Short Breaks in Dorset

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Your search returned 475 cottages.

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    • Sleeps8
    • Bedrooms4
    • PetsNo
    • Dream Cottages rating

    Greenwell, a delightful house located in the town of Weymouth in Dorset boasting a Smart TV, woodburning stove and proximity to the beach and pub. (Ref. 1128598)

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

    3 nights from £961

    Secure your holiday with a 30% deposit*
    Last booked 5 hours ago
    Book now
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    Beautifully restored, and elegantly furnished, historic cottage in Wiltshire's gorgeous Chalke Valley. (Ref. 988964)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from £397

    Secure your holiday with a 30% deposit* Book now
    • 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 £462

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    Tucked in a quiet location in Weymouth, The Pines is a modern holiday home for families or couples. (Ref. 994549)

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

    3 nights from £637

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    This beautiful three-bedroom property resides in West Lulworth, Dorset. (Ref. 1126738)

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

    3 nights from £760

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    Sleeping four near harbourside in Weymouth. (Ref. 994584)

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

    3 nights from £566

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Cobblers Cottage is a traditional stone built thatched cottage in the quiet Dorset village of Langton Herring, close to the Jurassic coast. (Ref. 1171904)

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

    3 nights from £443

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    A beautiful stone cottage, complete with garden on the quieter end of Portland, however situated on the main bus route to Weymouth and beyond. (Ref. 994021)

    • Wi-fi
    • Washing machine

    3 nights from £498

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary period home near Brewers Quay, Weymouth. (Ref. 1109892)

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

    3 nights from £467

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    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    This detached lodge rests on the outskirts of Wimborne Minster, Dorset. (Ref. 1038027)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Hot Tub
    • 10% off - Fri 24th Oct to 31st Oct 2025

    3 nights from £650

    Secure your holiday with a 30% deposit* Book now
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