Winter Short Breaks in Dorset

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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

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes
    • Dream Cottages rating

    Tane, a welcoming, pet-friendly home in the heart of a sought-after Dorset village, offering proximity to the village pub and scenic walks and footpaths. (Ref. 1201891)

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

    3 nights from Sun 29th Nov From £485

    Last booked 3 days ago
    Book now
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes
    • Dream Cottages rating

    Fairways House is a welcoming, semi-detached home resting in the riverside town of Weymouth, Dorset, with close by shops, pubs, a garden, and parking. (Ref. 1177908)

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

    3 nights from Sun 6th Dec From £708

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes
    • Dream Cottages rating

    2 North Road is a welcoming, detached bungalow situated in Maiden Newton, Dorset, with gardens, off-road parking, and close by countryside. (Ref. 1200259)

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

    3 nights from Sun 29th Nov From £454

    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.8

      Outstanding

    • Dream Cottages rating

    No. (Ref. 1159804)

    • Pets go free
    • Wi-fi
    • Washing machine

    3 nights from Sun 29th Nov From £466

    Last booked 2 days ago
    Book now
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo

      5.0

      Perfect

    • Dream Cottages rating

    The Shippon is a spacious and inviting home, with characterful yet chic features, perfect for a couples retreat at Lower Lye, in the Blackdown Hills AONB. (Ref. 1087064)

    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Mon 30th Nov From £502

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      5.0

      Perfect

    • Dream Cottages rating

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

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

    3 nights from Sat 28th Nov From £477

    • Sleeps12
    • Bedrooms6
    • Pet FriendlyYes

      5.0

      Perfect

    • Dream Cottages rating

    Woodlands House is an impressive, dog-friendly retreat near the beach in Ringwood, Dorset, offering a hot tub, ground-floor living, and a balcony. (Ref. 1194318)

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

    3 nights from Sat 28th Nov From £1670

    • Sleeps7
    • Bedrooms3
    • Pet FriendlyNo

      4.9

      Outstanding

    • Dream Cottages rating

    This all-ground-floor cottage rests in the charming seaside resort of Swanage on the Jurassic Coast of Dorset. (Ref. 1012027)

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

    3 nights from Sat 28th Nov From £672

    Last booked 2 days ago
    Book now
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      5.0

      Perfect

    • Dream Cottages rating

    The Hayloft is a versatile, characterful, quirky, and Grade II-listed home, perfect for families or friends at Lower Lye, in the Blackdown Hills AONB. (Ref. 1120037)

    • Wi-fi
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 5% off - Mon 31st Aug to 7th Sep 2026

    3 nights from Tue 5th Jan From £559

    Last booked yesterday
    Book now
    • Sleeps13
    • Bedrooms6
    • Pet FriendlyNo

      5.0

      Perfect

    • Dream Cottages rating

    Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room
    • Sky TV

    3 nights from Sun 29th Nov From £1598

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