Holiday Cottages for October Half term

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Your search returned 125 cottages.

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  • Terraced houses with bay windows and colored doors on a street at 26 High West in Weymouth
    27
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    26 High West is a beautifully-presented townhouse located near the harbour in the lovely town of Weymouth, Dorset. (Ref. 1135362)

    • Wi-fi
    • Dishwasher

    3 nights from Wed 29th Oct $534

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a black front door and three windows with gravel and plants in the front garden at The Pines in Weymouth
    28
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Tucked in a quiet location in Weymouth, The Pines is a modern holiday home for families or couples. (Ref. 994549)

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

    3 nights from Wed 29th Oct $1730

    Secure your holiday with a 30% deposit* Book now
  • Exterior view of a white house with flower pots near the door and a tree in the foreground at The Little Cottage in Weymouth
    27
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A quaint, white-washed cottage resting in Weymouth, Dorset. (Ref. 1113457)

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

    3 nights from Wed 29th Oct $732

    Secure your holiday with a 30% deposit* Book now
  • A living room with leather sofas glass coffee table and a television near large windows overlooking boats at Harbourside Haven Apartment 4 in Weymouth
    20
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary apartment overlooking Weymouth Harbour in Dorset. (Ref. 1059265)

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

    3 nights from Wed 29th Oct $1062

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio area with a table umbrella and chairs in front of a building with brown doors and windows at Little Barn in Cucklington near Wincanton
    15
    Cucklington near Wincanton, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Rural semi-detached dairy conversion. (Ref. 1021741)

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

    3 nights from Wed 29th Oct $534

    Secure your holiday with a 30% deposit* Book now
  • A restaurant building with outdoor seating at The Beach Condo in Weymouth
    New property
    46
    Weymouth, Dorset
    • Sleeps8
    • Bedrooms3
    • PetsNo

    • Dream Cottages rating

    The Beach Condo, a quaint duplex apartment over three floors, in the heart of Weymouth in Dorset features stunning sea vistas, and a nearby beach and pub. (Ref. 1176421)

    • Wi-fi
    • Dishwasher

    3 nights from Wed 29th Oct $1212

    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

    3 nights from Wed 29th Oct $1829

    Secure your holiday with a 30% deposit* Book now
  • A terrace with table and chair overlooking a street at Harbour Retreat in Weymouth
    36
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Harbour Retreat is an eclectic first-floor apartment close to the harbour and beach, with roadside parking, in the heart of Weymouth in Dorset. (Ref. 1164179)

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

    3 nights from Wed 29th Oct $570

    Secure your holiday with a 30% deposit* Book now
  • A stone walkway with plants along the side of a stone house at The Apple Loft at Jordan House in Preston
    21
    Preston, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    The Apple Loft at Jordan House is a contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. (Ref. 1149531)

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

    3 nights from Wed 29th Oct $664

    Secure your holiday with a 30% deposit* Book now
  • A stone and brick house with a slate roof and arched doorway by a hedge at St Mary's Chapel in West Lulworth
    25
    West Lulworth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Located in the coastal village of West Lulworth is this stunning converted chapel. (Ref. 1055781)

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

    3 nights from Wed 29th Oct $3523

    Secure your holiday with a 30% deposit* Book now
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