Glaisdale Holiday Cottages

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Your Glaisdale, North Yorkshire search returned 604 cottages

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  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A refreshing cottage located in the village of Sandsend in North Yorkshire. Sea views. Three bedrooms. Garage. Patio area. Whitby 2.5 miles. (Ref. 966463)

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

7 nights from £603

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

A pleasant, semi-detached bungalow situated in a residential part of Whitby. Enclosed garden. Wet room. Off-road parking. Robin Hood's Bay 5.5 miles; Scarborough 19.6 miles. (Ref. 1073740)

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

7 nights from £448

Last booked 2 days ago
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  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8

    Outstanding

  • Sykes rating

Wayside, a rural, detached abode resting in the countryside of Glaisdale in North Yorkshire. Woodburning stove. Pet-friendly. In National Park. Barbecue. Whitby 9 miles; Pickering 18.1 miles. (Ref. 1161332)

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

7 nights from £464

Last booked yesterday
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  • 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 £290

  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8

    Outstanding

  • Sykes rating

Barn Conversion Roding Cottage is a stunning, detached, single-storey abode sitting pretty in the countryside of Egton near Grosmont, North Yorkshire, nearby a pub. Whitby 6.7 miles. (Ref. 1159604)

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

7 nights from £536

  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A charming three-bedroom cottage resting in Grosmont, North Yorkshire. Pet-free. Enclosed garden. Close to amenities. In a National Park. Whitby 6.7 miles. (Ref. 1123330)

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

7 nights from £492

  • 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 - Fri 25th Jul to 1st Aug 2025

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

7 nights from £706

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Fabulous, detached period cottage in the picturesque hamlet of Beck Hole in the North York Moors National Park. Spacious living areas with woodburning stove. Superb walking area. Pub 2 mins walk away. Goathland 1 mile. (Ref. 933726)

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

7 nights from £596

  • Sleeps5
  • Bedrooms3
  • PetsYes

    5.0

    Perfect

  • Sykes rating

23 Mill Court, a friendly abode located in the village of Ruswarp in North Yorkshire. Enclosed garden. Pet-friendly. Open plan. Near to shop and pub. Whitby 2.1 miles; Robin Hood's Bay 6.6 miles. (Ref. 1154525)

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

7 nights from £416

  • 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 £628

  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9

    Outstanding

  • Sykes rating

A quirky barn conversion situated in Egton Bridge near Grosmont, on the edge of the North York Moors National Park. Woodburning stove. Romantic dwelling. Lawned garden. Whitby 6.8 miles; Pickering 18.5 miles. (Ref. 1064996)

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

7 nights from £416

  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9

    Outstanding

  • 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 £685

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

A classy, up-to-date flat placed within Whitby in North Yorkshire. All third floor. Views of sea and town below. Open-plan. Smart TV. En-suite. (Ref. 948092)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 10% off - Fri 25th Jul to 15th Aug 2025

7 nights from £639

Last booked 2 days ago
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  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

Time and Tide Apartment 25 is a delightful, third-floor apartment situated near Whitby Beach in Whitby, North Yorkshire, with Juliet balcony and Smart TV. Robin Hood's Bay 5.8 miles; Scarborough 19.8 miles; Pickering 20.6 miles; Guisborough 21.5 miles. (Ref. 999774)

  • Wi-fi
  • Off-road parking
  • Dishwasher

7 nights from £473

Last booked yesterday
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  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

1A Police Houses, a delightful house located in the town of Whitby in North Yorkshire. Near North York Moors National Park. Near beach. Off-road parking. Robin Hood's Bay 4.6 miles; Scarborough 18.6 miles; Pickering 21 miles; Guisborough 21.9 miles. (Ref. 1129113)

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

7 nights from £422

Last booked yesterday
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  • Sleeps3
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

This semi-detached dwelling can be found at the centre of the bustling town of Whitby. Reverse-level accommodation. Ideal for small families. Staithes 10.7 miles; Scarborough 19.9 miles. (Ref. 1024579)

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

7 nights from £417

  • 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 £582

  • Sleeps10
  • Bedrooms4
  • PetsYes
  • Sykes rating

Crossbutts Farmhouse is a tremendous property near Whitby, North Yorkshire, boasting serene countryside views alongside two private hot tubs in the garden. Robin Hood's Bay 6.4 miles; Pickering 19.2 miles; Scarborough 19.6 miles; Guisborough 19.8 miles. (Ref. 1175168)

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

7 nights from £1090

  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    Perfect

  • Sykes rating

In the heart of Whitby in North Yorkshire, find this second floor, two-bedroom apartment. Open-plan. Balcony. En-suite. (Ref. 948088)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • 10% off - Fri 25th Jul to 15th Aug 2025

7 nights from £610

  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9

    Outstanding

  • Sykes rating

Beacon House is a stunning, semi-detached holiday home located in the coastal town of Whitby in North Yorkshire set over three floors and with a hot tub. Robin Hood's Bay 6.3 miles; Pickering 19 miles; Guisborough 22.7 miles. (Ref. 1169487)

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

7 nights from £970

Our holiday cottages in Glaisdale enjoy a central location within the North York Moors National Park. The village is placed excellently for a holiday of scenery, walking and exploring charming villages. Read on to discover what it is that make our Glaisdale cottages ideal for a UK break.

Lined with pretty stone buildings and surrounded by the picturesque Esk Valley, Glaisdale is a fabulous holiday base. It marks one of the last stops along the North York Moors Steam Railway. After passing through the breath-taking North York Moors, the train runs below the Grade II listed Beggar's Bridge within Glaisdale. Our holiday cottages in Glaisdale can make us of the assortment of friendly, traditional inns and local shops. The village's Ford Henry Butcher is known for its mouth-watering pork pies.

Walking and cycling paths are accessible within a stone's throw of our Glaisdale self-catering accommodation. Venture through rejuvenating, undulating countryside and discover the fascinating stories that the sleepy villages hold. You will recognise Goathland's railway station from its appearance in the Harry Potter films. Travel to the coast to find a wealth of fun-packed destinations; Whitby, Staithes and Saltburn should all be high on your agenda. The southern fringes of the North York Moors will present you with characterful market towns such as Kirkbymoorside and Pickering.

Use our years of experience and wealth of knowledge to embark on a memorable cottage holiday. Call 01244356666 today to speak to one of our helpful travel experts for more information.