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.

Castleton Cottages

REFINE SEARCH

Your Castleton, North Yorkshire search returned 239 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
  • 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 £428

  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This delightful detached cottage is situated in the owner’s grounds in a peaceful location on the edge of Castleton village, nestling in the heart of the North York Moors National Park. Beautifully furnished. Woodburning stove. Pickering 19 miles. (Ref. 915326)

  • Off-road parking
  • Ground floor bedroom
  • Dishwasher

7 nights from £283

  • Sleeps6
  • Bedrooms4
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A charming, semi-detached house resting in the heart of Castleton, North Yorkshire. Near railway station. Woodburning stoves. Off-road parking. Guisborough 9.2 miles; Whitby 15.7 miles; Pickering 20 miles. (Ref. 961335)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £524

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

This captivating detached bungalow rests in the scenic village of Kildale, in the North York Moors National Park. All-ground-floor. Stunning settings. Pet-friendly. Middlesbrough 13.1 miles; Whitby 20.9 miles. (Ref. 1021280)

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

7 nights from £552

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Lovely red brick barn conversion, one of three on owner's farm, two miles from Moorsholm village. High standard of accommodation. Wonderful open views in rural location. Ideal for walking, cycling and exploring the North York Moors. Whitby 12 miles. (Ref. 919672)

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

7 nights from £492

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7

    Outstanding

  • Sykes rating

A two-bedroom, semi-detached cottage resting in the North York Moors near Glaisdale, North Yorkshire. Pet-friendly. Off-road parking. Rural location. Open-plan. Whitby 12.7 miles; Pickering 16 miles. (Ref. 1028168)

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

7 nights from £449

  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • 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 £492

  • Sleeps3
  • Bedrooms2
  • PetsYes
  • Sykes rating

Little Nest Cottage, a stylish cottage nestled in the town of Guisborough in North Yorkshire. Near North York Moors National Park. Allocated parking space. Saltburn-by-the-Sea 5.5 miles; Staithes 13.6 miles; Whitby 21.7 miles. (Ref. 1119422)

  • Wi-fi
  • Washing machine

7 nights from £318

Last booked 2 days ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.4

    Good

  • Sykes rating

Pretty, semi-detached stone barn conversion 2 miles from Danby. Cosy, characterful accommodation. Exposed timbers. Comfortable property, excellent views, woodburner. Whitby 15 miles, Staithes 10 miles. (Ref. 1575)

  • Wi-fi
  • Washing machine

7 nights from £400

  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

106 Westgate is a delightful, Georgian terraced cottage settled into the town of Guisborough, North Yorkshire. Woodburning stove. Garden. TV. WiFi. Saltburn-by-the-Sea 6.3 miles; Middlesbrough 9.9 miles; Whitby 21.4 miles. (Ref. 1128401)

  • Wi-fi
  • Washing machine

7 nights from £377

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Magnificent semi-detached barn conversion in Farndale. Full of character and charm, exposed beams and open fire. Excellent walking from the doorstep. Kirkbymoorside 10 miles. (Ref. 1391)

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

7 nights from £453

  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Excellent log cabin, part of a group of holiday properties. Close to coast and North York moors. Saltburn beach 1 mile. (Ref. 24296)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £492

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

This charming, mid-terrace cottage rests in Skelton-in-Cleveland, North Yorkshire. Gardens. Close to amenities. Near a National Park. Saltburn-by-the-Sea 2.8 miles; Middlesborough 12.7 miles; Whitby 20.8 miles (Ref. 1130139)

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

7 nights from £391

  • Sleeps4
  • Bedrooms2
  • PetsYes
  • Sykes rating

Cottage Eighteen01, a delightful, stone-built cottage resting in the town of Guisborough, North Yorkshire. Close to a pub. Near National Park. Near to a shop. Redcar 7.1 miles; Middlesbrough 9.7 miles; North York Moors National Park 12.8 miles. (Ref. 1156302)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £309

Last booked 6 hours ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.6

    Outstanding

  • Sykes rating

Log cabin in grounds of Rushpool Hall. All ground floor. Romantic retreat close to Moors and beaches. Saltburn 1 mile. (Ref. 24297)

  • Wi-fi
  • Ground floor bedroom
  • Washing machine

7 nights from £492

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

    4.9

    Outstanding

  • 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 £449

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

A delightful cottage sitting in the village of Great Ayton. Games room. Secure bike storage. Washing machine. Stokesley 2.9 miles; Guisborough 6 miles. (Ref. 1118016)

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

7 nights from £534

Last booked 2 days ago
See more details
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

An all ground floor barn conversion on a small complex of three properties in a rural setting. Open plan living area, en-suite. Surrounded by beautiful countryside. Whitby 12 miles. (Ref. 919673)

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

7 nights from £467

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • 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 £556

Last booked 2 days ago
See more details
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.6

    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 £467

Situated on the picturesque River Esk, a Castleton holiday cottage is the perfect base for a peaceful North Yorkshire break.

Why Castleton?

Think morning walks across purple heathland, hearty lunches in fire-warmed country pubs and peaceful cycle rides down quiet country lanes on your Castleton cottage holiday. As one of the few villages situated in the North York Moors National Park itself, you can look forward to beautiful views and plenty of accessible outdoor pursuits from the front door of your Castleton holiday cottage. The village itself boasts a small selection of local amenities, making it a loving base for your next UK cottage adventure.

Places to visit near Castleton

Thanks to its location in the heart of the North York Moors, Castleton accommodation is the perfect base for any type of Yorkshire getaway. Whether you want to explore the surrounding walking country or visit popular North Yorkshire towns and attractions, find it all nearby your Castleton holiday cottage. Luscious scenery awaits on the North Yorkshire Moors Railway, traversing some of Yorkshire's prettiest landscapes and stopping off at a handful of beautiful villages. From your cottage in Castleton, consider visiting popular places such as Danby, Goathland, Kirkbymoorside, Pickering, Staithes and Whitby.

Types of Holidays

The choice of holiday types in the area ensure that your break is an experience to cherish. Allow your dog to experience the beauty by booking a dog-friendly North York Moors cottage. If you're looking to escape the hustle and bustle, a North Yorkshire log cabin may be just right for you. Book a short North Yorkshire break for a weekend away, or make use of late deals in North Yorkshire for a surprise trip.