Dorset Holiday Cottages for 2026

Your search returned 592 cottages.

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  • An outdoor hot tub next to a blue house with glass doors and a garden with grass and bushes at Fisherman's Cottage in Southwell
    25
    Southwell, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

    • Dream Cottages rating

    A historic, 18th-century cottage resting in Portland, Dorset. (Ref. 1122551)

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

    7 nights from From £761

    Book now
  • A row of terraced houses with white and yellow facades and a sidewalk at Brewers Quay Harbour
    28
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A delightful cottage situated next to Weymouth harbour in Dorset. (Ref. 1061726)

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

    7 nights from From £831

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  • A modern building with balconies and stairs at Seafern House 36B in Poole
    36
    Poole, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Sea Fern House - 36B, a bright townhouse resting in Poole, Dorset, boasts proximity to the beach and New Forest National Park, harbour views and Smart TV. (Ref. 1190479)

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

    7 nights from From £1121

    Last booked yesterday
    Book now
  • A brick two-story house with balconies and a hedge in front at Harbour Reach 6 in Weymouth
    24
    Weymouth, Dorset
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A wonderful apartment that sleeps up to three people resting in Weymouth, Dorset. (Ref. 1057385)

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

    7 nights from From £412

    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
    • Pet FriendlyNo

      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 From £599

    Last booked yesterday
    Book now
  • An outdoor patio with wooden chairs a hot tub a fire pit and a potted plant next to a wooden building at Quantock Barn in Stockland near Honiton
    30
    Stockland near Honiton, Devon
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A stylish ground-floor dwelling lying in a peaceful and secluded area within the village of Stockland, East Devon. (Ref. 1105194)

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

    7 nights from From £1374

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  • A row of modern brick and beige townhouses with balconies and large windows behind a green hedge at Kiama in Weymouth
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A well-positioned, three-storey property resting in Weymouth, Dorset. (Ref. 1118939)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from From £647

    Book now
  • A small dining area with a round table set for four near a window with a view of the beach and ocean at 5 The Beaches Weymouth
    18
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    Beautiful seafront apartment within the popular resort of Weymouth in Dorset. (Ref. 1003083)

    • Wi-fi
    • Dishwasher

    7 nights from From £504

    Last booked yesterday
    Book now
  • An outdoor view of a cottage with a thatched roof and stone wall at Bracken Cottage in
    11
    Osmington, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

    • Dream Cottages rating

    Bracken Cottage is a romantic property resting in the village of Osmington, Dorset, boasting an open-plan living area, is close to the beach and amenities. (Ref. 1173628)

    • Wi-fi
    • Off-road parking

    7 nights from From £457

    Book now
  • A stone and blue wooden building with external staircases and balconies under a clear sky at Santiago House in Weymouth
    45
    Weymouth, Dorset
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyNo

      4.9★

      Outstanding

    • Dream Cottages rating

    This charming, four-bedroom holiday home rests in Weymouth, Dorset. (Ref. 1043677)

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

    7 nights from From £1032

    Book now
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