Dorset Holiday Cottages

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Your search returned 552 cottages.

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  • A garden with grass a wooden deck with a swing and a patio with chairs and a table at Blue Waters in Weymouth
    25
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    A delightful, one-bedroom holiday home resting in Weymouth, Dorset. (Ref. 1133982)

    • Wi-fi
    • Dishwasher

    7 nights from £500

    Secure your holiday with a 30% deposit* Book now
  • A single-story house with a tiled roof and a paved driveway near the ocean at Beach Haven in West Bexington
    33
    West Bexington, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Detached chalet bungalow in West Bexington, Dorset. (Ref. 1017936)

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

    7 nights from £1293

    Secure your holiday with a 30% deposit* Book now
  • A white brick building with green framed windows a red post box a stone statue of a dog a garden with flowers and a red bicycle at Old Post Office Sherborne
    Property has offers
    46
    Sherborne, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    Old Post Office is a contemporary, four-bedroom home resting rurally in Glanvilles Wootton near Sherborne, Dorset. (Ref. 1129395)

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

    • 5% off - Tue 14th Oct 2025 to 31st Jan 2026

    7 nights from £1374

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    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

      5.0★

      Perfect

    • 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 £532

    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* Book now
  • A stone cottage with two windows a door and potted plants on a gravel yard with stone steps and greenery at Mill Cottage in Upwey
    30
    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A charming reverse-level cottage in the village of Upwey, Dorset. (Ref. 1072756)

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

    7 nights from £532

    Secure your holiday with a 30% deposit*
    Last booked 5 hours ago
    Book now
  • A garden with flowering plants and shrubs in front of a stone building with a tiled roof at Middle Farm Annex in Long Bredy
    40
    Long Bredy, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A detached barn conversion set within the village of Long Bredy. (Ref. 998739)

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

    7 nights from £533

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio area with tables, chairs, and flower beds outside cream walls with blue doors and windows at The Compass in Swanage
    24
    Swanage, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Lovely apartment nestled in the thriving Dorest town of Swanage. (Ref. 979371)

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

    7 nights from £390

    Secure your holiday with a 30% deposit*
    Last booked 1 hour ago
    Book now
  • 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
  • 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 £622

    Secure your holiday with a 30% deposit* Book now
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