Holiday Cottages for October Half term

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Your search returned 138 cottages.

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  • A brick house with blue door windows and a blue fence at Poppies Brewers Quay Harbour
    24
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Situated in a gated complex near Weymouth harbour. (Ref. 994560)

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

    3 nights from Tue 28th Oct £566

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A patio with a metal table and two chairs outside a building with white framed windows and a glass door at 1 Cowdea Farm in Bettiscombe near Beaminster and Bridport
    31
    Bettiscombe near Beaminster and Bridport, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A ground floor, semi-detached stone barn conversion on edge of Bettiscombe in Dorset. (Ref. 1857)

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

    3 nights from Tue 28th Oct £447

    Secure your holiday with a 30% deposit*
    Last booked 3 days ago
    Book now
  • An outdoor seating area with a table and two chairs outside a small stone building at The Studio in Shaftesbury
    24
    Shaftesbury, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    An eye-catching stone cottage resting on the outskirts of Shaftesbury, Dorset. (Ref. 1008394)

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

    3 nights from Thu 30th Oct £353

    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

    3 nights from Tue 28th Oct £627

    Secure your holiday with a 30% deposit* Book now
  • A house with ivy on one side a paved driveway and a porch with wooden furniture at Deer Leap House in Moreton
    82
    Moreton, Dorset
    • Sleeps15
    • Bedrooms7
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    A spacious holiday home resting in Moreton, Dorset. (Ref. 1060785)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    3 nights from Tue 28th Oct £1593

    Secure your holiday with a 30% deposit* Book now
  • A harbor scene with boats under a bridge and buildings along the waterfront at Old Harbour View Brewers Quay Harbour
    21
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.9★

      Good

    • Dream Cottages rating

    Harbourside first floor apartment with balcony. (Ref. 994482)

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

    3 nights from Wed 29th Oct £641

    Secure your holiday with a 30% deposit* 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

    3 nights from Tue 28th Oct £892

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A living room with sofas and a pool table next to large windows with red curtains at Waterson in Osmington
    30
    Osmington, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    Semi-detached lovely holiday home perfect for families. (Ref. 994764)

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

    3 nights from Tue 28th Oct £881

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a glass conservatory and a garden with flowers and trees at Grazeland Cottage in Bridport
    28
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    Perfect cottage to base yourself surrounded by the beautiful Dorset countryside. (Ref. 994231)

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

    3 nights from Tue 28th Oct £602

    Secure your holiday with a 30% deposit* Book now
  • A brick house exterior with white framed windows a door a mailbox and a small outdoor table with a bench at Goliath in Brewers Quay Harbour
    24
    Brewers Quay Harbour, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. (Ref. 1096825)

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

    3 nights from Tue 28th Oct £663

    Secure your holiday with a 30% deposit* Book now
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