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
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


for 7 nights £823

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A stone house with arched doorway and climbing plants near a Ruswarp sign at The Station House Ruswarp near Whitby
31
Ruswarp near Whitby, North Yorkshire, YO21
  • Sleeps11
  • Bedrooms5
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Superb former stationmaster's house in the heart of Ruswarp. Quality accommodation with period features, including woodburner and AGA. Whitby 1.5 miles. (Ref. 1220)

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


for 7 nights £1010

Last booked yesterday
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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 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

  • £666 off - Fri 2nd Jan to 9th Jan 2026


for 7 nights £372

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Front view of a brick house with a tiled roof wooden door and windows behind a wooden fence with a gate at Bishop Cottage Skinningrove near Whitby
16
Skinningrove near Whitby, North Yorkshire, TS13
  • Sleeps3
  • Bedrooms1
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

One of five Skinningrove cottages in a courtyard setting. Well-equipped ground floor accommodation just minutes from shops, pub and cafe, 0.5 miles from the sea. Saltburn 6 miles. (Ref. 2834)

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


for 7 nights £245

Last booked 2 days ago
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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 £532

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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 £1198

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A stack of lobster pots on a stone pier with a sandy shore and buildings in the background at Olton Hall @ Engine Shed in Whitby
13
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

An all-ground-floor apartment resting within the centre of the seaside town of Whitby. Pub within 0.1 miles. WiFi. Runswick Bay 8.4 miles. (Ref. 1002244)

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


for 7 nights £584

Last booked yesterday
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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 £685

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Railway platform with tracks and a long stone building beside it at Mallard @ Engine Shed in Whitby
13
Whitby, North Yorkshire, YO21
  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

An outstanding, spacious apartment resting within the centre of Whitby. Electric fire. WiFi. Off-road parking. Runswick Bay 8.4 miles. (Ref. 1002245)

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


for 7 nights £681

Last booked 6 hours ago
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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 £293

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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 £492

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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 £510

Last booked yesterday
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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


for 7 nights £355

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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


for 7 nights £416

Last booked today
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A brick house with a tiled roof a front yard with grass a tree a pathway with stones and wooden fences at Araucaria House in Whitby
24
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A homely, semi-detached bungalow set in the town of Whitby in North Yorkshire. Beach 1.5 miles. Pet friendly. WiFi. (Ref. 964700)

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


for 7 nights £413

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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 £393

Last booked 7 hours ago
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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
30
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


for 7 nights £463

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A brick paved driveway with no parking sign and bushes in front of a brick building with white doors and windows at Porters Rest in Whitby
22
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A delightful, terraced cottage in Whitby, North Yorkshire. Family-friendly. Parking. Harbour views. WiFi. Robin Hood's Bay 5.5 miles; Scarborough 19.4 miles; Guisborough 21.2 miles. (Ref. 1128525)

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


for 7 nights £482

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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 £624

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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 £451

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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.