Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 179 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

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

A tastefully finished two double bedrooms apartment in an attractive period building with spectacular sea views and right on of Marske-by-the-Sea beach. Easy access to all amenities. Saltburn 3 miles. (Ref. 985343)

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


for 7 nights From £500

  • 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 £442

  • 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 £349

  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    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 From £656

  • 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 £577

  • Sleeps6
  • Bedrooms3
  • Pet FriendlyNo

    4.9

    Outstanding

  • Sykes rating

Lovely semi-detached property close to beach in Redcar. Two sitting rooms, games room, ample off road parking. Beautifully presented to very high standard. WiFi. All amenities close by. Marske 4 miles. (Ref. 928714)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room
  • £36 off - Fri 16th Oct to 23rd Oct 2026

  • £32 off - Fri 23rd Oct to 30th Oct 2026


for 7 nights From £510

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.9

    Outstanding

  • Sykes rating

A semi-detached, stone-built property resting on the outskirts of Loftus. Woodburning stove. WiFi. Pet-friendly. Off-road parking. Staithes 3.5 miles; Whitby 13.4 miles. (Ref. 1021276)

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


for 7 nights From £629

  • 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 £331

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • Pet FriendlyNo

    5.0

    Perfect

  • Sykes rating

Ironstone Cottage is a charming house in Eston, North Yorkshire, boasting Smart TVs in both bedrooms and is close to amenities such as shops and pubs. Middlesbrough 5.8 miles; Saltburn-by-the-Sea 7.2 miles; Whitby 27.3 miles (Ref. 1182407)

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


for 7 nights From £384

  • 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 £399

  • 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 £478

  • 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 £291

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • Pet FriendlyYes

    4.7

    Outstanding

  • Sykes rating

A delightful cottage sitting in the village of Great Ayton. Games room. Secure bike storage. Washing machine. Stokesley 2.9 miles; Guisborough 6 miles. (Ref. 1118016)

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


for 7 nights From £484

  • Sleeps2
  • Bedrooms1
  • Pet FriendlyYes

    4.6

    Outstanding

  • Sykes rating

Isla’s Sea Forge is a terraced holiday home in Skinningrove, North Yorkshire, with WiFi and an open-plan living space. Saltburn 4.7 miles; Whitby 15.6 miles. (Ref. 1193748)

  • Pets go free
  • Wi-fi


for 7 nights From £281

  • 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 £395

  • 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 £830

  • Sleeps5
  • Bedrooms3
  • Pet FriendlyNo

    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 From £454

  • Sleeps3
  • Bedrooms2
  • Pet FriendlyYes

    4.6

    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)

  • Pets go free
  • Wi-fi
  • Washing machine


for 7 nights From £357