Dorset Family Holidays

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  • A living room with two grey sofas and a wooden boat-shaped shelf with books at Chesil Retreat Weymouth
    Property has offers
    32
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A stylish property resting in the resort of Weymouth, Dorset. (Ref. 1100742)

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

    • 10% off - Fri 19th Jun to 2nd Oct 2026

    7 nights from €592

    Book now
  • A brick end terrace house with a white door and windows and a paved driveway at The Nightingale in Weymouth
    33
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    The Nightingale is a stylish, semi-detached holiday home resting in Weymouth, Dorset. (Ref. 1133998)

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

    7 nights from €734

    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 €737

    Book now
  • Two armchairs with striped cushions by bay windows overlooking a beach at Three @ No36 in Weymouth
    33
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Three @ No36, a delightful, second-floor apartment situated in the town of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. (Ref. 1162204)

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

    7 nights from €804

    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 €587

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  • A corner seating area with two black armchairs near bay windows and a side table with a lamp at Two @ No36 in Weymouth
    31
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Two @ No36, a wonderful, first-floor apartment situated in the heart of Weymouth in Dorset, with the beach on your doorstep. (Ref. 1162203)

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

    7 nights from €853

    Book now
  • A dining table set with plates glasses and bread next to a living room with sofa armchairs coffee table and glass doors with green curtains at Newton's Cove View in Weymouth
    21
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Upper ground floor apartment in the Admiral’s Quarter development. (Ref. 994438)

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

    7 nights from €672

    Last booked yesterday
    Book now
  • A balcony with a small wooden table and two chairs overlooking the sea at 7 Warren Edge Close in Bournemouth
    24
    Bournemouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    7 Warren Edge Close, a modern, open-plan apartment near the beach in the town of Bournemouth in Dorset, with sea views, en-suite and private parking. (Ref. 1161992)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from €749

    Book now
  • A dark wood cottage with a gravel driveway and potted plants at Belview Cottage Fifehead Neville near Sturminster Newton
    35
    Sturminster Newton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    A detached, modern cottage in the quiet hamlet of Fifehead Neville. (Ref. 1357)

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

    7 nights from €924

    Book now
  • A white cottage with a garden and wooden archway surrounded by a fence at Willowbrook Cottage in Litton Cheney
    28
    Litton Cheney, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    This beautifully-presented cottage rests in the village of Litton Cheney in Dorset. (Ref. 1021813)

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

    7 nights from €821

    Book now
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