Holiday Cottages for October Half term

Your search returned 432 cottages.

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    How reviews work

    A property's star rating is the average of the star ratings received from guests that wish for their review to be published

    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.7

      Outstanding

    • Dream Cottages rating

    Detached, large and modern house for large group of friends or big family. (Ref. 994499)

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

    3 nights from Fri 23rd Oct $998

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    A charming chalet-style bungalow resting within the town of West Bay. (Ref. 1013337)

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

    3 nights from Sat 24th Oct $1008

    • Sleeps8
    • Bedrooms4
    • PetsYes
    • Dream Cottages rating

    Plush Cottage is a charming, family-friendly cottage in Plush, Dorset, with rural views, four welcoming bedrooms, a private patio, and off-road parking. (Ref. 1184354)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 15% off - Fri 1st May to 31st May 2026

    3 nights from Wed 28th Oct $1046

    Last booked 6 hours ago
    Book now
    • Sleeps4
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Park View is a welcoming house in Weymouth, Dorset, offering three bedrooms, enclosed rear garden, and easy reach of shop, pub, and beach. (Ref. 1198402)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from Sun 25th Oct $730

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    A lovely two-bedroom bungalow resting in Preston, Dorset. (Ref. 1106680)

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

    3 nights from Sun 25th Oct $811

    Last booked yesterday
    Book now
    • Sleeps8
    • Bedrooms3
    • PetsYes

      4.2

      Good

    • Dream Cottages rating

    A well-positioned, three-bedroom cottage resting in Southbourne, Dorset. (Ref. 1165067)

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

    3 nights from Sun 25th Oct $932

    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    Beautiful and spacious cottage over three floors in Weymouth. (Ref. 994354)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Sun 25th Oct $692

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    Chickerell House is a pleasant, detached holiday home resting in the seaside town of Weymouth, Dorset. (Ref. 1152691)

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

    3 nights from Sun 25th Oct $816

    • Sleeps6
    • Bedrooms3
    • PetsNo
    • Dream Cottages rating

    Rose Cottage, a charming thatched cottage nestled in Osmington, within Dorset National Landscape, boasts a large garden and proximity to local amenities. (Ref. 1200211)

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

    3 nights from Sun 25th Oct $964

    Last booked 2 days ago
    Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    Character cottage in the coastal village of Burton Bradstock, sleeping four. (Ref. 994332)

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

    3 nights from Sat 24th Oct $840

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