Winter Short Breaks in Dorset

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Your search returned 470 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Outstanding

    • Dream Cottages rating

    Harbour Retreat is a delightful three-storey cottage by the harbourside in Brewers Quay Weymouth, Dorset. (Ref. 1139963)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 29th Nov €608

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

      4.4

      Good

    • Dream Cottages rating

    A single-storey chalet in a wonderful location on the Eype Holiday Park, Dorset. (Ref. 1134626)

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

    3 nights from Mon 1st Dec €512

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

      4.8

      Outstanding

    • Dream Cottages rating

    A charming townhouse set over three floors in the centre of Dorchester. (Ref. 1077743)

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

    3 nights from Fri 28th Nov €949

    Secure your holiday with a 30% deposit*
    Last booked today
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    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    This charming, one-bedroom holiday lodge rests in Piddletrenthide, Dorset. (Ref. 1131510)

    • Wi-fi
    • Ground floor bedroom

    3 nights from Sun 30th Nov €587

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    Exceptional, spacious rural barn conversion. (Ref. 905897)

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

    3 nights from Sat 29th Nov €470

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
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    • Sleeps5
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A traditional farmhouse on the cliff top in Burton Bradstock, close to Hive Beach and it’s renowned café, West Bay, Wifi. (Ref. 994095)

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

    3 nights from Sat 29th Nov €479

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    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    A delightful, romantic bolthole in the third-floor in Weymouth, Dorset. (Ref. 1078324)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 29th Nov €548

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    Last booked yesterday
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    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.1

      Good

    • Dream Cottages rating

    This lovely mid-terrace cottage lies in West Bexington, Dorset. (Ref. 1026857)

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

    3 nights from Sat 29th Nov €737

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    Last booked 2 days ago
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    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. (Ref. 1096825)

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

    3 nights from Tue 9th Dec €557

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    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    Beautiful and spacious cottage over three floors in Weymouth. (Ref. 994354)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Fri 28th Nov €549

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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