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 603 cottages

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Map View
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 National Park, 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

  • $892 off - Fri 2nd Jan to 9th Jan 2026


for 7 nights $500

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


for 7 nights $685

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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


for 7 nights $715

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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★

    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


for 7 nights $625

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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


for 7 nights $471

Last booked yesterday
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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


for 7 nights $1157

Last booked yesterday
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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


for 7 nights $752

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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


for 7 nights $1029

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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


for 7 nights $394

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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


for 7 nights $558

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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

    4.9★

    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


for 7 nights $1322

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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

    4.9★

    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


for 7 nights $883

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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


for 7 nights $575

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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


for 7 nights $743

Last booked yesterday
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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


for 7 nights $824

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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


for 7 nights $1609

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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


for 7 nights $949

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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

    4.6★

    Outstanding

  • 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


for 7 nights $528

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A wooden cabin with a fenced deck surrounded by grass and fields at Aspen Lodge in Whitby
24

Holiday Park

Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Aspen Lodge, a charming, single-storey lodge located in the seaside town of Whitby in North Yorkshire. Near National Park. Hot tub. Rural setting. En-suite. Robin Hood's Bay 6.3 miles; Pickering 19.1 miles; Scarborough 19.8 miles; Guisborough 20 miles. (Ref. 1158377)

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


for 7 nights $909

Last booked 2 days ago
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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

    4.9★

    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


for 7 nights $530

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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.