South West Dorset Accommodation

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Your search returned 554 cottages.

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  • A brick exterior of a cottage with white doors and windows at Rupert Cottage Brewers Quay harbour
    27
    Brewers Quay harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    Sleeping 4 cosy cottage in Weymouth. (Ref. 994605)

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

    7 nights from £611

    Secure your holiday with a 30% deposit* Book now
  • A row of brick terraced houses with bay windows and plants in front on a street at Seaside House in Weymouth
    46
    Weymouth, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Elegant end of terrace Georgian Townhouse located in Weymouth. (Ref. 1071940)

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

    7 nights from £1180

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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  • A living room with a grey sofa with colorful cushions a glass coffee table and a fireplace at Ocean Retreat in Weymouth
    14
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary apartment set in the town of Weymouth, Dorset. (Ref. 1072234)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £732

    Secure your holiday with a 30% deposit* Book now
  • A two-story house with a pitched roof on Hillcrest Road with a 20 mph zone sign and plants in Wyke Regis
    46
    Wyke Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A fabulous three-bedroom holiday home in Wyke Regis, Dorset. (Ref. 1103441)

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

    7 nights from £711

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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  • A modern two-story house with large triangular windows and a glass balcony railing at 5 Red Sails in Sandbanks
    50
    Sandbanks, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    5 Red Sails, a beautifully-presented home in the stunning neighbourhood of Sandbanks in Poole, Dorset. (Ref. 1151567)

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

    7 nights from £1343

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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  • Stone cottage exterior with multiple windows a dark wooden door potted plants and a small tree at Tick Tock Cottage in Marnhull
    30
    Marnhull, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    This fabulous Grade II listed cottage rests in the Dorset village of Marnhull. (Ref. 970616)

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

    7 nights from £447

    Secure your holiday with a 30% deposit* Book now
  • A house with garage and driveway at The Chocolate Box in Weymouth
    38
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A lovely three-storey house resting in Weymouth, Dorset. (Ref. 1092302)

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

    7 nights from £739

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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  • Boats docked in a harbor in front of buildings including Old Coastguard Apartment 2 in Weymouth
    Property has offers
    30
    Weymouth, Dorset
    • Sleeps8
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

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

    • 12% off - Fri 13th Feb to 28th Feb 2026

    7 nights from £1006

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A two-story corner house with a pink brick exterior and a bay window at Mermaid House in Brewers Quay Harbour
    41
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This stylish and neat holiday home rests in Brewers Quay Harbour in Weymouth, Dorset. (Ref. 1093760)

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

    7 nights from £667

    Secure your holiday with a 30% deposit* Book now
  • A marina with boats and yachts docked and buildings in the background at Harbourside Haven Apartment 1 in Weymouth
    18
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A superb first-floor apartment resting in Weymouth, Dorest. (Ref. 1059262)

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

    7 nights from £669

    Secure your holiday with a 30% deposit* Book now
Most relevant
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