Holiday Cottages for October Half term

Your search returned 398 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

    • Sleeps5
    • Bedrooms3
    • Pet FriendlyYes

      4.8

      Outstanding

    • Dream Cottages rating

    Modern family house located on the edge of Weymouth, with sea views. (Ref. 994759)

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

    3 nights from Sat 24th Oct From $885

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.9

      Outstanding

    • Dream Cottages rating

    Weyside is a fantastic apartment in the seaside town of Weymouth, located in Dorset, boasting close proximity to the beach as well as several amenities. (Ref. 1164944)

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

    3 nights from Sat 24th Oct From $865

    Last booked 2 days ago
    Book now
    • Sleeps9
    • Bedrooms4
    • Pet FriendlyNo

      4.6

      Outstanding

    • Dream Cottages rating

    Bay Cottage is a well-presented, three-storey detached house situated in the resort of Weymouth, Dorset. (Ref. 1139723)

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

    3 nights from Thu 29th Oct From $1367

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.5

      Outstanding

    • Dream Cottages rating

    A delightful cottage situated next to Weymouth harbour in Dorset. (Ref. 1061726)

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

    3 nights from Fri 23rd Oct From $1099

    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

      4.9

      Outstanding

    • Dream Cottages rating

    Escape to this luxurious countryside retreat with elegant interiors, a private hot tub, games room and an enclosed garden. (Ref. 1086608)

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

    3 nights from Fri 23rd Oct From $1758

    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      5.0

      Perfect

    • Dream Cottages rating

    Enchanting and unusual folly in an idyllic private setting. (Ref. 988942)

    • Pet friendly (extra charges may apply)
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    3 nights from Fri 30th Oct From $730

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7

      Outstanding

    • Dream Cottages rating

    Plain Sailing, a gorgeous holiday home located in the heart of the marvellous seaside town of Weymouth, Dorset. (Ref. 1153879)

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

    3 nights from Fri 23rd Oct From $819

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes
    • Dream Cottages rating

    Pixie Cottage is a charming terraced cottage in Weymouth, Dorset, featuring an open-plan living space, enclosed courtyard, and close to beach and harbour. (Ref. 1203676)

    • Pets go free
    • Wi-fi
    • Washing machine

    3 nights from Thu 29th Oct From $714

    • Sleeps5
    • Bedrooms2
    • Pet FriendlyYes

      4.7

      Outstanding

    • Dream Cottages rating

    A lovely ground-floor maisonette apartment resting in Boscombe, Dorset. (Ref. 1086302)

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

    3 nights from Sun 25th Oct From $646

    Last booked yesterday
    Book now
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      4.5

      Outstanding

    • Dream Cottages rating

    A Grade II listed former stable located in Colyton, in Devon, near to the Jurassic coast and beautiful countryside. (Ref. 1059490)

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

    3 nights from Fri 23rd Oct From $533

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