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Cleveland Cottages

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Your Cleveland, Redcar & Cleveland search returned 516 cottages

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7 nights from £397

7 nights from £411

  • Sleeps3
  • Bedrooms2
  • PetsYes
  • Sykes rating

Rose Lea, a character cottage settled in the village centre of Staithes, North Yorkshire. Electric fire. Exposed stonework. Near a shop and pub. Whitby 10.7 miles. (Ref. 1145839)

  • Wi-fi
  • Washing machine

7 nights from £403

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Tower Apartment is a stylish, two-bedroom apartment resting in the heart of Whitby, North Yorkshire. Close to amenities and beach. Open-plan. Central. Robin Hood's Bay 5.8 miles; Scarborough 19.7 miles; Pickering 20.8 miles. (Ref. 1133840)

  • Wi-fi

7 nights from £453

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.4

    Good

  • Sykes rating

A gorgeous three-bedroom first floor apartment resting in Whitby, North Yorkshire. Sea views. Near a beach. Off-road parking. Robin Hood's Bay 6.0 miles; Scarborough 19.8 miles; Pickering 20.9 miles. (Ref. 1064260)

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

7 nights from £532

  • Sleeps10
  • Bedrooms5
  • PetsYes
  • Sykes rating

The Old Guard House is a beautifully-renovated property nestled in Whitby, on the edge of North York Moors National Park. Pet-friendly. Coastal views. Whitby 5.7 miles; Robin Hood's Bay 10.7 miles; Scarborough 24.4 miles; Pickering 24.3 miles (Ref. 1151033)

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

7 nights from £1915

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

This delightful, two-bedroom holiday cottage rests in Port Mulgrave near Staithes, North Yorkshire. Smart TV. Open plan. In a National Park. Pet-friendly. Whitby 9.5 miles. (Ref. 1054580)

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

7 nights from £448

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

The Old Police House is a detached house resting in Hinderwell, near Staithes, North Yorkshire. Near National Park. Close to pub. Close to beach. Pet-friendly. Staithes 1.8 miles; Whitby 8.8 miles; Scarborough 27.5 miles. (Ref. 1054301)

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

7 nights from £554

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • 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 £344

Last booked yesterday
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  • 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 £358

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • 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

7 nights from £475

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

Cosy, characterful old fisherman's cottage in quiet corner of Staithes village. Open plan living area, woodburner, 3 mins walk to beach, pub, shops. Wonderful walking and touring area with North York Moors on the doorstep. Whitby 10 miles. (Ref. 926017)

  • Wi-fi
  • Washing machine

7 nights from £346

Last booked yesterday
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  • 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 £465

Last booked yesterday
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  • 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 £472

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

31 Iburndale Lane, a lovely detached holiday home located in Sleights, North Yorkshire. Enclosed garden. Bedrooms with en-suites. Off-road parking. Whitby 4.2 miles. (Ref. 1150561)

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

7 nights from £691

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

A delightful cottage located in the village of Staithes, North Yorkshire. Harbour views. Central setting. Whitby 10 miles. (Ref. 990033)

  • Wi-fi
  • Dishwasher

7 nights from £488

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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 £273

Last booked yesterday
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Charming cottage located in Staithes, North Yorkshire. View of Cowbar Nabb. Whitby 10 miles. (Ref. 967675)

  • Wi-fi
  • Off-road parking

7 nights from £396

Last booked 2 days ago
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  • 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 £351

  • 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 £579

Last booked yesterday
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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!