Holiday Cottages for October Half term

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  • A single story house with a tiled roof a chimney and an antenna on a lawn at Broadstones in Bridport
    Property has offers
    37
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A pleasant, detached bungalow resting in Bettiscombe outside Bridport, Dorset. (Ref. 1105472)

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

    • 5% off - Mon 11th May to 6th Jun 2026

    3 nights from Sun 25th Oct $726

    Last booked 2 days ago
    Book now
  • The front entrance of a house with a green door and a window beside it with plants in black pots on a paved area at Sea Gem in Castletown Portland
    43
    Castletown, Portland, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A spacious, three-storey house settled in Castletown, Portland, Dorset. (Ref. 1107230)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    3 nights from Fri 23rd Oct $1280

    Book now
  • A thatched roof cottage with a path leading through a lawn and a garden at Thatch Cottage in Buckland Newton
    27
    Buckland Newton, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A traditional, thatched cottage situated within the village of Buckland Newton, Dorset. (Ref. 1132784)

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

    3 nights from Fri 23rd Oct $913

    Book now
  • A table with a bottle and glass on a patio at Grass Roots in
    New property
    18
    Henstridge near Stalbridge, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

    • Dream Cottages rating

    Grass Roots is an inviting holiday cabin in Henstridge near Stalbridge, offering a jacuzzi and enclosed decking. (Ref. 1196345)

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

    3 nights from Sun 25th Oct $650

    Book now
  • A street view of terraced houses with one painted blue and windows and doors visible at Mackerel Cottage in Weymouth
    23
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Mackerel Cottage is a beautifully-designed, terrace cottage resting in the heart of Weymouth, Dorset. (Ref. 1141828)

    • Wi-fi
    • Dishwasher

    3 nights from Sat 24th Oct $697

    Last booked yesterday
    Book now
  • A gravel driveway with potted plants leading to a group of brick and white cottages with trees around at Little Stables Cottage in Spetisbury
    Property has offers
    30
    Spetisbury, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A delightful, converted stable nestled in a quiet location on a working farm in the village of Spetisbury, Dorset. (Ref. 1127126)

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

    3 nights from Fri 23rd Oct $806

    Book now
  • A stone house with a brick extension and outdoor seating on a lawn with trees at Culverwells in Axminster
    32
    Axminster, Devon
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    In Dalwood village, East Devon. (Ref. 994151)

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

    3 nights from Sat 24th Oct $1365

    Book now
  • A row of terraced houses on a street with paved sidewalk and cobblestone road at Lobster Cottage Brewers Quay Harbour
    30
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    Lovely and comfortable cottage next to the harbour in Weymouth. (Ref. 994351)

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

    3 nights from Sun 25th Oct $677

    Book now
  • A living room with two blue sofas and a wooden coffee table next to a fireplace and dining area in the background at Day Cottage in Weymouth
    40
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    A delightful, terraced cottage nestled into the coastal town of Weymouth, Dorset. (Ref. 1124105)

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

    3 nights from Sun 25th Oct $537

    Last booked yesterday
    Book now
  • An outdoor area with a table, bottle and glasses at Sea Spray in Bowleaze
    22
    Bowleaze, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    Sea Spray is a pleasant, open-plan holiday home perched on the edge of Bowleaze, Dorset, enjoying sea views and a short walk to a beach and a pub. (Ref. 1174075)

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

    3 nights from Tue 27th Oct $644

    Book now
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