Winter Short Breaks in Dorset

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Your search returned 486 cottages.

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    This stylish first-floor apartment rests on the outskirts of Weymouth, Dorset. (Ref. 1072388)

    • Wi-fi
    • Washing machine

    3 nights from Wed 1st Jan £448

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

      4.9

      Outstanding

    • Dream Cottages rating

    A high-quality, modern lodge sat on the outskirts of charming Wedmore in Somerset. (Ref. 983734)

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

    3 nights from Sun 1st Dec £647

    Secure your holiday with a 30% deposit* Book now
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    Pretty thatched cottage sleeping three people in beautiful West Lulworth village. (Ref. 994330)

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

    3 nights from Fri 29th Nov £472

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.1

      Good

    • Dream Cottages rating

    This contemporary holiday home rests in Portland, Dorset. (Ref. 1122555)

    • Wi-fi
    • Hot Tub
    • Dishwasher
    • Washing machine

    3 nights from Sun 1st Dec £374

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

      5.0

      Perfect

    • 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 Sat 1st Feb was £465 £423

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    An attractive, end-terrace cottage set at the heart of West Bay, Dorset. (Ref. 1004337)

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

    3 nights from Sat 7th Dec £803

    Secure your holiday with a 30% deposit* Book now
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.3

      Good

    • Dream Cottages rating

    A well-presented, four-bedroom house centrally located within steps of Weymouth harbour in Dorset. (Ref. 1092941)

    • Wi-fi
    • Ground floor bedroom
    • Baby-friendly

    3 nights from Sat 30th Nov £760

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2

      Good

    • Dream Cottages rating

    Fisherman's Cottage, King Street, is a charming cottage resting in Fortuneswell, Dorset. (Ref. 1152166)

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

    3 nights from Tue 3rd Dec £386

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

      4.6

      Outstanding

    • Dream Cottages rating

    A homely, mid-terrace cottage based in Weymouth. (Ref. 1094925)

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

    3 nights from Sat 30th Nov £428

    Secure your holiday with a 30% deposit* Book now
    • Sleeps3
    • Bedrooms2
    • PetsYes

      3.9

      Good

    • Dream Cottages rating

    Wayside is a charming, two-bedroom cottage residing in Stoke Abbot near Beaminster, Dorset. (Ref. 1138149)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 29th Nov was £480 £383

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
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