Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 182 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

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

29 Garnet Street is a stylish, pet-friendly holiday Victorian townhouse located in the seaside town of Saltburn-By-The-Sea in North Yorkshire and is near the beach. Guisborough 5.3 miles; Redcar 6.6 miles; Staithes 9.2 miles; Whitby 22.8 miles. (Ref. 1166415)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From $590

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    4.9

    Outstanding

  • 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


for 7 nights From $718

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

Stunning barn conversion set near Lealholm in the North York Moors National Park. Delightful garden. WiFi. Smart TV. Rural views. (Ref. 925536)

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


for 7 nights From $563

  • Sleeps4
  • Bedrooms1
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A one bedroom annexe, resting in the village of Marske-by-the-Sea in North Yorkshire. Breakfast bar. Open plan layout. Enclosed garden. Close to local amenities. Pet-friendly. Saltburn 3 miles; Redcar 3 miles. (Ref. 969177)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Games room


for 7 nights From $458

  • Sleeps4
  • Bedrooms3
  • Pet FriendlyYes

    4.8

    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)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From $598

  • Sleeps6
  • Bedrooms4
  • Pet FriendlyYes

    4.8

    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)

  • Pets go free
  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights From $581

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0

    Perfect

  • 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)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From $730

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    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 From $533

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

This stone-built, mid-terrace cottage is situated in Great Broughton near the market town of Stokesley, North Yorkshire. Pet-friendly. Woodburning stove. Near a National Park. Great Ayton 4.6 miles; Middlesbrough 10.9 miles; Saltburn-by-the–Sea 15 miles. (Ref. 1037087)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights From $389

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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


for 7 nights From $631

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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


for 7 nights From $756

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

106 Westgate is a delightful, Georgian terraced cottage settled into the town of Guisborough, North Yorkshire. Woodburning stove. Garden. TV. WiFi. Saltburn-by-the-Sea 6.3 miles; Middlesbrough 9.9 miles; Whitby 21.4 miles. (Ref. 1128401)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From $460

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A lovely end-terrace cottage situated in the village of Marske-by-the-Sea in North Yorkshire. Cosy retreat. Close to the sea and beach. Saltburn 3 miles; Redcar 3 miles. (Ref. 970620)

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


for 7 nights From $477

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    4.7

    Outstanding

  • Sykes rating

The Blacksmith's Shop is a stunning holiday cottage situated in the seaside village of Staithes in North Yorkshire with great views and en-suite bedrooms. Whitby 10.5 miles. (Ref. 1170658)

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


for 7 nights From $638

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    5.0

    Perfect

  • Sykes rating

Cliffe Cottage is a pleasant, pet-friendly cottage resting in Brotton, North Yorkshire, close to Saltburn and the North York Moors National Park. Saltburn-by-the-Sea 2 miles; Staithes 6.7 miles; Whitby 19.8 miles. (Ref. 1190383)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • 15% off - Sat 1st Aug to 31st Aug 2026


for 7 nights From $476

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

Ground floor cottage in peaceful setting near Castleton village. Cosy sitting room with bay window, lovely walks in the area. Pleasant views. Guisborough 8.5 miles. (Ref. 914908)

  • Pets go free
  • Off-road parking
  • Ground floor bedroom
  • Washing machine


for 7 nights From $440

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A lovely, three-bedroom home resting in Marske-by-the-Sea, North Yorkshire. Close to amenities and the beach. Near National Park. Stylish. Saltburn-by-the-Sea 2 miles; Redcar 4.6 miles; Whitby 22.2 miles. (Ref. 1131127)

  • Pets go free
  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights From $516

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    5.0

    Perfect

  • Sykes rating

Sandy Nook, a plush house nestled in Marske-By-The-Sea, near North York Moors National Park, features partial ground-floor living and is near the beach. Saltburn 2.7 miles; Redcar 3.2 miles; Whitby 25.9 miles. (Ref. 1179127)

  • Pets go free
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights From $1096

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyNo

    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 From $856

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    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


for 7 nights From $527

Last booked yesterday
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