Chesil Beach Holiday Cottages

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Your search returned 358 cottages.

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  • Front of a red brick terraced house with white door and windows and plants in front at Rockpools in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Sleeping four in Maltings area of Weymouth, pet friendly. (Ref. 994596)

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

    7 nights from $721

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a single story cottage with two windows and a wooden door with plants in pots outside at Toll Lodge in Frampton
    23
    Frampton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A wonderful cosy 2-bedroom ground floor annex, welcomes 1 dog, Wifi, Wood burner, Close to Country walks, 4 miles to Dorchester, 9 Miles to Weymouth. (Ref. 994729)

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

    7 nights from $640

    Secure your holiday with a 30% deposit* Book now
  • A row of stone cottages with thatched roofs and white framed windows along a sloped street at Bramble Cottage in Burton Bradstock
    29
    Burton Bradstock, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Character cottage in Burton Bradstock, sleeping 5 people. (Ref. 994024)

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

    7 nights from $868

    Secure your holiday with a 30% deposit* Book now
  • A three-story red brick residential building with multiple white-framed windows and black doors at Admiral's Quarter Apartment 5 in Weymouth
    11
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A well-presented, ground-floor apartment in Weymouth, Dorset. (Ref. 1126298)

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

    7 nights from $574

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A window looking out onto a harbor with fishing boats and buildings at Embassy Brewers Quay Harbour
    42
    Brewers Quay Harbour, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A beautiful, second-floor apartment overlooking the harbour in Weymouth, Dorset. (Ref. 1107011)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $597

    Secure your holiday with a 30% deposit*
    Last booked 6 hours ago
    Book now
  • Two armchairs with striped cushions by bay windows overlooking a beach at Three @ No36 in Weymouth
    34
    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 $732

    Secure your holiday with a 30% deposit*
    Last booked 4 hours ago
    Book now
  • The front view of a two-story brick house with a green door and multiple windows and a paved driveway at Bridge Apartment in Weymouth
    20
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Ground Floor modern accommodation. (Ref. 994034)

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

    7 nights from $602

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • Two adjacent houses with black front doors and small porches with awnings and shrubs outside at Anvil House in Brewers Quay Harbour
    25
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A pretty little modern house just a few minutes walk from the harbourside and local amenities. (Ref. 993929)

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

    7 nights from $752

    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, spacious maisonette apartment over the first and second floor in the Dorset town of Weymouth. (Ref. 1011525)

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

    7 nights from $1039

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A patio with a table and chairs set outside a house with open glass doors and a large plant at Park Mews Weymouth
    34
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A stunning holiday home in the bustling seaside town centre of Weymouth in Dorset. (Ref. 1054948)

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

    7 nights from $711

    Secure your holiday with a 30% deposit* Book now
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