Winter Short Breaks in Dorset

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Your search returned 488 cottages.

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  • A gravel driveway in front of a building with large windows and a slate roof at The Courtyard - Hilltop Barn in Winterborne Zelston near Wareham
    41
    Winterborne Zelston near Wareham, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A beautiful detached barn conversion situated in the lovely Dorset area of Winterborne Zelston near Wareham and Wimborne Minster. (Ref. 1058078)

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

    3 nights from Sun 29th Nov £655

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  • A stone pathway leads to a white house with a slate roof surrounded by trees and garden at Marles Farmhouse in Salwayash
    43
    Salwayash, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Beautiful converted farmhouse. (Ref. 976544)

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

    3 nights from Tue 5th Jan £1519

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  • A single story white building with a grey roof and glass entrance surrounded by a wooden fence at Cliff Barn in Burton Bradstock
    27
    Burton Bradstock, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A brightly decorated property resting within the village of Burton Bradstock, Dorset. (Ref. 1118787)

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

    3 nights from Sun 29th Nov £515

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  • Front exterior of a house with a black door two potted plants and pink flowers in a garden at 6 The Terrace Brewers Quay Harbour
    42
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. (Ref. 1096352)

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

    3 nights from Wed 6th Jan £903

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  • An outdoor patio area with a glass table and six chairs under an umbrella next to a modern house at Bramley Cottage Henley near Langport
    41
    Henley near Langport, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    An exceptional detached property resting on the outskirts of Langport, Somerset. (Ref. 1074556)

    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Sky TV

    3 nights from Sun 29th Nov £902

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  • A brick exterior of a cottage with white doors and windows at Rupert Cottage Brewers Quay harbour
    27
    Brewers Quay harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Sleeping 4 cosy cottage in Weymouth. (Ref. 994605)

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

    3 nights from Sat 16th Jan £618

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  • A brick end terrace house with a white door and windows and a paved driveway at The Nightingale in Weymouth
    33
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    The Nightingale is a stylish, semi-detached holiday home resting in Weymouth, Dorset. (Ref. 1133998)

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

    3 nights from Sat 28th Nov £530

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  • A white house with a peaked roof a black front door and paving in front at Lobster Lookout in Swanage
    42
    Swanage, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A fantastic three-bedroom house resting in Swanage, Dorset. (Ref. 1102492)

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

    3 nights from Sat 28th Nov £840

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  • Stone cottage exterior with multiple windows a dark wooden door potted plants and a small tree at Tick Tock Cottage in Marnhull
    30
    Marnhull, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    This fabulous Grade II listed cottage rests in the Dorset village of Marnhull. (Ref. 970616)

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

    3 nights from Mon 30th Nov £408

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  • A modern two-story house with large triangular windows and a glass balcony railing at 5 Red Sails in Sandbanks
    50
    Sandbanks, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    5 Red Sails, a beautifully-presented home in the stunning neighbourhood of Sandbanks in Poole, Dorset. (Ref. 1151567)

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

    3 nights from Sun 29th Nov £1145

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