Dorset Family Holidays

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Your search returned 392 cottages.

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  • A gravel driveway in front of a building with large windows and a slate roof at The Courtyard - Hilltop Barn in Winterborne Zelston near Wareham
    41
    Winterborne Zelston near Wareham, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A beautiful detached barn conversion situated in the lovely Dorset area of Winterborne Zelston near Wareham and Wimborne Minster. (Ref. 1058078)

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

    7 nights from £776

    Secure your holiday with a 30% deposit* Book now
  • A marina with boats docked and buildings in the background at Harbourside Haven Apartment 2 in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A beautiful and contemporary first-floor apartment overlooking the harbour in Weymouth, Dorset. (Ref. 1059263)

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

    7 nights from £636

    Secure your holiday with a 30% deposit* Book now
  • A brick house with white framed windows and door with two black chairs and a small table outside at Nuke in Weymouth
    Property has offers
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    This cottage boast style, character, and a fabulously contemporary interior. (Ref. 1005313)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • £232 off - Mon 29th Dec 2025 to 5th Jan 2026

    7 nights from £637

    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
  • A modern two story house with parking spaces and cars in front at Mary Bowes Terrace in Southbourne
    30
    Southbourne, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A delightful, ground-floor apartment set in the seaside town of Southbourne. (Ref. 1125968)

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

    7 nights from £454

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  • 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 £775

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  • 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 £515

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  • An outdoor patio with a table and chairs in front of a stone cottage with large windows and a glass door at Puffin Cottage in Hawkchurch
    21
    Hawkchurch, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Romantic single storey cottage in Hawkchurch. (Ref. 1020961)

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

    7 nights from £472

    Secure your holiday with a 30% deposit* Book now
  • A garden with various plants and flowers outside a stone cottage with thatched roof at The Elbow in Frampton
    44
    Frampton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    The Elbow is a charming house with period features and a garden, within the picturesque Dorset National Landscape in the village of Frampton in Dorset. (Ref. 1151302)

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

    7 nights from £626

    Secure your holiday with a 30% deposit* Book now
  • 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
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