Dorset Family Holidays

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Your search returned 403 cottages.

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  • A white three-story residential building with a black and white tiled walkway leading to a black door at 66 3 Compass Point in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    3 Compass Point is a stylish, ground-floor apartment resting in Weymouth, Dorset. (Ref. 1129014)

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

    7 nights from €756

    Secure your holiday with a 30% deposit* Book now
  • Front view of three terraced houses with plants and bushes in front at Kingfisher Cottage in Weymouth
    19
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A terrace property resting close to the beach and harbour in Weymouth. (Ref. 1038344)

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

    7 nights from €675

    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

      4.9★

      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 €897

    Secure your holiday with a 30% deposit* Book now
  • A red brick exterior of a house with a maroon front door and windows a wooden bench and flower pots outside at Poole Quay Cottage in Poole
    26
    Poole, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A welcoming, mid-terrace cottage rests in Poole, Dorset. (Ref. 1102863)

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

    7 nights from €680

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • The facade of a three-story building with bay windows and a sign reading Bay Tree House in Seaton Devon
    61
    Seaton, Devon, Devon
    • Sleeps16
    • Bedrooms8
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    A beautiful four-storey townhouse resting in the seaside town of Seaton, Devon. (Ref. 1063005)

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

    7 nights from €2386

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  • 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

      4.7★

      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 €717

    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
    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

    7 nights from €1743

    Secure your holiday with a 30% deposit* Book now
  • A house with large glass windows and a stone path leading to it surrounded by a garden at The Cart Barn in Ridge near Chilmark
    28
    Ridge near Chilmark, Wiltshire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Fabulous conversion of a former cart shed set in peaceful surroundings and rolling countryside. (Ref. 988879)

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

    7 nights from €723

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A semi detached house with a driveway and a garage at Lagoon View in Wyke
    33
    Wyke, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A charming cottage based in the village of Wyke Regis, Dorset. (Ref. 1121449)

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

    7 nights from €753

    Secure your holiday with a 30% deposit*
    Last booked 2 hours ago
    Book now
  • A dining area with a glass table set with plates wine glasses bread and flowers overlooking a living room with black sofas and large window at Harbourside Haven Penthouse 2 in Weymouth
    16
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A marvellous third-floor penthouse situated overlooking the harbour in Weymouth, Dorset. (Ref. 1059267)

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

    7 nights from €781

    Secure your holiday with a 30% deposit* Book now
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