Glaisdale Holiday 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.

Glaisdale Holiday Cottages

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Your Glaisdale, North Yorkshire search returned 600 cottages

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Map View
An exterior view of a white house with blue window frames and a wooden fence at Wayside in Glaisdale
53
Glaisdale, North York Moors National Park, YO21
  • 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 £451

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A porch with outdoor seating chairs and table in front of a brown wooden house at Bramblewick in Runswick Bay near Staithes
22
Runswick Bay near Staithes, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.4★

    Good

  • Sykes rating

A contemporary single-storey lodge resting on The Pines holiday home development in Runswick Bay, North Yorkshire. Open-plan. Decking. Close to the beach. Staithes 2.8 miles; Whitby 9 miles; Saltburn-by-the-Sea 11.5 miles. (Ref. 1076816)

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

7 nights from £477

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An outdoor patio area with blue chairs and a table set for dining next to a stone building with open doors at Roding Cottage in Egton
52
Egton, North York Moors National Park, YO21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    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 £510

Last booked yesterday
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A stone cottage with a tiled roof and hanging flower baskets near a small stone outbuilding and surrounded by grass and trees at Quoits Cottage in Beck Hole near Goathland
27
Beck Hole near Goathland, North York Moors National Park, YO22
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • 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 £532

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A stone barn with red tile roof and blue doors next to a gravel path and green lawn at Basils Barn in Egton near Grosmont
26
Egton near Grosmont, North York Moors & Coast, YO21
  • 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 £426

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The exterior of a stone cottage with two white front doors a black metal gate and wooden bench at Hart Cottage in Glaisdale
31
Glaisdale, North York Moors National Park, YO21
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A charming, stone terraced cottage in the heart of Glaisdale. Character beams, stripped doors, woodburner. Glorious views over open countryside. Whitby 8 miles. (Ref. 1015513)

  • Wi-fi
  • Washing machine
  • Baby-friendly

7 nights from £350

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A stone building with a tiled roof and a gravel driveway with flower baskets on the wall at Meadowsweet in Goathland
49
Goathland, North York Moors National Park, YO22
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A lovely three-bedroom barn conversion resting in Goathland, North Yorkshire. In the North York Moors National Park. Woodburning stove. Whitby 10.3 miles. (Ref. 1039497)

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

7 nights from £751

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A stone house with chimneys and windows surrounded by trees and a grassy area at Westonby Lodge in Shortwaite near Lealholm
25
Shortwaite near Lealholm, North York Moors National Park, YO21
  • Sleeps8
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A large, detached former hunting lodge, surrounded by panoramic countryside views, in Shortwaite near Lealholm, in the North York Moors National Park. Incredible views. Woodburning stove. Large, enclosed garden. Whitby 8.1 miles; Scarborough 26.1 miles. (Ref. 1026625)

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

7 nights from £624

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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

    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

Last booked yesterday
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A stone building with three doors and two windows surrounded by gravel at Foxglove in Goathland
42
Goathland, North York Moors & Coast, YO22
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Foxglove is a charming, dog-friendly barn conversion resting in Goathland, North Yorkshire, boasting a woodburning stove, hot tub, and off-road parking. Whitby 10.3 miles. (Ref. 1095863)

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

7 nights from £508

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A stone building with a tiled roof and green grass in front at Owl Barn in Glaisdale
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

  • 10% off - Fri 7th Nov to 5th Dec 2025

  • 10% off - Fri 5th Dec to 19th Dec 2025

7 nights from £739

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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

    4.8★

    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 £1032

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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

    5.0★

    Perfect

  • 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 £428

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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 £415

Last booked yesterday
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A stone building with a red tiled roof and outdoor seating area at The Nook in Glaisdale
33
Glaisdale, North York Moors National Park, YO21
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

The Nook is a charming, single-storey barn conversion resting 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. 1092578)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Games room

7 nights from £415

Last booked yesterday
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Exterior of a stone house with white windows and a red tiled roof at Chine Cottage Sandsend
37
Sandsend, North Yorkshire, YO21
  • 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 £1198

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A stone cottage with white framed windows and doors next to a driveway and greenery at The Old Sweet Shop in Grosmont
55
Grosmont, North York Moors National Park, YO22
  • 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

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A multi-story brick building with glass balconies and a black garage door at The Office Gardens Apartment 3 in Whitby
21
Whitby, North Yorkshire, YO21
  • 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

7 nights from £508

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 £293

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A modern three-story brick building with glass balconies and a black garage door at The Office Gardens Apartment 1 in Whitby
20
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Stylish first floor apartment within the town of Whitby in North Yorkshire. Balcony. Open-plan. En-suite. Smart TV. Off road parking. (Ref. 948080)

  • Wi-fi
  • Dishwasher
  • Washing machine

7 nights from £528

Last booked yesterday
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Map View

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.