Holiday Cottages for October Half term

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Your search returned 464 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.1

      Good

    • Dream Cottages rating

    Perfectly located on the harbour side in the heart of Weymouth. (Ref. 994172)

    • Wi-fi
    • Washing machine

    3 nights from Sun 2nd Nov $578

    Secure your holiday with a 30% deposit* Book now
    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    Sleeps 10, large open plan living kitchen dining room. (Ref. 994706)

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

    3 nights from Sun 26th Oct $1224

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5

      Outstanding

    • Dream Cottages rating

    A contemporary and spacious third floor apartment on the Old Harbourside in Weymouth. (Ref. 999829)

    • Wi-fi
    • Off-road parking

    3 nights from Sun 26th Oct $834

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    • Sleeps4
    • Bedrooms2
    • PetsYes
    • Dream Cottages rating

    The Old Flax Shop is a glorious Grade II listed annex in the town of Bridport, Dorset, boasting a woodburning stove and views over the iconic Colmers Hill. (Ref. 1175564)

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

    3 nights from Sat 1st Nov $747

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    23 Millhams Street, a stunning renovated Victorian cottage resting in the town of Christchurch in Dorset, close to a shop, a pub, and a beach. (Ref. 1162980)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 1st Nov $726

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    • 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

    3 nights from Fri 31st Oct $657

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    • Sleeps5
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    30 Fleet Street is a lovely, pet-friendly two bedroom cottage located in the delightful town of Beaminster, Dorset and can sleep up to 5 guests. (Ref. 1161403)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 2nd Nov $543

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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Honeypot Cottage is a conventional, three-storey cottage situated near Swanage Beach in Swanage, Dorset, boasting a Smart TV and enclosed courtyard. (Ref. 1164485)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Sat 1st Nov $732

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • 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
    • 10% off - Wed 28th May to 31st Dec 2025

    3 nights from Sun 26th Oct $538

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.7

      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 Sun 26th Oct $605

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