Holiday Cottages in Guisborough

Your Guisborough, Redcar & Cleveland search returned 180 cottages

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A property's star rating is the average of the star ratings received from guests that wish for their review to be published
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 circus wagon with outdoor seating at Restored circus wagon in Saltburn-By-The-Sea
New property
16
Saltburn-By-The-Sea, North York Moors National Park, TS13
  • Sleeps2
  • Bedrooms1
  • PetsNo

  • Sykes rating

Restored circus wagon is a quirky romantic retreat in Saltburn-by-the-Sea with a garden, fire pit and barbecue, near beaches and the North York Moors. Guisborough 9.5 miles, Whitby 11 miles, Redcar 14.1 miles. (Ref. 1199132)

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


for 7 nights £416

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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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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 £435

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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 £370

Last booked yesterday
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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 stone exterior of a cottage with a green door wooden bench and potted plants at Bulmers Cottage in Staithes
28
Staithes, North York Moors National Park, TS13
  • 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 £357

Last booked 2 days ago
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The stone exterior of a house with a white door and windows a small enclosed patio area with chairs a table and potted plants at Hinderwell House in Staithes
23
Staithes, North York Moors National Park, TS13
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.2★

    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 £333

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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

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A row of brick terraced houses with hanging flower baskets and potted plants outside at Cliff House in Loftus
38
Loftus, North Yorkshire, TS13
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.4★

    Good

  • Sykes rating

This beautiful, end-terrace Victorian house rests in Loftus, North Yorkshire. Pet-friendly. Hot tub. Enclosed garden. Off-road parking. Close to beach. Saltburn-by-the-Sea 4.6 miles; Hinderwell 5.8 miles; Whitby 14.6 miles. (Ref. 1107288)

  • Wi-fi
  • Hot Tub
  • Dishwasher


for 7 nights £622

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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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A stone cottage with a wooden door surrounded by plants and flowers at Wildflower Cottage in Danby
Offer
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 - Fri 3rd Apr to 31st May 2026


for 7 nights £539

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A two story house with white exterior walls and small garden planters outside at The Ducklings Nest in Stokesley
23
Stokesley, North Yorkshire, TS9
  • Sleeps2
  • Bedrooms1
  • PetsYes

  • Sykes rating

18B Levenside is a lovely ground-floor apartment resting in the town of Stokesley in North Yorkshire, boasting an open-plan living space, TV, and en-suite. Great Ayton 3.2 miles; Middlesborough 11.9 miles; Saltburn-by-the–Sea 13.7 miles. (Ref. 1162723)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £366

Last booked yesterday
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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 £335

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A kitchen with wooden countertops a black sink a gas stove a microwave and an oven at 1 Old Dairy in Loftus
25
Loftus, North Yorkshire, TS13
  • 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 £628

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A living room with a sofa and dining area 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 £561

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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
Offer
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 15th Apr to 31st May 2026


for 7 nights £392

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A garden with a hot tub and seating area at 12 Hunley Avenue Brotton near Saltburn-By-The-Sea
61
Brotton near Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps4
  • Bedrooms2
  • PetsNo

  • Sykes rating

No. 12, a polished house in the village of Brotton in North Yorkshire with views of Saltburn and boasting a hot tub, sauna and freestanding bath. Guisborough 6.2 miles; Staithes 7 miles; Whitby 17 miles. (Ref. 1176535)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher


for 7 nights £1040

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A stone house with a red tiled roof and outdoor wooden table and chairs under an umbrella at Dale View in Fryup near Lealholm
32
Fryup near Lealholm, North York Moors National Park, YO21
  • Sleeps13
  • Bedrooms6
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

This spacious, detached farmhouse rests in Fryup, North Yorkshire. Off-road parking. Woodburning stove. Countryside views. Pet-friendly. Guisborough 14.4 miles; Whitby 14.8 miles; Pickering 17.9 miles. (Ref. 920283)

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


for 7 nights £1541

Last booked yesterday
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The exterior of a stone building with windows a white door and a large tree in the foreground at Gardeners Rest in Loftus near Easington
21
Loftus near Easington, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

Gardeners Rest is a lovely holiday cottage resting just outside the small village of Easington in North Yorkshire. En-suite. Close to lake. Near coast. Staithes 4.6 miles; Whitby 13.3 miles. (Ref. 1156004)

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


for 7 nights £444

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