Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 166 cottages

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  • 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
  • 10% off - Wed 1st Oct to 31st Oct 2025

7 nights from £335

  • 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 £523

  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.3

    Good

  • Sykes rating

Traditional terraced Marske cottage close to centre of this coastal town. Three bedrooms, cosy accommodation, amenities and beach within 10 mins walk. Whitby 20 miles. (Ref. 3940)

  • Wi-fi
  • Washing machine

7 nights from £309

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A delightful two-bedroom, stone-built cottage resting in Castleton in North Yorkshire. Smart TV. Woodburning stove. Close to amenities. Guisborough 9.6 miles; Whitby 17.5 miles; Pickering 21.7 miles. (Ref. 1085226)

  • Wi-fi
  • Dishwasher

7 nights from £404

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Cosy sandstone cottage next to quiet country inn, a lovely Staithes cottage in quiet hamlet of Dalehouse. Well placed for coast and moors. Staithes 0.75 miles. (Ref. 4265)

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

7 nights from £394

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    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 £392

Last booked yesterday
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  • 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 £421

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    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 £513

  • 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

7 nights from £437

  • 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

7 nights from £506

  • 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

7 nights from £696

  • 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

7 nights from £418

Last booked yesterday
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  • 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

7 nights from £649

  • 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

7 nights from £432

  • 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

7 nights from £430

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    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

7 nights from £622

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.9

    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

7 nights from £442

  • 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

7 nights from £416

  • 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

7 nights from £332

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4

    Good

  • 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 £506