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 602 cottages

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Map View
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

    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 €344

Last booked yesterday
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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

    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 €551

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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

    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 €924

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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

    5.0

    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 €696

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A garden with a hot tub and seating area at 12 Hunley Avenue Brotton near Saltburn-By-The-Sea
New property
61
Brotton near Saltburn-By-The-Sea, North Yorkshire, TS12
  • Sleeps4
  • Bedrooms2
  • PetsNo

    Sykes Rating

No. 12, a polished house in the village of Brotton in North Yorkshire with views of Saltburn and boasting a hot tub, sauna and freestanding bath. Guisborough 6.2 miles; Staithes 7 miles; Whitby 17 miles. (Ref. 1176535)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher

7 nights from €916

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A single story brick house with a tiled roof and wooden fence at 1A Police House in Whitby
35
Whitby, North Yorkshire, YO22
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9

    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 €501

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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

    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 €644

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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

    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 €494

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Exterior view of a stone and wood sided building with windows and a paved patio at The Old Jet Workshop in Whitby
New property
36
Whitby, North Yorkshire, YO21
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0

    Sykes Rating

The Old Jet Workshop is a harmonious single-storey cottage in the heart of Whitby, North Yorkshire, boasting an open-plan layout and is near the beach. Robin Hood's Bay 6.2 miles; Scarborough 20.3 miles; Pickering 21.2 miles; Guisborough 22 miles. (Ref. 1173443)

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

7 nights from €438

Last booked yesterday
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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

    Sykes Rating

A detached property resting within the village of Moorsholm. Ground-floor accommodation. Pet-friendly. WiFi. 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 €803

Last booked 2 days ago
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A living room with a sofa a television on a wooden stand a wooden coffee table and a dining table with chairs at Time and Tide Apartment 25 in Whitby
33
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    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 €562

Last booked 2 days ago
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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
42
Whitby, North Yorkshire, YO22
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    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 €897

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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

    4.8

    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 €637

Last booked 2 days ago
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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

    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 €705

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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

    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 €814

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A brick house with two white doors numbered one and two with benches and flowers in front at All Aboard Whitby
17
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0

    Sykes Rating

Modern, mid-terrace cottage in a quiet setting in central Whitby. Open plan living accommodation. WiFi. Off road parking. Overlooks railway and harbour. (Ref. 962704)

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

7 nights from €593

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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

    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 €734

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A courtyard with stone buildings and wooden gates at Mulgrave Cottage Dalehouse near Staithes
33
Dalehouse near Staithes, North York Moors National Park, TS13
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Sykes Rating

Attractive stone barn conversion in small hamlet near historic fishing village of Staithes. Open plan living area, ground floor double bedroom with ground floor wet room. WiFi. Off road parking, enclosed patio garden.10 mins walk to Staithes. (Ref. 919000)

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

7 nights from €455

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An outdoor patio with a large blue umbrella a wicker seating set and a table with food next to a living room with black leather sofas at Lemonade Cottage in Whitby
28
Whitby, North Yorkshire, YO22
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9

    Sykes Rating

An impressive townhouse less than a 5 minute level walk into a quaint seaside town of Whitby. Furnished to an excellent standard. WiFi. Off-road parking. Runswick Bay 9.2 miles. (Ref. 1018024)

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

7 nights from €773

Last booked 6 hours ago
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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
Offer
21
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0

    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 €748

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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.