Winter Short Breaks in Dorset

Your search returned 511 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

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.6

      Outstanding

    • Dream Cottages rating

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

    • Pets go free
    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    3 nights from Sat 28th Nov From £740

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.8

      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)

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

    3 nights from Fri 5th Mar From £582

    • Sleeps7
    • Bedrooms3
    • Pet FriendlyYes

      4.6

      Outstanding

    • Dream Cottages rating

    An attractive, terraced, three-storey house near Chesil Beach in Fortuneswell, Dorset. (Ref. 1091335)

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

    3 nights from Mon 4th Jan From £680

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.6

      Outstanding

    • Dream Cottages rating

    Stylishly renovated bungalow in Burton Bradstock. (Ref. 994537)

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

    3 nights from Sat 28th Nov From £733

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.5

      Outstanding

    • Dream Cottages rating

    Pretty cottage in the heart of Weymouth. (Ref. 994047)

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

    3 nights from Sat 28th Nov From £776

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.9

      Outstanding

    • Dream Cottages rating

    A traditional farmhouse on the cliff top in Burton Bradstock, close to Hive Beach and it’s renowned café, West Bay, Wifi. (Ref. 994095)

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

    3 nights from Sun 29th Nov From £444

    Last booked yesterday
    Book now
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7

      Outstanding

    • Dream Cottages rating

    Sandy Haven is a delightful, ground-floor apartment resting in Swanage, Dorset. (Ref. 1140492)

    • Wi-fi
    • Ground floor bedroom

    3 nights from Sat 28th Nov From £554

    • Sleeps5
    • Bedrooms3
    • Pet FriendlyYes

      4.6

      Outstanding

    • Dream Cottages rating

    Stylish fisherman’s cottage just a few minutes’ walk from Old Harbour in Weymouth. (Ref. 1058438)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Mon 4th Jan From £601

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0

      Perfect

    • Dream Cottages rating

    40A Burnaby Road is a charming, pet-friendly holiday cottage resting in the thriving city of Bournemouth in Dorset, just a short walk from the beach. (Ref. 1179779)

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

    3 nights from Mon 30th Nov From £527

    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.7

      Outstanding

    • Dream Cottages rating

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

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

    3 nights from Mon 30th Nov From £362

    Last booked 7 hours ago
    Book now
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