Short Breaks in Weymouth

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Your search returned 284 cottages.

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  • Front exterior of a house with a black door two potted plants and pink flowers in a garden at 6 The Terrace Brewers Quay Harbour
    42
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    A boutique, two-bedroom property situated in Brewers Quay Harbour, Weymouth, Dorset. (Ref. 1096352)

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

    7 nights from £904

    Secure your holiday with a 30% deposit* Book now
  • A row of brick townhouses with multiple bay windows and chimneys behind a stone wall and metal gate at Beach View Apartment 4 in Greenhill
    23
    Greenhill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Generous second floor apartment with spectacular sea views. (Ref. 993990)

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

    7 nights from £631

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • Front view of a brick terraced house with bay windows and a black front door at Pedaller's Cottage in Weymouth
    16
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Located in a quiet residential street in Weymouth, Pedaller’s cottage is a delightful home for families. (Ref. 994539)

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

    7 nights from £791

    Secure your holiday with a 30% deposit* Book now
  • Three modern two story houses with green window frames and stone wall facades with a paved driveway and some plants at Pebbles Reach in Fortuneswell
    42
    Fortuneswell, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    An attractive, terraced, three-storey house near Chesil Beach in Fortuneswell, Dorset. (Ref. 1091335)

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

    7 nights from £726

    Secure your holiday with a 30% deposit* Book now
  • A living room with a gray sofa and wooden coffee table and a dining room with a table and chairs at Wolf Cottage in Weymouth
    38
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary period home near Brewers Quay, Weymouth. (Ref. 1109892)

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

    7 nights from £687

    Secure your holiday with a 30% deposit* Book now
  • A wooden front door next to a window with shutters and a gray mailbox numbered 20 at Smugglers Cottage in Weymouth
    27
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A contemporary, three-storey property resting by the harbour in Weymouth, Dorset. (Ref. 1058500)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £698

    Secure your holiday with a 30% deposit* Book now
  • A garden with plants and flowers next to a patio with lounge chairs and a table under an umbrella at Meadows End in Owermoigne Nr Broadmayne
    36
    Owermoigne Nr Broadmayne, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    Meadow’s End is a delightful, detached cottage, with a toasty woodburning stove, located in the pretty Dorset village of Owermoigne, welcoming pets. (Ref. 1162476)

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

    7 nights from £1007

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  • A detached house with a double garage and driveway at Connaught Gardens in Weymouth
    Property has offers
    29
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Large, modern house nestled on the outskirts of Weymouth, 1 mile from the beach and restaurants. (Ref. 1001446)

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

    • 10% off - Sat 14th Jun to 31st Jul 2025

    7 nights from £787

    Secure your holiday with a 30% deposit* Book now
  • A brick and white building facade with multiple windows on Trinity Road
    34
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A Grade II listed, maisonette apartment in the Dorset town of Weymouth. (Ref. 1011525)

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

    7 nights from £776

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a white front door and a paved pathway bordered by trimmed hedges at Knapp Cottage in Chickerell
    Property has offers
    39
    Chickerell, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A charming, three-bedroom cottage sitting in Chickerell, Dorset. (Ref. 1086432)

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

    • 10% off - Sat 28th Jun to 2nd Aug 2025

    7 nights from £625

    Secure your holiday with a 30% deposit* Book now
Most relevant
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