Castleton Cottages

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Castleton Cottages

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Your Castleton, North Yorkshire search returned 242 cottages

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Map View
Stone house with green shutters and red tiled roof surrounded by trees at New Stable Cottage in Lealholm
17
Lealholm, North York Moors National Park, YO21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Stunning barn conversion set near Lealholm in the North York Moors National Park. Delightful garden. WiFi. Smart TV. Rural views. (Ref. 925536)

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

7 nights from €490

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An outdoor area with a wooden cabin and a wooden shelter with chairs and table at Pond Farm Woodlands Ugthorpe
38
Ugthorpe, North York Moors National Park, YO21
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A delightful log cabin located on the outskirts of Ugthorpe, North Yorkshire. Hot tub. BBQ. Breakfast bar. Whitby 9 miles; Runswick Bay 3 miles. (Ref. 930184)

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

7 nights from €1256

Last booked yesterday
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A stone cottage with tiled roof and multiple chimneys at Street House Farm Cottage Boulby near Staithes
30
Boulby near Staithes, North Yorkshire, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • 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 €376

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A living room with a blue sectional sofa wooden floors and green walls at The Seaside House in Staithes
29
Staithes, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • 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 €487

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Front entrance of a cottage with a wooden door slightly open and two small windows with wooden frames at Plum Tree Cottage Castleton near Danby
28
Castleton near Danby, North York Moors National Park, YO21
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Ground floor cottage in peaceful setting near Castleton village. Cosy sitting room with bay window, lovely walks in the area. Pleasant views. Guisborough 8.5 miles. (Ref. 914908)

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

7 nights from €382

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A stone building with a tiled roof and green grass in front at Owl Barn in Glaisdale
Offer
41
Glaisdale, North York Moors National Park, YO21
  • 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
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly
  • Games room

  • 15% off - Mon 25th Aug to 5th Sep 2025

7 nights from €798

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A detached house with tiled roof and gravel driveway at Greencroft in Saltburn-By-The-Sea
24
Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    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 €555

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A brick cottage with chimney surrounded by garden and trees with a metal table and chairs set in the garden at Bousdale Cottage in Guisborough
40
Guisborough, North York Moors National Park, TS14
  • 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 €405

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A stone cottage with a tiled roof behind a wooden gate on a gravel driveway at Wood Cottage Chop Gate near Stokesley
39
Chop Gate near Stokesley, North York Moors National Park, TS9
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

This rural detached cottage rests in Chop Gate, near Stokesley, in North Yorkshire. Stunning countryside views. Reverse-level layout. WiFi. Great Ayton 10.1 miles; Saltburn-by-the-Sea 20.5 miles. (Ref. 1025549)

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

7 nights from €761

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An exterior view of a stone house with multiple windows a large tree and a gray shed at The Grange in Goathland
32
Goathland, North York Moors National Park, YO22
  • Sleeps6
  • Bedrooms3
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

The Grange, a stunning, old servant quarters of the main house, situated in the village of Goathland, North Yorkshire. Woodburning stove. Near a shop and pub. Character. Whitby 9.2 miles. (Ref. 1138201)

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

7 nights from €794

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A stone cottage with a green door and garden bed in front at Barn Cottage in Hinderwell
31
Hinderwell, North York Moors National Park, ts13
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    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 €587

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A brick house exterior with two windows a small wooden fence and two wooden chairs in front garden at The Station Master's Office Loftus near Staithes
8
Loftus near Staithes, North Yorkshire, TS13
  • 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 €320

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Stone exterior of a cottage with a cream door potted plants and hanging baskets at Willow Nook in Glaisdale near Lealholm
19
Glaisdale near Lealholm, North York Moors National Park, YO21
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A delightful mid-terrace cottage settled at the heart of the North York Moors National Park, perfect for a family of four. Pet-friendly. Woodburning stove. WiFi. Nearby train station. Lealholm 2.5 miles. (Ref. 1026358)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from €476

Last booked yesterday
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A single-story building with a brick section and green wooden siding surrounded by trees and grass at Bee Garth in Castleton near Danby
32
Castleton near Danby, North York Moors National Park, YO21
  • 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 €337

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A brick house with a tree and garden behind a brick wall and iron gate at The Old Police House in Hinderwell
31
Hinderwell, North York Moors National Park, TS13
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    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 €651

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Exterior view of a brick bungalow with a glass conservatory and a paved driveway at Foulsyke Farm Bungalow in Loftus
50
Loftus, North Yorkshire, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • 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 €717

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Front view of a brick terraced house with a green door and flower garden at Faran House in Staithes
26
Staithes, North York Moors National Park, TS13
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • 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
  • Dishwasher
  • Washing machine
  • Baby-friendly

7 nights from €477

Last booked 2 days ago
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A modern single-story cabin with a fenced patio and paved driveway surrounded by trees at Rockpool Retreat in Runswick Bay near Hinderwell
24
Runswick Bay near Hinderwell, North York Moors National Park, TS13
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A beautifully-presented lodge in a small, gated community in Runswick, North Yorkshire. In North York Moors National Park. Pet-friendly. Electric fire. Barbecue. Staithes 2.4 miles; Whitby 9.1 miles; Saltburn-by-the-Sea 11.1 miles. (Ref. 1112653)

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

7 nights from €765

Last booked yesterday
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A stone building with green doors and white windows with a wooden fence and grass in front at Manor House Farm Cottage in Roxby near Staithes
23
Roxby near Staithes, North York Moors National Park, TS13
  • 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 €428

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A stone exterior of a house with green doors and windows with benches on a lawn at The Barn in Staithes
38
Staithes, North York Moors National Park, TS13
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A beautifully-renovated stone barn conversion settled in Easington, near Staithes. Open-plan. WiFi. Garden. Staithes 2 miles; Whitby 12 miles. (Ref. 1090743)

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

7 nights from €800

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Map View

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

Why Castleton Cottages?

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 North Yorkshire 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.