Winter Short Breaks in Yorkshire

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Your search returned 918 cottages.

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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 York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A homely, semi-detached bungalow set in the town of Whitby in North Yorkshire. (Ref. 964700)

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

    3 nights from Sat 6th Dec £413

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a blue front door and white windows with a garden and pathway in front at Lilipad Cottage The Bay near Filey
    22
    The Bay near Filey, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Delightful cottage on The Bay holiday village, near Filey. (Ref. 939242)

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

    3 nights from Sat 29th Nov £395

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a brick house with windows and double doors opening to a patio with tables and chairs at The Beach Retreat in The Bay - Filey
    35
    The Bay - Filey, North York Moors & Coast
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    The Beach Retreat rests upon The Bay Holiday Village near Primrose Valley, North Yorkshire. (Ref. 1138811)

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

    3 nights from Sat 29th Nov £523

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A two-story brick house with glass doors and balconies and a blue hot tub in a walled yard at The Old Doghouse in Sutton-on-the Forest near Huby
    63
    Sutton-on-the Forest near Huby, Yorkshire Dales - North
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Yorkshire Coastal Cottages rating

    A stunning two-bedroom stable conversion resting in Sutton-on-the-Forest, North Yorkshire. (Ref. 1040572)

    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Dishwasher

    3 nights from Sun 7th Dec £846

    Secure your holiday with a 30% deposit* Book now
  • A dining area with a wooden table and wicker chairs next to a living room with sofas and a fireplace at Mews Cottage in Whitby
    25
    Whitby, North York Moors & Coast
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Yorkshire Coastal Cottages rating

    Lovely period property in the heart of Whitby, with private parking for one car. (Ref. 1015784)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from Sat 29th Nov £515

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a garden and a pathway leading to a wooden gate at Pond Farm View in Hinderwell
    49
    Hinderwell, North York Moors & Coast
    • Sleeps5
    • Bedrooms3
    • PetsNo

      5.0★

      Perfect

    • Yorkshire Coastal Cottages rating

    A charming three-bedroom property situated in Hinderwell, North Yorkshire. (Ref. 1094665)

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

    3 nights from Sat 29th Nov £404

    Secure your holiday with a 30% deposit*
    Last booked 3 days ago
    Book now
  • The exterior entrance of a house with a white door a white conservatory enclosed by a black metal gate at Southpoint in Bridlington
    24
    Bridlington, Vale of York & Yorkshire Wolds
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Yorkshire Coastal Cottages rating

    A spacious ground floor apartment in Bridlington. (Ref. 993191)

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

    3 nights from Sun 4th Jan £374

    Secure your holiday with a 30% deposit* Book now
  • A living area with wooden beams sofas a wooden coffee table and a kitchen space at The Barn Helperby near Boroughbridge
    56
    Helperby near Boroughbridge, North York Moors & Coast
    • Sleeps15
    • Bedrooms6
    • PetsYes

      5.0★

      Perfect

    • Yorkshire Coastal Cottages rating

    The Barn is a stunning house resting in the village of Helperby, North Yorkshire, boasting a games room, hot tub, barbecue, and ground-floor living. (Ref. 1146081)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    3 nights from Mon 1st Dec £1570

    Secure your holiday with a 30% deposit*
    Last booked 4 hours ago
    Book now
  • Back of a white house with red tiled roof and balcony with chairs and table surrounded by stone walls and trees at Roseberry Cottage in Robin Hood's Bay
    32
    Robin Hood's Bay, North York Moors & Coast
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A charming fisherman's cottage in the heart of Robin Hood's Bay. (Ref. 1000455)

    • Wi-fi
    • Dishwasher

    3 nights from Fri 28th Nov £429

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio area with brick walls wooden framed windows and doors a flower box with flowers and outdoor chairs at The Annexe in Bridlington
    Property has offers
    34
    Bridlington, Vale of York & Yorkshire Wolds
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Yorkshire Coastal Cottages rating

    A single-storey annex resting in the bustling seaside town of Bridlington, North Yorkshire. (Ref. 1127865)

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

    • 10% off - Fri 23rd Oct to 30th Oct 2026

    3 nights from Sat 6th Dec £459

    Secure your holiday with a 30% deposit* Book now
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