Holiday Cottages in Guisborough

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Your Guisborough, Redcar & Cleveland search returned 179 cottages

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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A traditional stone cottage resting in Easington near Staithes, North Yorkshire. Pet-friendly. In National Park. Washing machine. Whitby 12 miles. (Ref. 1090741)

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


for 7 nights £461

  • Sleeps2
  • Bedrooms1
  • PetsYes

    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)

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


for 7 nights £329

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Detached one bedroom cottage close to the village. Lovely countryside views with plenty of walking opportunities from the door. Open plan living. Saltburn-by-the-Sea 6 miles. (Ref. 955447)

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


for 7 nights £367

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

This homely, terraced cottage sits in Staithes, North Yorkshire. Dog-friendly. Woodburning stove. Enclosed garden. Close to amenities. Whitby 10.3 miles. (Ref. 1095760)

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


for 7 nights £411

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    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


for 7 nights £652

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.3

    Good

  • Sykes rating

A well-positioned, ground-floor apartment resting in Hinderwell near Staithes, North Yorkshire. Pet-friendly. In National Park. Close to amenities. Romantic. Ground-floor living. Whitby 9.1 miles; Saltburn-by-the-Sea 10.1 miles; Middlesbrough 22.9 miles. (Ref. 1124161)

  • Wi-fi
  • Ground floor bedroom


for 7 nights £280

Last booked 4 hours ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Blackwell Lodge 5 is a charming lodge resting in Carlton-in-Cleveland near Swainby, North Yorkshire. Near National Park. Hot tub. Countryside view. Swainby 3 miles; Stokesley 3.4 miles; Middlesbrough 12.2 miles. (Ref. 1158477)

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


for 7 nights £712

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    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


for 7 nights £402

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Delightful stone barn conversion in Hinderwell village. Spacious sitting room. Conservatory. WiFi. Excellent walking and cycling area. Runswick Bay 1 mile; Staithes 1.5 miles; Whitby 9 miles. (Ref. 1050446)

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


for 7 nights £506

Last booked 2 days ago
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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


for 7 nights £524

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Beautifully presented log cabin set in acres of parkland near Saltburn. Modern, fresh interior, open plan living area, well-equipped. Beach and amenities 10 mins walk. (Ref. 13015)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine


for 7 nights £635

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • 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 £432

  • 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 £1032

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Pinjarra is a historic Grade II Listed cottage in the village of Staithes, North Yorkshire, with private parking and welcoming two well-behaved dogs. Whitby 10.9 miles. (Ref. 1171105)

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


for 7 nights £425

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

1 Johnson's Yard is a lovely holiday cottage located in the charming market town of Guisborough in North Yorkshire with a convenient open-plan layout. Saltburn-by-the-Sea 5.5 miles; Staithes 13.6 miles; Whitby 21.8 miles. (Ref. 1162586)

  • Wi-fi
  • Off-road parking


for 7 nights £303

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful, spacious and light filled bungalow with a large garden and spectacular views of the moors and hills, situated in a charming village with superb walking, cycling and outdoor activity options. (Ref. 987634)

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


for 7 nights £1360

  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Ramson is a single-storey lodge resting in Saltburn-by-the-Sea, North Yorkshire, with off-road parking, and a nearby beach, perfect for a couple. Guisborough 5.1 miles; Redcar 7.8 miles; Staithes 9.3 miles; Whitby 19.3 miles. (Ref. 1160511)

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


for 7 nights £513

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Charming single-storey Lingdale cottage, with views over open fields. Wet room, suitable for disabled guests. Saltburn-by-the-Sea 4 miles. (Ref. 7403)

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


for 7 nights £348

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    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)

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


for 7 nights £491

Last booked 9 hours ago
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7

    Outstanding

  • 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
  • 5% off - Fri 30th Jan to 31st Mar 2026


for 7 nights £813