Winter Short Breaks in Dorset

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Your search returned 483 cottages.

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Honeypot Cottage is a conventional, three-storey cottage situated near Swanage Beach in Swanage, Dorset, boasting a Smart TV and enclosed courtyard. (Ref. 1164485)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Sat 29th Nov £541

    Secure your holiday with a 30% deposit* Book now
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.6

      Outstanding

    • Dream Cottages rating

    A character-filled cottage located in the popular seaside town of Weymouth, Dorset. (Ref. 1017295)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 29th Nov £583

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Seagulls Nest is a charming ground-floor apartment situated in the heart of West Bay in Dorset, enjoying an electric fire and close proximity to a beach. (Ref. 1169211)

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

    3 nights from Sat 29th Nov £408

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    Character cottage in the coastal village of Burton Bradstock, sleeping four. (Ref. 994332)

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

    3 nights from Tue 2nd Dec £613

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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.3

      Good

    • Dream Cottages rating

    Outstanding loft-style apartment in the heart of Salisbury. (Ref. 988938)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 10% off - Tue 1st Apr to 30th Apr 2025

    3 nights from Sat 29th Nov £1034

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3

      Good

    • Dream Cottages rating

    26 High West is a beautifully-presented townhouse located near the harbour in the lovely town of Weymouth, Dorset. (Ref. 1135362)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    3 nights from Sat 29th Nov £397

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    Pendennis, a charming listed cottage in the heart of the beautiful town of Sherborne, Dorset. (Ref. 1148488)

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

    3 nights from Sat 29th Nov £406

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    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.7

      Outstanding

    • Dream Cottages rating

    Blue Yonder is a cheerful, terrace holiday home resting by the sea in Weymouth, Dorset. (Ref. 1144628)

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

    3 nights from Sat 29th Nov £506

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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.4

      Good

    • Dream Cottages rating

    Modern and well-furnished Hops House is an ideal family holiday home in Weymouth. (Ref. 994277)

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

    3 nights from Fri 28th Nov £765

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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.2

      Good

    • Dream Cottages rating

    Sleeps six in Weymouth, patio garden. (Ref. 994586)

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

    3 nights from Fri 28th Nov £641

    Secure your holiday with a 30% deposit* Book now
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