Vacation Rentals & Cottages in Castleton

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1,113 Houses

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Price per night from

$119

Hog Barn at Howe End

Castleton house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$271

Characterful, spacious 3 bedroom cottage in the heart of the North York Moors

Castleton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 15 minutes

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Price per night from

$92

Springfield Cottage, Castleton

Castleton cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$155

Michaelmass Cottage, Castleton

Castleton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$145

Esklets Cottage, Castleton

Castleton cottage

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$178

Rose Cottage is in Castleton,.

Castleton cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$154

Great rentals within 20 miles that match your search

QUOITS COTTAGE, detached, woodburner, king-size bed, terraced garden with

Beck Hole house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$219

Wills House, Redcar

Redcar house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$203

THE OLD SCHOOL HOUSE, first floor apartment, open plan, enclosed courtyard, in

Hutton le Hole house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$171

3. The Granary Cottages 3

Whitby barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 55 minutes

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Price per night from

$173

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Price per night from

$504

Sandglass Cottage

Whitby house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$180

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Price per night from

$174

Kingfisher, Whitby

Whitby house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$165

Ravenscraig House, Staithes - 4 bedroom central Staithes village

Staithes house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 13 minutes

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Price per night from

$317

CROFT VIEW, luxury holiday cottage, with woodburner and WiFi, ideal for

Fylingthorpe house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$257

“Character by the bucketload!” A lovely small 'quirky' cottage, with everything you could want. Welcoming but unobtrusive hosts; good location for visiting all the attractions in North/East Yorkshire. Local pub serves good food with a warm welcome. The visiting/moblile fish and chip van in the village is worth a visit.

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$103

THE OLD CART HOUSE, pet friendly, character holiday cottage, with a garden in

Church Houses house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Homely, well equiped in a fantastic location” The owners had left mugs and everything ready to make a cup of tea on our arrival, and a bottle of wine. This was very much appreciated on a dark December night. It was warm and inviting and had everything we needed. My large family had a fantastic stay, thank you

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Price per night from

$206

STERLING HOUSE, family friendly, with a garden in Robin Hood's Bay, Ref 3637

Robin Hoods Bay house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“ideal location and facilities.” A three generation family: we all enjoyed our stay in Sterling House. Four bedrooms and two bathrooms fully utilised as well as excellent kitchen facilities. Parking was not a problem and the garden very useful. Also useful for local shop and pubs.

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$297

“Peaceful home from homebut with beautiful views” The cottage is very well maintained and the owners could not have ben more helpful, nothing was too much trouble to make our stay a very happy one.

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Price per night from

$107

THE SHIPWRIGHTS, family friendly, with a garden in Whitby, Ref 1961

Whitby house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

“Excellent three generation, family, holiday venue” Service excellent. House spacious, well equipped, lots of unexpected extras, everything needed to cater for a house full of all ages. Location perfect for us with play area opposite and parking for two cars. We like South side of Whitby, only 5 mins quick walk away, flat route better for pushchair. Downstairs separate area ideal for young couple, ensuite perfect for us who paid the bill. Everyone, from the 2 year old to the 67 year old loved the decor, tasteful, yet out of harms way, carefully positioned for safety yet with maximum impact. The spacious living room, kitchen and corridors enabled the youngsters to let off steam despite the typical Whitby weather

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Price per night from

$179

RIVER COTTAGE, family friendly, with a garden in Staithes, Ref 4265

Staithes house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Great cottage, superbly equiped, good location.” It was very easy to book and access the cottage. We loved the cottage, comfortable, really well equiped and well heated.The locatiion is ideal to visit the coastal resorts, an easy walk int Staithes and conveient for the North York Moors. We liked the cleanliness and high standard of fittings and furniture.

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Price per night from

$150

CRICKET COTTAGE, pet friendly, with a garden in Whitby, Ref 4263

Ruswarp house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

“Excellant” Lovely cottage, very comfortable, nice views, will recommend and will go back.

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Price per night from

$154

“A lovely cottage, a great location, a lovely time.” Parking in Whitby is an absolute premium, so an allocated space is brilliant. It's only a short walk into the town,and the co op is about 5 mins walk away. The location is incredible, and the views across the Esk are wonderful, and best of all it was a steam gala weekend, so we had steam trains past the window four times a day in each direction, with the runaround directly outside the window. Marvellous.By the end of the week we recognised the locos by the sound of their whistle! the cottage is 'upside down', meaning the best views are all from the living room/dining room area. The bedrooms are extremely quiet, with no street noise. the cottage was exceptionally well equipped with a comfortable bed. Everything was exceptionally clean, and well cared for. We would definitely come again, but it has to be a stay for people who like trains (unsurprisingly with the name!!). best to check the Nymr website before booking as steam trains don't always run.No faults, no problems whatsoever.

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Price per night from

$150

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Price per night from

$238

WADDLEDUCK, pet friendly, with a garden in Whitby, Ref 11492

Whitby house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

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Price per night from

$196

“wonderful cottage and garden” Thoroughly enjoyed our stay, even the washing up became a joy as there were so many birds in the garden.

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Price per night from

$129

HOWE END COTTAGE, townhouse, family accommodation, courtyard garden in

Kirkbymoorside house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

“Really great cottage in a great location” We had a lovely stay here Kirkby Moorside is a lovely place and the cottage was a perfect base. There is a great playground just a minute from the cottage and great dog walking. The cottage was just lovely a real home from home, one we would definately like to return to.

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Price per night from

$255

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Price per night from

$124

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Price per night from

$289

BROOKLEIGH, open fire, pet friendly, decorative Yorkist range, enclosed garden

Hutton le Hole house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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$183

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Price per night from

$327

KEEP COTTAGE, enclosed garden, pet friendly, woodburning stove, Ref 904784

Pickering house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$156

Howe End Cottage, 3 bedroom, 2 bathroom, beautifully relaxing.

Kirkbymoorside cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 4

“An excellent, spacious, clean and well equipped cottage” We have stayed at Howe End on several occasions and always found it to be clean and well equipped. Kirkbymoorside is a lovely town with many facilities including good pubs, restaurants and shops.

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Price per night from

$216

Argil Cottage, 4 Star Gold Award, North York Moors

Kirby Misperton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 2 hours 7 minutes

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Price per night from

$150

Driftwood Cottage with sea views.

Staithes cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 47 minutes

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Price per night from

$180

Flat A, The Green

Hutton le Hole apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 2 minutes

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Price per night from

$123

Viewing 38 of 1,113
rentals in Castleton

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