Cleveland Cottages

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Your Cleveland, Redcar & Cleveland search returned 484 cottages

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  • Sleeps15
  • Bedrooms6
  • PetsYes
  • Sykes rating

A fantastic mid-terrace, five-storey house settled in Whitby, North Yorkshire. Near the beach and coast. Pet-friendly. Near railway station. Robin Hood's Bay 5.8 miles; Scarborough 19.7 miles; Pickering 20.8 miles. (Ref. 1092115)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 10% off - Mon 30th May to 31st Aug 2022

7 nights from £887

  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Perfect

  • 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 £333

Last booked yesterday
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  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

A charming, end-terrace Victorian house resting in Loftus, North Yorkshire. Pet-friendly. Enclosed garden. Near a beach. Saltburn-by-the-Sea 5 miles; Hinderwell 5.6 miles; Whitby 14.4 miles. (Ref. 1107295)

  • Wi-fi
  • Hot Tub
  • Dishwasher

7 nights from £567

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

This beautiful, terraced house sits in Loftus, North Yorkshire. Pet-friendly. Large garden. Woodburning stove. Near a beach. Hinderwell 5.2 miles; Saltburn-by-the-Sea 5.4 miles; Whitby 14 miles. (Ref. 1107297)

  • Wi-fi
  • Hot Tub
  • Dishwasher

7 nights from £512

  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0

    Perfect

  • Sykes rating

A lovely studio-style stone-built cottage resting on the outskirts of Staithes, North Yorkshire. Dog-friendly. Smart TV. Romantic. Off-road parking. Whitby 11.7 miles. (Ref. 1101012)

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

7 nights from £312

  • Sleeps5
  • Bedrooms3
  • PetsNo
  • Sykes rating

A charming dormer bungalow settled in the quaint village of Brotton, in North Yorkshire. Off-road parking. Garden. Washing machine. Staithes 6.6 miles; Guisborough 7.2 miles; Whitby 16.6 miles. (Ref. 1098622)

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

7 nights from £343

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

A delightful basement apartment in a converted Victorian property on the outskirts of Whitby, North Yorkshire. Pet-friendly. Enclosed garden. Near a beach. Open-plan. Robin Hood's Bay 5.3 miles; Scarborough 19.3 miles; Pickering 20.4 miles. (Ref. 1094711)

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

7 nights from £271

Last booked yesterday
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  • Sleeps8
  • Bedrooms4
  • PetsYes
  • 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

7 nights from £640

  • Sleeps6
  • Bedrooms2
  • PetsNo
  • Sykes rating

An attractive, detached lodge in a small, gated community in the stunning Runswick Bay. Open-plan living. Off-road parking. Garden. Children welcome. Staithes 2.4 miles; Whitby 8.9 miles. (Ref. 1112943)

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

7 nights from £601

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Very good

  • 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
  • Washing machine
  • Baby-friendly

7 nights from £355

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

A three-storey, Grade II listed cottage resting in Guisborough, North Yorkshire. Woodburning stove. Close to amenities. Outskirts of North York Moors National Park. Pet-friendly. Saltburn-by-the-Sea 6.3 miles; Staithes 14.3 miles; Whitby 20.2 miles. (Ref. 1110463)

  • Wi-fi
  • Baby-friendly

7 nights from £294

Last booked 5 hours ago
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  • Sleeps2
  • Bedrooms1
  • PetsNo
  • 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 £297

  • Sleeps6
  • Bedrooms3
  • PetsNo
  • Sykes rating

A fabulous three-bedroom apartment resting in Loftus, North Yorkshire. Smart TV. Pet-free. Near a National Park. Saltburn-by-the-Sea 5.2 miles; Hinderwell 5.2 miles; Whitby 14 miles. (Ref. 1105688)

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

7 nights from £309

  • Sleeps5
  • Bedrooms3
  • PetsYes
  • Sykes rating

This beautiful, end-terrace Victorian house rests in Loftus, North Yorkshire. Pet-friendly. Hot tub. Enclosed garden. Off-road parking. Close to beach. Saltburn-by-the-Sea 4.6 miles; Hinderwell 5.8 miles; Whitby 14.6 miles. (Ref. 1107288)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher

7 nights from £512

  • Sleeps2
  • Bedrooms1
  • PetsNo
  • Sykes rating

A charming one-bedroom barn conversion resting in Goathland, North Yorkshire. Woodburning stove. Hot tub. Rural location. Smart TV. Whitby 10.3 miles. (Ref. 1095863)

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

7 nights from £358

  • Sleeps4
  • Bedrooms2
  • PetsNo
  • Sykes rating

A homely, three-storey terraced house settled in Skelton-In-Cleveland, North Yorkshire. Close to amenities and beach. Beautiful views. Washing machine. Saltburn-by-the-Sea 2.8 miles; Middlesborough 13.6 miles; Whitby 18.4 miles. (Ref. 1108813)

  • Wi-fi
  • 10% off - Fri 5th Aug to 31st Dec 2022

7 nights from £317

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

This single-storey, two-bedroom, detached cottage sits in the North York Moors near Glaisdale, North Yorkshire. Pet-friendly. Off-road parking. Rural location. Whitby 12.7 miles; Pickering 16 miles. (Ref. 1028035)

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

7 nights from £412

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

A delightful, ground-floor apartment nestled in Saltburn-By-The-Sea. Enclosed courtyard. Dog-friendly. Central location. Beach nearby. Redcar 6.7 miles; Guisborough 5.4 miles. (Ref. 1015936)

  • Wi-fi
  • Ground floor bedroom

7 nights from £309

Last booked 2 hours ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    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)

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

7 nights from £314

  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.6

    Very good

  • Sykes rating

An attractive mid-terrace traditional cottage sitting in Hinderwell, North Yorkshire. Open-plan. Woodburning stove. Close to beach. Dog-friendly. Whitby 8.9 miles. (Ref. 1104367)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £373

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Map view

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!