South West Dorset Accommodation

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Your search returned 554 cottages.

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  • Two adjacent houses one with red brick facade and red door the other with cream facade and blue door on a street
    26
    Dorchester, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A Georgian, Grade II listed property resting in the charming town of Dorchester, Dorset. (Ref. 1025833)

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

    7 nights from $816

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a light blue door and white framed windows by a small river with ducks and overhanging trees at Duck Cottage in Sutton Poyntz
    44
    Sutton Poyntz, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Beautifully appointed cottage, resting in the quaint village of Sutton Poyntz in Dorset. (Ref. 1008404)

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

    7 nights from $744

    Secure your holiday with a 30% deposit* Book now
  • A single story white building with a grey roof and glass entrance surrounded by a wooden fence at Cliff Barn in Burton Bradstock
    27
    Burton Bradstock, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A brightly decorated property resting within the village of Burton Bradstock, Dorset. (Ref. 1118787)

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

    7 nights from $645

    Secure your holiday with a 30% deposit* Book now
  • A two-story brick house with a white entrance porch and cobblestone driveway at The Chocolate Box in Weymouth
    37
    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 $1048

    Secure your holiday with a 30% deposit* Book now
  • A small blue house with patio furniture and potted plants on a tiled patio at Outlook Lodge in Bowleaze
    28
    Bowleaze, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    A lodge sleeping four people, Bowleaze area of Weymouth. (Ref. 994500)

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

    7 nights from $1023

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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

    • 16% off - Thu 30th Oct 2025 to 5th Jan 2026

    7 nights from $1294

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  • A brick house with six windows and a central door with plants on the pavement at Manor Farm House in Bere Regis
    43
    Bere Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    Manor Farm House is a charming Georgian abode with two woodburning stoves and accepting pets, located in the picturesque village of Bere Regis, Dorset. (Ref. 1158581)

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

    7 nights from $859

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  • A stone cottage with a white door and windows a wooden gate and gravel driveway at Little Brook in Nottington near Weymouth
    26
    Nottington near Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A quaint stone-built cottage resting on the outskirts of Weymouth. (Ref. 1061544)

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

    7 nights from $732

    Secure your holiday with a 30% deposit*
    Last booked 3 hours ago
    Book now
  • The exterior of a house with white walls and wooden paneling a patio area with a table umbrella and chairs at Whitegates Lodge in Osmington
    15
    Osmington, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Link detached modern annex lodge in the Dorset Coastal village of Osmington. (Ref. 994794)

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

    7 nights from $687

    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 $934

    Secure your holiday with a 30% deposit* Book now
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