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Cleveland Cottages

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Your Cleveland, Redcar & Cleveland search returned 521 cottages

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  • 10
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  • Sleeps10
  • Bedrooms5
  • PetsYes

    4.6

    Outstanding

  • 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 $2427

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A lovely mid-terrace cottage in a central location in Whitby, North Yorkshire. Open-plan living. Reverse-level. Garden. Robin Hood’s Bay 6 miles; Scarborough 20 miles; Pickering 21.1 miles. (Ref. 1053446)

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

7 nights from $508

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Gatekeepers is a wonderful holiday cottage resting just outside the small village Easington in North Yorkshire. Hot tub. Single-storey. Woodburning stove. Staithes 4.6 miles; Whitby 13.3 miles. (Ref. 1156002)

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

7 nights from $702

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.1

    Good

  • Sykes rating

Charming, terraced fishing cottage in Staithes. Character cottage with panelling, beams and woodburning stove. Spacious sitting room, sunny rear courtyard. Beach, pubs and shops 2 mins walk. Whitby 10 miles. (Ref. 933838)

  • Wi-fi
  • Dishwasher
  • Baby-friendly

7 nights from $518

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

An inviting, two-bedroom property with sea views near the Cleveland Way in Port Mulgrave, North Yorkshire. Woodburning stove. WiFi. Washing machine. Whitby 9.5 miles. (Ref. 1099813)

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

7 nights from $568

  • Sleeps6
  • Bedrooms3
  • PetsNo

    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

7 nights from $540

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

Attractive stone barn conversion in small hamlet near historic fishing village of Staithes. Open plan living area, ground floor double bedroom with ground floor wet room. WiFi. Off road parking, enclosed patio garden.10 mins walk to Staithes. (Ref. 919000)

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

7 nights from $519

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.0

    Good

  • Sykes rating

A charming, three-storey cottage resting in Staithes, North Yorkshire. Close to amenities. Sea views. Pet-friendly. Enclosed garden. Open fire. In National Park. Whitby 10.9 miles. (Ref. 1070790)

  • Wi-fi
  • Washing machine

7 nights from $622

  • Sleeps6
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This delightful, single-storey barn conversion is situated on the owner's working farm, just 9 miles from Whitby. Great family accommodation with woodburner. (Ref. 6083)

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

7 nights from $597

  • 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 $597

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Cosy and comfortable converted cottage overlooking the beck in Staithes village. Bright, open plan living area, double bedroom, en-suite walk-in shower. All ground floor. Stone terrace with lovely views. WiFi. All amenities and beach 3 mins walk. (Ref. 927817)

  • Wi-fi
  • Ground floor bedroom
  • Dishwasher

7 nights from $508

  • Sleeps6
  • Bedrooms3
  • PetsYes
  • Sykes rating

Lodge 18- The Pines is a lovely lodge settled into a holiday park in Runswick Bay near Staithes, North Yorkshire. Near a pub. Near beach. In National Park. Staithes 2.4 miles; Whitby 8.8 miles; Robin Hood's Bay 13.8 miles. (Ref. 1155388)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • $117 off - Fri 19th Jul to 26th Jul 2024

7 nights from $905

Last booked 2 days ago
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  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8

    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

7 nights from $460

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A delightful two-bedroom, stone-built cottage resting in Castleton in North Yorkshire. Smart TV. Woodburning stove. Close to amenities. Guisborough 9.6 miles; Whitby 17.5 miles; Pickering 21.7 miles. (Ref. 1085226)

  • Wi-fi
  • Dishwasher

7 nights from $547

  • 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 $634

  • 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 $686

  • 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 $421

  • 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

7 nights from $621

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 $536

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.6

    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

7 nights from $629

Last booked 2 days ago
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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!