Winter Short Breaks in Dorset

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Your search returned 485 cottages.

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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.6

      Outstanding

    • Dream Cottages rating

    Excellent period apartment in Weymouth close to the esplanade. (Ref. 993988)

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

    3 nights from Fri 28th Nov £1036

    Secure your holiday with a 30% deposit* Book now
    • 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 Sat 29th Nov £1492

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    This delightful, one-bedroom holiday hut rests in Piddletrenthide, Dorset. (Ref. 1131511)

    • Wi-fi
    • Ground floor bedroom

    3 nights from Mon 1st Dec £506

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Luxury coastal ground floor property, located on Fishermans Bank, Mudeford. (Ref. 1006623)

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

    3 nights from Fri 28th Nov £836

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Mallows Byre is a delightful barn conversion situated in the historic village of Yetminster in Dorset with an outstanding freestanding bath and Smart TV. (Ref. 955342)

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

    3 nights from Mon 15th Dec £358

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    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    A traditional four-bedroom cottage resting in Talbot Village, Dorset. (Ref. 1105314)

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

    3 nights from Tue 6th Jan £921

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Rempstone Farmhouse, a delightful, detached holiday home resting near Corfe Castle in Dorset. (Ref. 1155019)

    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Washing machine
    • Games room

    3 nights from Mon 1st Dec £794

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Single-storey pet-friendly barn conversion in an attractive lawned courtyard. (Ref. 18978)

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

    3 nights from Sun 30th Nov £402

    Secure your holiday with a 30% deposit*
    Last booked 2 hours ago
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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    Contemporary barn conversion, close to the Dorset coast. (Ref. 994207)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • 5% off - Tue 1st Apr to 30th Apr 2025

    3 nights from Fri 28th Nov £636

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    • Sleeps18
    • Bedrooms9
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. (Ref. 1123341)

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

    3 nights from Mon 1st Dec £2570

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