Holiday Cottages in Pickering

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  • A brick house with a tiled roof and multiple windows surrounded by potted plants and flowers at Runswick in Pickering
    25
    Pickering, North York Moors & Coast
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    This delightful detached house is situated in Sinnington, North Yorkshire. (Ref. 998951)

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

    7 nights from From €648

    Book now
  • An indoor swimming pool with chairs and a bench at Owl in Pickering
    Property has offers
    70
    peterculter, North York Moors & Coast
    • Sleeps5
    • Bedrooms2
    • Pet FriendlyYes

    • Yorkshire Coastal Cottages rating

    Owl, a charming pet-friendly cottage in Newton-on-Rawcliffe, in North York Moors National Park, has access to a swimming pool and hot tub and a games area. (Ref. 1205921)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Hot Tub
    • Dishwasher
    • Games room

    • €71 off - Fri 28th Aug to 31st Aug 2026

    • €71 off - Mon 31st Aug to 4th Sep 2026

    7 nights from From €1441

    Book now
  • A hot tub on a wooden deck with glasses and bottles at The Cosy Haven in Malton
    New property
    37
    Kirby Misperton near Pickering, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

    • Yorkshire Coastal Cottages rating

    Overcarr Cottagis a charming cottage in Kirby Misperton, North Yorkshire, featuring open-plan living, a hot tub, enclosed garden, and countryside viewsKirkbymoorside 8.9 miles; Helmsley 14.3 miles; Scarborough 21.8 miles; Whitby 24.7 miles; York 25 miles. (Ref. 1206421)

    • Pets go free
    • Wi-fi
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    7 nights from From €1441

    Book now
  • Two modern grey cabins with large glass windows and outdoor seating surrounded by a gravel and mulch garden at Foxes Den in Allerston near Thornton Dale
    64
    Allerston near Thornton Dale, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0★

      Perfect

    • Yorkshire Coastal Cottages rating

    A stunning, two-bedroom lodge resting in Allerston near Thornton Dale, North Yorkshire. (Ref. 1097485)

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

    7 nights from From €1004

    Last booked 2 days ago
    Book now
  • A modern house with large glass windows and a fenced garden surrounded by grassy hills at Stags Mount in Thornton Dale
    38
    Thornton Dale, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A superb, contemporary lodge resting in Allerton, North Yorkshire. (Ref. 1123918)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Baby-friendly

    7 nights from From €1014

    Last booked 2 days ago
    Book now
  • A stone house with a tiled roof behind a black metal gate labeled Hill House on a sloped stone pathway at Dovecote in Pickering
    21
    Pickering, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A superb, stone-built cottage resting in the centre of Pickering. (Ref. 1018399)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from From €490

    Last booked 2 days ago
    Book now
  • A garden with wooden table and chairs and plants in front of a stone house with large windows at The Granary in Appleton-le-Moors
    19
    Appleton-le-Moors, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Delightful detached stone cottage on owner's complex in Appleton-le-Moors village. (Ref. 936454)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from From €470

    Book now
  • A row of brick and stone houses with tiled roofs and multiple doors and windows along a roadside at Duckys in Pickering
    Property has offers
    35
    Pickering, North York Moors & Coast
    • Sleeps4
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A lovely three-bedroom terraced cottage resting in Pickering, North Yorkshire. (Ref. 1102719)

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

    • 15% off - Fri 31st Jul to 7th Aug 2026

    7 nights from From €459

    Last booked 2 days ago
    Book now
  • A brick house with a red tile roof surrounded by a wooden fence in a grassy area at Middlegate in Malton
    33
    Malton, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Detached modern bungalow, set amidst open farmland near pretty market town of Malton. (Ref. 931402)

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

    7 nights from From €586

    Book now
  • 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 & Coast
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A traditional, detached, countryside cottage located in the North York Moors National Park. (Ref. 1001669)

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

    7 nights from From €528

    Book now
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