South West Dorset Accommodation

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • The front exterior of a brick house with a black door and white framed windows surrounded by green bushes at Admirals Quarter Apartment 4 in Weymouth
    Property has offers
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    Modern ground floor Apartment. (Ref. 993910)

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

    • €135 off - Fri 22nd May to 29th May 2026

    7 nights from €586

    Book now
  • Stone cottages with gravel courtyard and greenery at Coombe Orchard in Swanage
    17
    Swanage, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Perfect cottage for 2, close to Swanage, Open plan living area for two people, dog friendly. (Ref. 994113)

    • Off-road parking
    • Ground floor bedroom
    • Baby-friendly

    7 nights from €510

    Last booked 2 days ago
    Book now
  • A living room with two black leather sofas, a wood-burning stove, a wooden coffee table, a floor lamp, a small TV on a wooden stand, and glass doors with orange curtains at The Old Cart Shed in Winterborne Stickland
    Property has offers
    37
    Winterborne Stickland, Dorset
    • 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

    • 10% off - Tue 5th May to 30th Jun 2026

    7 nights from €642

    Book now
  • An outdoor area with brick walls and pathways at The Cottage in Wimborne Minster
    44
    Wimborne Minster, Dorset
    • Sleeps6
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A delightful single-storey holiday home resting in Wimborne Minster, Dorset. (Ref. 1111758)

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

    7 nights from €667

    Last booked yesterday
    Book now
  • Exterior view of a brick cottage with green front door and multiple white windows at Millers Cottage in Puddletown
    32
    Puddletown, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Miller’s Cottage is a snug and romantic dwelling located in the village of Puddletown, nearby a river in Dorset, with a woodburning stove and welcoming one pet. (Ref. 1160443)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from €490

    Book now
  • An outdoor patio with a table and chairs overlooking a garden and sea at Blue Yonder in Weymouth
    37
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    Blue Yonder is a cheerful, terrace holiday home resting by the sea in Weymouth, Dorset. (Ref. 1144628)

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

    7 nights from €764

    Book now
  • A patio with a round table and two chairs with two mugs on the table overlooking a gravel area and green hills at Burton Bay in Burton Bradstock
    20
    Burton Bradstock, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Pets welcome. (Ref. 994050)

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

    7 nights from €648

    Book now
  • A window view of a harbor with sailboats and buildings in the background at The Ferryman in Weymouth
    16
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A character-filled cottage located in the popular seaside town of Weymouth, Dorset. (Ref. 1017295)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from €736

    Book now
  • A stone cottage with a thatched roof and front door at Ivy Cottage in West Lulworth
    35
    West Lulworth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Lovely thatched Grade II listed cottage for a family or friends. (Ref. 994302)

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

    7 nights from €874

    Book now
  • A garden with a gravel path and wooden archway leading to a building with white walls and wooden framed windows at Pippin in Martin
    32
    Martin, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    One end of a thoughtfully planned conversion from a former farm building on the edge of the charming village of Martin, right on the Hampshire/Wiltshire border. (Ref. 988903)

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

    7 nights from €606

    Book now
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