Holiday Cottages in Guisborough

REFINE SEARCH

Your Guisborough, Redcar & Cleveland search returned 170 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps4
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A Grade II listed cottage perched in the pretty village of Upleatham near Saltburn-By-The-Sea, North Yorkshire. Open fire. WiFi. Character. Saltburn-by-the-Sea 2.6 miles; Middlesbrough 12.2 miles; Whitby 21.2 miles. (Ref. 1073539)

  • Wi-fi
  • Washing machine


for 7 nights €505

Last booked 2 days ago
See more details
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A superb stone-built cottage resting in Faceby, North Yorkshire. En-Suite bedrooms. In a National Park. Woodburning stove. Stokesley 5.2 miles; Osmotherley 5.9 miles; Northallerton 12.2 miles. (Ref. 1097690)

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


for 7 nights €1143

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A spacious sheperd's hut cottage located near the village of Skinningrove. Woodburning stove. North York Moors National Park. Skinningrove 1.5 mile. (Ref. 998292)

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


for 7 nights €510

  • 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


for 7 nights €556

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • Sykes rating

18th century, semi-detached cottage in rural hamlet. Cast iron open fire range. Tastefully furnished, very comfortable. Excellent walking. Staithes 3 miles. (Ref. 987392)

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


for 7 nights €422

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Attractive stone barn conversion in small hamlet near historic fishing village of Staithes. Open plan living area, ground floor double bedroom with ground floor wet room. WiFi. Off road parking, enclosed patio garden.10 mins walk to Staithes. (Ref. 919000)

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


for 7 nights €475

Last booked 2 days ago
See more details
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A well-positioned three-bedroom cottage resting in Staithes, North Yorkshire. Woodburning stove. Stylish. Near amenities and harbour. Countryside views. Within North York Moors National Park. Whitby 10.3 miles. (Ref. 1111822)

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


for 7 nights €529

Last booked yesterday
See more details
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming stone cottage nestled in the village of Hinderwell in Yorkshire. Exposed beams. Woodburning stove. Homely interior. Whitby 9 miles; Robin Hood's Bay 19 miles. (Ref. 1046579)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Sky TV
  • 10% off - Wed 5th Nov 2025 to 2nd Jan 2026


for 7 nights €469

Last booked 3 hours ago
See more details
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

A rural property with contemporary design settled into the village of Lingdale, North Yorkshire. Off-road parking. Open-plan. Close to a pub. No pets. Saltburn-by-the-Sea 4.9 miles; Staithes 10 miles; Whitby 19.2 miles. (Ref. 1128578)

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


for 7 nights €557

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Handale Banks Farm Lodge is a delightful, pet-friendly retreat resting in Liverton, North Yorkshire, with an open-plan living space and off-road parking. Whitby 14.9 miles; Middlesbrough 20.5 miles; Scarborough 33.8 miles. (Ref. 1134016)

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


for 7 nights €467

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Harrington Cottage, a stone-built cottage set in the heart of Marske-by-the-Sea, North York Moors. Stylish interior. Seaside setting. Near National Park. Middlesborough 11 miles; Staithes 11.8 miles; Whitby 21.8 miles. (Ref. 1151322)

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


for 7 nights €605

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

Chimes Cottage is a delightful, Grade II listed holiday cottage in the market town of Guisborough with a woodburning stove and indulgent roll-top bath. Saltburn-by-the-Sea 5.1 miles; Staithes 15.2 miles; Whitby 21.6 miles. (Ref. 1178310)

  • Wi-fi
  • 10% off - Thu 27th Nov 2025 to 31st Mar 2026


for 7 nights €377

Last booked yesterday
See more details
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This rural detached cottage rests in Chop Gate, near Stokesley, in North Yorkshire. Stunning countryside views. Reverse-level layout. WiFi. Great Ayton 10.1 miles; Saltburn-by-the-Sea 20.5 miles. (Ref. 1025549)

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


for 7 nights €759

  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A wonderful cottage combining contemporary and traditional charm in North Yorkshire, spacious and stylish and pet-friendly with an enclosed garden. (Ref. 1037972)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine


for 7 nights €1068

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Top-Notch Flat is a homely first-floor duplex apartment located in the town of Saltburn by the Sea in North Yorkshire, with a nearby shop, pub and beach. Guisborough 5.2 miles; Redcar 6.5 miles; Staithes 9.3 miles; Whitby 19.3 miles. (Ref. 1129541)

  • Wi-fi
  • Washing machine


for 7 nights €408

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

44 Maynard Street is a lovely terraced property resting in Carlin How, North Yorkshire. TV. WiFi. Close to a shop. Saltburn-by-the-Sea 3.8 miles; Staithes 5.5 miles; Whitby 18.7 miles. (Ref. 1138947)

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


for 7 nights €378

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Blackwell Lodge 1, a delightful 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. 950581)

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


for 7 nights €634

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful log cabin located on the outskirts of Ugthorpe, North Yorkshire. Hot tub. BBQ. Breakfast bar. Whitby 9 miles; Runswick Bay 3 miles. (Ref. 930184)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room


for 7 nights €1159

  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Attractive stone barn conversion in quiet hamlet near Staithes fishing village. Family-friendly accommodation with open plan living, off road parking, WiFi. Excellent walking, cycling area. Ten mins walk into Staithes. (Ref. 934802)

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


for 7 nights €373

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Cosy and comfortable converted cottage overlooking the beck in Staithes village. Bright, open plan living area, double bedroom, en-suite walk-in shower. All ground floor. Stone terrace with lovely views. WiFi. All amenities and beach 3 mins walk. (Ref. 927817)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher


for 7 nights €434