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
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 $710

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★

    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 $615

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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 $1121

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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


for 7 nights $556

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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 $552

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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

    5.0★

    Perfect

  • 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 $894

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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 $1586

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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
36
Whitby, North Yorkshire, YO21
  • Sleeps2
  • Bedrooms1
  • PetsNo

    5.0★

    Perfect

  • 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


for 7 nights $523

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 & 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


for 7 nights $565

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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★

    Perfect

  • 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


for 7 nights $627

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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 $385

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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★

    Outstanding

  • 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


for 7 nights $560

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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


for 7 nights $550

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A kitchen with a wooden breakfast bar and cowhide chairs under hanging light bulbs at Beacon House in Sneaton
60
Sneaton, North York Moors National Park, YO22
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Beacon House is a stunning, semi-detached holiday home located in the coastal town of Whitby in North Yorkshire set over three floors and with a hot tub. Robin Hood's Bay 6.3 miles; Pickering 19 miles; Guisborough 22.7 miles. (Ref. 1169487)

  • Wi-fi
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights $1401

Last booked 2 hours 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

    5.0★

    Perfect

  • 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 $776

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A living room with arched windows black leather sofas a wooden coffee table a television and a floor lamp at Chapel-on-the-Hill in Grosmont
16
Grosmont, North York Moors National Park, YO22
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A fabulous Chapel conversion providing luxury two bedroom accommodation in this charming village with stunning long distance views. (Ref. 1015282)

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


for 7 nights $762

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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 $1014

Last booked yesterday
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A stone building next to railway tracks and a platform at Sir Nigel Gresley @ Engine Shed in Whitby
18
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A superb apartment, situated within the bustling town of Whitby. Designated parking. WiFi. Open-plan living. Runswick Bay 8.4 miles. (Ref. 998757)

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


for 7 nights $850

Last booked yesterday
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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


for 7 nights $528

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 $825

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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.