    4.6★

    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 £386

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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 £390

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A stone building with large windows and a black door at Saltern Suite in Loftus
39
Loftus, North Yorkshire, TS13
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.3★

    Good

  • Sykes rating

A fantastic first-floor apartment set within a historic building 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. 1121219)

  • Wi-fi


for 7 nights £424

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The front of a stone building with large windows and doors at Saxon Princess Suite in Loftus
27
Loftus, North York Moors & Coast, TS13
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    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 £424

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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

    4.6★

    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 £588

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Stone exterior wall with a white door and three windows with blue trim and a wooden fence in front at Grimes Nook Staithes
18
Staithes, North York Moors National Park, TS13
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4★

    Good

  • Sykes rating

A cosy, lower ground floor apartment in the coastal village of Staithes. Open plan living area, warming woodburning stove, exposed stone walls. An ideal retreat for couples. Shops, pubs and beach 2 mins walk. (Ref. 933837)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher


for 7 nights £334

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A street with colorful doors and windows on row houses at Broomhill View in Staithes
10
Staithes, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.0★

    Good

  • Sykes rating

Cosy terraced, period cottage in historic village on heritage coast. Oozing charm and character. Open fire, beams, stripped wooden floors. 2 mins walk to beach, shops and local pubs. Whitby 10 miles. (Ref. 918528)

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


for 7 nights £312

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A living room with blue and yellow sofas a wooden coffee table with flowers and mugs and a dining table with chairs at Roxby Cottage in Staithes
17
Staithes, North York Moors National Park, TS13
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.3★

    Good

  • Sykes rating

Roxby Cottage, a two-storey home, in the picturesque village of Staithes in North Yorkshire. Seaside views. Smart TV. Close to a beach. Close to a pub. North York Moors National Park 3.2 miles; Whitby 10.9 miles (Ref. 1015761)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £487

Last booked yesterday
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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

    4.0★

    Good

  • 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


for 7 nights £448

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A stone house with black framed windows and door behind a black metal fence at Mulgrave House in Hinderwell near Staithes
52
Hinderwell near Staithes, North York Moors National Park, TS13
  • Sleeps11
  • Bedrooms6
  • PetsYes

    4.3★

    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 £1108

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A stone building with a wooden bench and two chairs with cushions by a small table outside Daffodil Cottage in Houlsyke near Danby
42
Houlsyke near Danby, North York Moors National Park, YO21
  • 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

  • 10% off - Wed 11th Feb to 27th Mar 2026


for 7 nights £457

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A wooden cabin with a small porch and railing surrounded by grass and trees at Bugle in Saltburn-By-The-Sea
15
Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3★

    Good

  • Sykes rating

A delightful, semi-detached lodge resting on the outskirts of Saltburn-by-the-Sea, North Yorkshire. Open-plan. Romantic. Near the beach and coast. Guisborough 5.1 miles; Redcar 7.8 miles; Staithes 9.3 miles. (Ref. 1087961)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £513

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