Winter Short Breaks in Dorset

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Your search returned 492 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8

      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 29th Nov $670

    Secure your holiday with a 30% deposit* Book now
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. (Ref. 1107011)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 29th Nov $582

    Secure your holiday with a 30% deposit*
    Last booked 4 hours ago
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    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    This attractive, one-bedroom cottage resides in Uploders near Bridport, Dorset. (Ref. 1117867)

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

    3 nights from Fri 28th Nov $524

    Secure your holiday with a 30% deposit* Book now
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A quaint stone-built cottage resting on the outskirts of Weymouth. (Ref. 1061544)

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

    3 nights from Sat 29th Nov $699

    Secure your holiday with a 30% deposit*
    Last booked 3 days ago
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    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    The Shippon is a spacious and inviting home, with characterful yet chic features, perfect for a couples retreat at Lower Lye, in the Blackdown Hills AONB. (Ref. 1087064)

    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Mon 8th Dec $657

    Secure your holiday with a 30% deposit*
    Last booked 5 hours ago
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    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    A superb four-bedroom barn conversion resting in Hummer, Somerset. (Ref. 1086608)

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

    3 nights from Mon 1st Dec $1709

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    • Sleeps10
    • Bedrooms4
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    A beautifully-presented, single-storey abode residing in Lytchett Matravers, Dorset. (Ref. 1084629)

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

    3 nights from Sat 29th Nov $1696

    Secure your holiday with a 30% deposit* Book now
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A character filled property resting in the pretty village of Maiden Netwon in Dorset. (Ref. 1072294)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from Sat 29th Nov $958

    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 $1880

    Secure your holiday with a 30% deposit* Book now
    • 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 $1104

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
Most relevant
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  • Price (lowest first)
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  • Rating (lowest first)
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  • Location (A to Z)
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