24/7 “On Holiday” Support

Our friendly UK team are here to help, in case of any emergency.

Award Winning Holiday Experts

Over 30 years of experience in UK self-catering holidays.

B Corp Certified Business

Committed to making a positive social and environmental impact.

Safe & Secure Payments

Flexible payment options for peace of mind.

Cleveland Cottages

REFINE SEARCH

Your Cleveland, Redcar & Cleveland search returned 525 cottages

Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Owl Barn is a gorgeous barn conversion set amongst the countryside in Glaisdale near Lealholm, North Yorkshire. In a national park. Woodburning stove. Whitby 11.4 miles; Runswick Bay 12.8 miles; Staithes 14.7 miles. (Ref. 1092579)

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

7 nights from £797

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A delightful apartment, named after the famous Blue Peter steam train, resting in the heart of Whitby, North Yorkshire. Open-plan. Off-road parking. Robin Hood's Bay 6 miles; Scarborough 19 miles. (Ref. 1002242)

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

7 nights from £529

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Fabulous modern cottage in quiet area of Whitby. Immaculately-presented, spacious, well-equipped accommodation. Sunny rear patio with steam trains passing by! Off road parking for 2 cars. All amenities 5 mins walk. (Ref. 905138)

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

7 nights from £665

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Traditional end-terrace coastal cottage. Fantastic beach views. Original character features. Family friendly. Elevated patio garden. Saltburn 3 miles. (Ref. 941503)

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

7 nights from £423

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A beautifully presented, second floor apartment set in the middle of Whitby in North Yorkshire. Harbour views. Open plan accommodation. Harbour 4 mins walk. Robin Hood's Bay 6 miles. (Ref. 941000)

  • Wi-fi
  • Washing machine

7 nights from £327

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

Enchanting little stone cottage in hamlet of Green End near Goathland. Set in North York Moors National Park, surrounded by magnificent countryside. Woodburning stove, open fire, beamed ceilings. Wonderful walking from the door. Whitby 9 miles. (Ref. 28133)

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

7 nights from £393

Last booked 7 hours ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Quaint end-terrace cottage within peaceful setting in National Park. All ground floor accommodation. Open fire. Ideal area for walking/cycling. Guisborough 2 miles. (Ref. 25855)

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

7 nights from £331

Last booked 7 hours ago
See more details
  • Sleeps11
  • Bedrooms6
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

This fabulous terraced house rests near the coast in Whitby, North Yorkshire. Near a beach. Family-friendly. Hot tub. Off-road parking. Enclosed patio. Near railway station. Robin Hood's Bay 5.9 miles; Scarborough 20 miles. (Ref. 1057076)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • 5% off - Sat 11th Jan to 18th Jan 2025

  • 5% off - Sat 18th Jan to 25th Jan 2025

  • 5% off - Sat 25th Jan to 1st Feb 2025

7 nights from £1205

  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.6

    Outstanding

  • Sykes rating

A charming apartment situated in the heart of Whitby, North Yorkshire. En-suite cloakroom. Off-road parking. Robin Hood's Bay 6 miles; Scarborough 19 miles. (Ref. 1002247)

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

7 nights from £569

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • 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

7 nights from £296

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

An attractive apartment set overlooking the harbour in Whitby, North Yorkshire. Quality finish. Designated parking. Amenities nearby. Robin Hood’s Bay 4.9 miles; Scarborough 18.9 miles. (Ref. 1072958)

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

7 nights from £609

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Superb, modern third floor apartment overlooking Whitby harbour. Open plan living, lovely views. Tastefully furnished and decorated. Lift access. Private parking. Whitby centre 10 mins walk. (Ref. 14856)

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

7 nights from £484

  • Sleeps9
  • Bedrooms5
  • PetsNo

    4.1

    Good

  • Sykes rating

Awarded 5 Star, this beautiful and luxurious Georgian townhouse has five bedrooms and four bath/shower rooms; boasting sea views and private parking, it's superbly located, a few minutes' walk from the harbour, beach, restaurants and shops. (Ref. 1015693)

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

7 nights from £897

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Traditional, stone-built, end-terrace cottage in North York Moors National Park. Woodburner, beams. Ideal for walking, cycling, touring. Whitby 10 miles. (Ref. 914847)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £389

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.4

    Good

  • Sykes rating

An attractive four-storey detached cottage, dating back to the early 1800’s nestled in the heart of historic Whitby. Pet-friendly. Coastal location. Superb views. Robin Hood's Bay 5 miles; Scarborough 19 miles; Middlesbrough 31.3 miles. (Ref. 1003472)

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

7 nights from £854

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

A delightful fisherman's cottage resting centrally in Whitby, North Yorkshire. Close to amenities and the beach. Pet-friendly. Original features. Woodburning stove. Robin Hood's Bay 5 miles; Scarborough 18.8 miles; Pickering 21.5 miles. (Ref. 1104451)

  • Wi-fi
  • Washing machine

7 nights from £501

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming apartment named after a famous steam train and is situated in the town centre of Whitby. Open-plan living. Robin Hood's Bay 6 miles; Scarborough 19 miles. (Ref. 998766)

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

7 nights from £515

Last booked 2 days ago
See more details
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.3

    Good

  • Sykes rating

Mid-terraced cottage in quiet position in centre of Marske-by-the-Sea. Traditionally furnished, warm and welcoming accommodation. Close to all amenities and lovely, sandy beach. Saltburn 3 miles. (Ref. 24012)

  • Wi-fi
  • Washing machine

7 nights from £311

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Modern and spacious mews townhouse in quiet spot within Whitby centre. Over three floors, contemporary furnishings, enclosed rear courtyard and balcony, off road parking for one car. Five minutes' walk to all amenities. Beach 10 mins walk. (Ref. 927064)

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

7 nights from £505

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7

    Outstanding

  • Sykes rating

Beautifully converted first floor apartment in central Whitby. Cosy, romantic accommodation. 5 mins walk to amenities and harbour. (Ref. 914037)

    7 nights from £302