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Cleveland Cottages

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Your Cleveland, Redcar & Cleveland search returned 518 cottages

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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.3

    Good

  • Sykes rating

This stunning, semi-detached barn conversion lies in Borrowby near Staithes, North Yorkshire. Ground-floor living. Pet-friendly. Smart TV. Off-road parking. Woodburning stove. Open-plan. Whitby 11.8 miles; Middlesbrough 21.9 miles. (Ref. 1083461)

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

7 nights from £580

Last booked 2 days ago
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  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A beautifully-renovated stone barn conversion settled in Easington, near Staithes. Open-plan. WiFi. Garden. Staithes 2 miles; Whitby 12 miles. (Ref. 1090743)

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

7 nights from £789

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A splendid two-bedroom cottage resting on a working farm in Roxby near Staithes in North Yorkshire. Country views. Close to amenities. Original features. Saltburn-by-the-Sea 10.9 miles; Whitby 12 miles; Middlesbrough 22.2 miles (Ref. 1084493)

  • Wi-fi
  • Off-road parking

7 nights from £359

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A stylish first-floor apartment situated in the bustling village of Loftus in North Yorkshire. Village centre. WiFi. Character. Saltburn-by-the-Sea 5.1 miles; Hinderwell 5.3 miles; Whitby 14.1 miles. (Ref. 1072810)

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

7 nights from £352

  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • 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)

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

7 nights from £611

  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • 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

7 nights from £491

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Annexe to former station master's house, in quiet Liverton village. Studio accommodation with separate kitchen. Rear patio garden with the novelty of a private goods train line at the end of the garden. Staithes 5 miles. (Ref. 922557)

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

7 nights from £274

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A stunning, detached bungalow sitting in an elevated position in Loftus, North Yorkshire. Beautiful views. Close to amenities. Enclosed garden. Hinderwell 4.7 miles; Saltburn-by-the-Sea 5.8 miles; Whitby 13.4 miles. (Ref. 1021483)

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

7 nights from £555

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Spacious, three-storey cottage based in the heart of Staithes. Pet friendly. Patio. Close to beach. Whitby 10 miles. (Ref. 1021542)

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

7 nights from £473

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A superb four-bedroom dog friendly Grade II listed barn conversion resting in Ellerby near Staithes, North Yorkshire. Rural sea views. In the North York moors National Park. Smart TV. Enclosed garden. Whitby 7.7 miles. (Ref. 1090629)

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

7 nights from £841

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5

    Outstanding

  • Sykes rating

Delightful end-terrace character cottage in centre of Hinderwell. Cosy, open fire, en-suite bedrooms. Comfortable, well-equipped, accommodation. Beach 1 mile, Whitby 7 miles. (Ref. 1050474)

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

7 nights from £466

Last booked yesterday
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A beautifully furnished, deceptively spacious fisherman's cottage in the pretty coastal village of Staithes. High standard of accommodation, well-equipped and comfortable. Beach, pubs and shops 2 mins walk. Whitby 10 miles (Ref. 989678)

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

7 nights from £418

  • 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

7 nights from £320

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A single-storey lodge on The Pines at Runswick Bay holiday park in Runswick Bay on the North Yorkshire coast. Close to beach. Decking area. Open-plan living. Staithes 2.4 miles; Whitby 8.9 miles; Saltburn-by-the-Sea 11.1 miles. (Ref. 1074088)

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

7 nights from £619

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.7

    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 £450

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming three-bedroom property situated in Hinderwell, North Yorkshire. Conservatory. Off-road parking. Enclosed garden. Pet-free. Runswick Bay Beach 1 mile; Staithes Fishing Village 1.5 miles; Sandsend Beach 6.5 miles; Whitby 8.9 miles. (Ref. 1094665)

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

7 nights from £466

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A wonderful, first-floor apartment situated in Runswick Bay, close to Staithes. WiFi. Allocated parking. Saltburn-by-the-Sea 11.2 miles. (Ref. 1013200)

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

7 nights from £328

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A beautiful apartment resting in Saltburn-by-the-Sea, North Yorkshire. Open-plan living. Romantic. Sea Views. Close to beach. Guisborough 5.5 miles; Redcar 6.8 miles; Staithes 9.2 miles; Whitby 21.8 miles. (Ref. 1061984)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £382

  • 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

7 nights from £431

  • 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

7 nights from £345

Just Show Me Cleveland Cottages


Wedged between the Heritage Coast and the northern fringes of the North York Moors National Park, our Cleveland holiday cottages are stepping stones to some fantastic attractions whether fun-filled adventure or peace and quiet rank high on your wish list.

Let's start at the coast and the broad, sandy beaches of Redcar - great for families and traditional seaside entertainment. Savour crab and lobster straight from the sea, slip into a wetsuit or have a flutter at the races. Enjoy exhilarating cliff-top walks along the Cleveland Way National Trail and take in the dizzying views from Boulby cliff. Saddle up at a local riding school and hack along the sands. Or ride the waves at Saltburn-by-the-Sea, a charming and historic resort that draws surfers from near and far - don't miss a pint or meal at The Ship Inn, once a favourite haunt of smugglers.

Cleveland's 'Captain Cook Country Tour'

Delve into the past tracing the steps of Cleveland's most famous explorer, Captain James Cook, taking in a variety of attractions including his birthplace along a 70-mile circular route.

Make the most of your Cleveland cottage's close proximity to the North York Moors National Park - a region of breathtaking natural beauty and ideal if you truly want to get-away-from-it-all. Enjoy leisurely drives along narrow, winding roads. Walk, cycle, fish, play golf - so much on offer, not to mention a welcoming range of sleepy villages, market towns and historic sites.

All in all, the best of coast and countryside when you book a Cleveland cottage holiday!