Glaisdale Holiday Cottages

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Your Glaisdale, North Yorkshire search returned 605 cottages

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A stone building with arched windows next to railway tracks at Evening Star @ Engine Shed in Whitby
15
Whitby, North Yorkshire, YO21
  • Sleeps3
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A charming apartment situated in the heart of Whitby, North Yorkshire. En-suite cloakroom. Off-road parking. Robin Hood's Bay 6 miles; Scarborough 19 miles. (Ref. 1002247)

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


for 7 nights £588

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A kitchen area with dark and light cabinets a grey sofa with patterned cushions and a wooden dining table with chairs at Estuary Walk in Whitby
18
Whitby, North Yorkshire, YO22
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A fantastic third-floor apartment settled in Whitby, North Yorkshire. Near the beach and coast. Romantic. Pet-friendly. Robin Hood's Bay 3.9 miles; Scarborough 18.8 miles; Pickering 21 miles. (Ref. 1089383)

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

  • 5% off - Tue 11th Nov 2025 to 28th Feb 2026


for 7 nights £432

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A living room with two sofas pillows framed pictures and a lamp at Pebble Cottage in Whitby
30
Whitby, North Yorkshire, YO21
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Pebble Cottage is a homely house situated in the town of Whitby in North Yorkshire, boasting a TV, highchair, travel cot and is near the beach. Robin Hood's Bay 6.1 miles; Scarborough 20.1 miles; Pickering 21 miles; Guisborough 21.9 miles. (Ref. 1168961)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights £513

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A house with red roof tiles beside a river surrounded by trees at Waterloo Cottage Annexe Ruswarp near Whitby
7
Ruswarp near Whitby, North York Moors National Park, YO22
  • Sleeps4
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Charming single-storey cottage on banks of River Esk in Ruswarp village. Light, spacious sitting room, cosy woodburner, lawned garden. Lovely riverside walk into Whitby. Whitby 1.5 miles. (Ref. 12240)

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


for 7 nights £365

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The exterior of a brick townhouse with blue doors steps and a small front garden with plants and a bench at The Hideaway in Whitby
18
Whitby, North Yorkshire, YO21
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A desirable ground-floor apartment resting in the centre of Whitby, in North Yorkshire. Open-plan layout. Electric fire. Pet-friendly. Robin Hood's Bay 6 miles; Scarborough 19 miles. (Ref. 989079)

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


for 7 nights £403

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Exterior view of a multi-story building with bay windows and a black metal balcony at a property named Millworth House
20
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

This charming apartment rests in the centre of Whitby, North Yorkshire. Open-plan living. Balcony. Robin Hood's Bay 6.2 miles; Scarborough 19.7 miles. (Ref. 1034058)

  • Wi-fi
  • Off-road parking
  • Dishwasher


for 7 nights £496

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Stone building with arched windows and black doors on a street at Bethel Chapel in Staithes
32
Staithes, North York Moors National Park, TS13
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A unique chapel conversion at the heart of Staithes, North Yorkshire. Chapel conversion. Open-plan living. Woodburning stove. Pet-friendly. Saltburn-by-the-Sea 9.5 miles; Whitby 10.7 miles; Middlesbrough 22.2 miles. (Ref. 1086704)

  • Wi-fi
  • Ground floor bedroom


for 7 nights £790

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A stone exterior house with a blue front door and white window shutters with a garden and wooden fence at Hazeldene in Sleights
28
Sleights, North Yorkshire, YO22
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

This homely, three-storey property sits in the village of Sleights in North Yorkshire. On the border of the North York Moors National Park. Dog-friendly. Gas fire. Whitby 3.8 miles; Robin Hood's Bay 8.2 miles; Scarborough 19.1 miles. (Ref. 1060878)

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


for 7 nights £739

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Stone cottage with white door and windows and garden with shrubs at Lyndale Cottage in Fylingthorpe near Robin Hoods Bay
15
Fylingthorpe near Robin Hood's Bay, North York Moors National Park, YO22
  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Pretty, detached stone cottage in the centre of Fylingthorpe. Spacious rooms, open fire, character beams and pine doors. En-suite bathroom. WiFi. Delightful courtyard garden. Robin Hood's Bay 0.75 miles. (Ref. 923460)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights £430

Last booked 2 days ago
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An outdoor patio area with a stone building wooden furniture and stairs leading up at Sunday Cottage in Grosmont
17
Grosmont, North York Moors National Park, YO22
  • Sleeps5
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A fabulous former village school converted to provide luxury three bedroom accommodation in this charming village with stunning long-distance views and offering a suite for those with mobility issues. (Ref. 1015657)

