Holiday Cottages Dorset Coast

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  • A kitchen with white cabinets marble countertops skylights and floral curtains at Upsidedown House Brewers Quay Harbour
    25
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Located in a quiet location in Weymouth, Upsidedown House is a unique and beautiful holiday home. (Ref. 994746)

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

    7 nights from From £963

    Book now
  • A coastal landscape with a building on grassy land overlooking the sea at Siesta Chalet in Eype Mouth Chalet Park
    30
    Eype Mouth Chalet Park, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.5★

      Outstanding

    • 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

    7 nights from From £511

    Book now
  • A terrace with table and chair overlooking a street at Harbour Retreat in Weymouth
    36
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Harbour Retreat is an eclectic first-floor apartment close to the harbour and beach, with roadside parking, in the heart of Weymouth in Dorset. (Ref. 1164179)

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

    7 nights from From £508

    Book now
  • A living room with leather sofas glass coffee table and large windows overlooking a marina at Harbourside Haven Penthouse 1 in Weymouth
    16
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.4★

      Good

    • Dream Cottages rating

    An immaculate penthouse apartment resting in the centre of Weymouth, Dorset. (Ref. 1059266)

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

    7 nights from From £609

    Last booked yesterday
    Book now
  • A garden with a tree a flower bed and a wooden picnic table outside a two story house at Molly's Place in Boscombe
    34
    Boscombe, Dorset
    • Sleeps5
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A lovely ground-floor maisonette apartment resting in Boscombe, Dorset. (Ref. 1086302)

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

    7 nights from From £461

    Book now
  • Exterior of a row of white buildings with balconies and doors including a restaurant named ENZO at Bliss On The Bay Weymouth
    23
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A stylish apartment resting on Weymouth's beautiful esplanade. (Ref. 1067722)

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

    7 nights from From £631

    Book now
  • An outdoor balcony with a table set with plates cups a teapot and pastries with buildings in the background at Spindrift Brewers Quay Harbour
    38
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms4
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Spindrift is a characterful, home resting upon Brewers Quay Harbour in Dorset. (Ref. 1137640)

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

    7 nights from From £661

    Book now
  • A building with balconies and stairs in front with a palm tree on the side at Lookout in Cove Castle
    Property has offers
    38
    Cove Castle, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Comfortable Spanish style holiday home in Weymouth. (Ref. 994352)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    • 10% off - Fri 14th Aug to 21st Aug 2026

    7 nights from From £701

    Book now
  • The exterior of a brick house with a tiled roof a black door a paved path and plants at Badbury Lodge Brewers Quay Harbour
    26
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Victorian Semi located in Weymouth, Short walk to Brewers Quay and the Harbour. (Ref. 993971)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from From £529

    Last booked 2 days ago
    Book now
  • 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

    Last booked yesterday
    Book now
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