Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 171 cottages

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  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A wonderful holiday home in Guisborough, North Yorkshire. Off-road parking. Rear garden. Close to amenities. Near North York Moors National Park. Saltburn-by-the-Sea 6.7 miles; Staithes 14.5 miles; Whitby 21.8 miles. (Ref. 1083553)

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

7 nights from €565

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Lovely semi-detached brick barn conversion in a rural setting, on the owners' farm in the North York Moors National Park. All ground floor accommodation with en-suite bedroom. Perfect for walking and cycling. Whitby 12 miles. (Ref. 919674)

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

7 nights from €607

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A superb, semi-detached cottage, resting in the pretty rural village of Danby, near Castleton, North Yorkshire. Country views. Woodburners. Pet-friendly. Guisborough 9 miles; Pickering 19 miles. (Ref. 996062)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from €489

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A contemporary, duplex apartment resting in Guisborough, North Yorkshire. Near National Park. Close to amenities. Stylish. Woodburning stove. Central location. Saltburn-by-the-Sea 5.4 miles; Staithes 13.5 miles; Whitby 21.5 miles. (Ref. 1086819)

  • Wi-fi
  • Dishwasher

7 nights from €527

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Welcoming Lingdale cottage, offering single-storey accommodation close to coast and country. Saltburn-by-the-Sea 4 miles. (Ref. 7404)

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

7 nights from €378

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A charming detached cottage nestled in Hutton Rudby, in North Yorkshire. En-suite. Off-road parking. Osmotherley 8.5 miles; Middlesborough 13.9 miles. (Ref. 1034934)

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

7 nights from €632

Last booked yesterday
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  • Sleeps17
  • Bedrooms6
  • PetsYes

    4.5

    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 €2111

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Kestrel Cottage, a beautifully-presented property is just outside of the lovely market town of Stokesley, in North Yorkshire. Close to amenities. Great Ayton 3.2 miles; Saltburn-by-the–Sea 13.7 miles. (Ref. 1150138)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from €455

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A gorgeous, one-bed hut sitting in a rural location in Chop Gate, near Stokesley, North Yorkshire. Countryside location. Ideal for couples. Rural views. Great Ayton 10.4 miles; Saltburn-by-the-Sea 20.2 miles. (Ref. 1126877)

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

7 nights from €603

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Delightful Grade II listed cottage in the market town of Guisborough. Romantic retreat with original beams, woodburner, roll-top bath. Short walk to local amenities. Saltburn-by-the-Sea 6 miles. (Ref. 934250)

  • Wi-fi
  • Baby-friendly

7 nights from €411

  • 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

7 nights from €634

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A charming mid-terrace house found in the pretty town of Guisborough in North Yorkshire. Woodburning stove. Character. WiFi. Enclosed garden. Permit parking. Pet-friendly. Saltburn-by-the-Sea 5.2 miles; Staithes 12.6 miles; Whitby 21.6 miles. (Ref. 1075455)

  • Wi-fi
  • Washing machine

7 nights from €471

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Orchid Lodge is a tranquil, pet-friendly retreat in Saltburn-by-the-Sea, North Yorkshire, offering off-road parking and scenic countryside views. Redcar 5 miles; Guisborough 5 miles. (Ref. 1000353)

  • Wi-fi
  • Washing machine

7 nights from €587

  • 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

7 nights from €893

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

An all ground floor barn conversion on a small complex of three properties in a rural setting. Open plan living area, en-suite. Surrounded by beautiful countryside. Whitby 12 miles. (Ref. 919673)

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

7 nights from €608

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    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 €587

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.5

    Outstanding

  • 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 €587

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Lovely red brick barn conversion, one of three on owner's farm, two miles from Moorsholm village. High standard of accommodation. Wonderful open views in rural location. Ideal for walking, cycling and exploring the North York Moors. Whitby 12 miles. (Ref. 919672)

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

7 nights from €639

  • Sleeps6
  • Bedrooms4
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming mid-terrace stone cottage resting in the village of Castleton in the heart of the North York Moors. Enclosed courtyard. Master with en-suite. WiFi. Guisborough 9.2 miles; Whitby 15.5 miles; Pickering 20 miles. (Ref. 1046071)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • €116 off - Mon 21st Jul to 26th Sep 2025

7 nights from €664

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A delightful end-of-terrace cottage in the popular village of Hinderwell, North Yorkshire. Open fire. Allocated Parking. Countryside views. Whitby, 9 miles. (Ref. 934476)

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

7 nights from €378