Glaisdale Holiday Cottages

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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 604 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 £464

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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

7 nights from £735

Last booked yesterday
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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 £536

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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

    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 £428

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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 £603

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A stone cottage with a wooden gate and garden area at Quakers Cottage in Hinderwell near Runswick Bay
14
Hinderwell near Runswick Bay, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Charming detached stone cottage in popular village of Hinderwell, just north of Whitby. Well-presented open plan living area, off road parking nearby, small sunny courtyard. Local pub and shops 2 mins walk, beach 10 mins walk. (Ref. 942487)

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

7 nights from £390

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A railway platform with train tracks and a long stone building with multiple windows at Duchess of Hamilton @ Engine Shed in Whitby
30
Whitby, North Yorkshire, YO21
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Duchess of Hamilton is a beautiful, ground-floor apartment resting in the popular seaside town of Whitby in North Yorkshire near the local beach. Robin Hood's Bay 5.7 miles; Pickering 20.7 miles; Guisborough 21.6 miles. (Ref. 1172078)

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

7 nights from £519

Last booked yesterday
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A wooden lodge with a fenced patio and outdoor furniture surrounded by grass and trees at Ewe Crag Beck Lodge in Whitby
27
Egton near Whitby, North York Moors National Park, YO21
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Ewe Crag Beck Lodge is a stunning wooden lodge resting in Egton near Whitby, North Yorkshire, boasting off-road parking and an open-plan living space. Sleights 4.9 miles; Whitby 6.4 miles; Staithes 12.6 miles. (Ref. 1132949)

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

7 nights from £668

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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 £414

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A balcony with a round wicker table and chairs with a bottle of prosecco glasses flowers a plant and strawberries at Above & Beyond Whitby
41
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A fantastic second-floor apartment resting in Whitby, North Yorkshire. Near a beach. Off-road parking. Close to amenities. In a National Park. Nice views. Robin Hood's Bay 5.7 miles; Scarborough 19.7 miles; Pickering 20.6 miles. (Ref. 1113934)

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

7 nights from £486

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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 £290

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A living room with two armchairs a fireplace with fire a wall mirror and a television at Rockfish Cottage in Staithes
33
Staithes, North York Moors National Park, TS13
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A well-positioned three-bedroom cottage resting in Staithes, North Yorkshire. Woodburning stove. Stylish. Near amenities and harbour. Countryside views. Within North York Moors National Park. Whitby 10.3 miles. (Ref. 1111822)

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

7 nights from £463

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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 £789

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Stone cottage with orange tiled roof black door windows garden and grass at Fern Cottage in Hinderwell near Staithes
21
Hinderwell near Staithes, North York Moors National Park, TS13
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A charming stone cottage nestled in the village of Hinderwell in Yorkshire. Exposed beams. Woodburning stove. Homely interior. Whitby 9 miles; Robin Hood's Bay 19 miles. (Ref. 1046579)

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

7 nights from £398

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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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Row of terraced houses with different colored doors and a gravel garden path at Sunny Side in Runswick Bay
35
Runswick Bay, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.4★

    Good

  • Sykes rating

20 Hinderwell Lane is a lovely cottage resting in Runswick near Staithes in the North York Moors National Park, just a short walk to a pub and beach. Whitby 8.7 miles. (Ref. 1170630)

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

7 nights from £419

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A single-story brick house with a tiled roof lawn and bushes in front at Holly Edge in Moorsholm
34
Moorsholm, North Yorkshire, TS12
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Holly Edge is a lovely, single-storey, and pet-friendly property resting in Moorsholm, North Yorkshire, with a games room, gas fire, and off-road parking. Saltburn-by-the-Sea 7.5 miles; Whitby 15 miles. (Ref. 986858)

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

7 nights from £676

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Front entrance of a red brick house with steps flower pot and windows at Esk Side Cottage Ruswarp
40
Ruswarp, North Yorkshire, YO21
  • 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

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A brick and stone building next to a river with a paved walkway and metal railing at Sandy Bottoms in Whitby
40
Whitby, North Yorkshire, YO22
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Modern first floor apartment in the town of Whitby in North Yorkshire. Views of River Esk. Beach 1.5 miles. North York Moors National Park. (Ref. 981274)

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

7 nights from £925

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The exterior of a two story semi detached house with white walls and brick lower section at Sams Place in Whitby
30
Whitby, North Yorkshire, YO21
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This stylish, semi-detached cottage rests in the thriving town of Whitby, North Yorkshire. Off-road parking. Master with en-suite. Courtyard with furniture. Smart TV. Robin Hood's Bay 6.2 miles; Scarborough 20.3 miles; Pickering 20.5 miles. (Ref. 1054922)

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

7 nights from £600

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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.