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


for 7 nights £1576

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Exterior view of a brick house with a blue door and multiple windows at The Railway Retreat in Whitby
45
Whitby, North Yorkshire, YO21
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

A fabulous four-bedroom property resting in Whitby, North York Moors. Near a National Park. Pet-friendly. Central location. Robin Hood's Bay 5.5 miles; Scarborough 19.5 miles; Pickering 20.6 miles; Guisborough 21.4 miles. (Ref. 1051582)

  • Wi-fi
  • Washing machine


for 7 nights £696

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A living room with wooden dining table and chairs a fireplace and two leather sofas at Riverbank View in Grosmont
23
Grosmont, North York Moors National Park, YO22
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A charming, riverside cottage resting in Grosmont, North Yorkshire. Woodburning stove. Close to amenities. Riverside views. In National Park. EV charger. Whitby 7.2 miles. (Ref. 1060040)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher


for 7 nights £493

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A stone house with white-framed windows and door on a grassy lawn with trees at Manor Cottage in Levisham
15
Levisham, North York Moors National Park, YO18
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A traditional, detached, countryside cottage located in the North York Moors National Park. Pet-friendly. Woodburning stove. Enclosed garden. Scarborough 21.9 miles. (Ref. 1001669)

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


for 7 nights £456

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A brick exterior wall with a white door numbered 5 two white framed windows and outdoor metal table and chairs with plants at 5 Oystons Yard Whitby
18
Whitby, North Yorkshire, YO21
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

A former fisherman’s cottage tucked away in Oystons Yard, in the town of Whitby. Pet-friendly. WiFi. Pub and shop within 0.1. Scarborough 19 miles; Pickering 20 miles. (Ref. 998471)

  • Wi-fi
  • Dishwasher


for 7 nights £430

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A living room with a fireplace and window seat at Isla House in Whitby
40
Whitby, North York Moors & Coast, YO21
  • Sleeps8
  • Bedrooms4
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

Isla House is a terraced holiday home set over four floors resting in the lovely seaside town of Whitby in North Yorkshire with toasty woodburning stoves. Robin Hood's Bay 5.5 miles; Scarborough 19.6 miles; Pickering 20.6 miles; Guisborough 21.5 miles. (Ref. 1171542)

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


for 7 nights £776

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A wooden cabin with a fenced deck and stone path on grass at Foxglove Lodge in Runswick Bay near Staithes
24

Holiday Park

Runswick Bay near Staithes, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This contemporary two-bedroom lodge residing on the Runswick Bay Holiday Park near Staithes, North York Moors. In a National Park. Private decking. Hot tub. Whitby 8.7 miles. (Ref. 1132623)

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


for 7 nights £649

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A wooden cabin with a fenced deck and hot tub on a grassy area at Primrose Lodge in Runswick Bay near Staithes
31

Holiday Park

Runswick Bay near Staithes, North York Moors National Park, TS13
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

This charming, two-bedroom lodge rests in the Runswick Bay Holiday Park, North Yorkshire. Decking. Hot tub. Off-road parking. Whitby 8.7 miles. (Ref. 1123810)

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


for 7 nights £672

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A brick building with an arched entrance and stairs on Newton Street at Nutshell in Whitby
21
Whitby, North Yorkshire, YO21
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Beautifully converted first floor apartment in central Whitby. Cosy, romantic accommodation. 5 mins walk to amenities and harbour. (Ref. 914037)


    for 7 nights £340

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    Exterior view of two attached houses with white and red brick walls and flowers in front at Wagtails in Sandsend
    46
    Sandsend, North Yorkshire, YO21
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.6★

      Outstanding

    • Sykes rating

    Wagtails is an impressive holiday home in Sandsend in North Yorkshire. Family-friendly. Great location. Superb views. Close to beach. Whitby 2.9 miles. Scarborough 21.4 miles. York 47.3 miles. (Ref. 1158001)

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


    for 7 nights £900

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    A stone cottage with a tiled roof across the road with yellow flowers in the foreground at Lythe Cottage in Lythe
    21
    Lythe, North York Moors National Park, YO21
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.6★

      Outstanding

    • Sykes rating

    Lythe Cottage is a lovely, Grade II listed home resting in Lythe, North Yorkshire. Original features. Near the North York Moors National Park. Sea views. Sandsend 1.1 miles; Whitby 4.1 miles; Robin Hood's Bay 9.1 miles; Middlesbrough 25.8 miles. (Ref. 1144411)

    • Wi-fi
    • Washing machine


    for 7 nights £353

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