May Half-Term Breaks

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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 FriendlyNo

      4.7

      Outstanding

    • Dream Cottages rating

    A pretty little modern house just a few minutes walk from the harbourside and local amenities. (Ref. 993929)

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

    3 nights from Fri 30th Apr From $772

    Last booked yesterday
    Book now
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyNo
    • Dream Cottages rating

    Millmead House Annex is a welcoming holiday annex in Portesham, Dorset, featuring open‑plan living, a woodburning stove and an enclosed garden. (Ref. 1201417)

    • Wi-fi
    • Off-road parking

    3 nights from Sun 2nd May From $542

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      5.0

      Perfect

    • Dream Cottages rating

    A superb, detached barn conversion set in the countryside near Winterborne Whitechurch. (Ref. 5188)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 5% off - Wed 1st Jul to 31st Aug 2026

    3 nights from Fri 7th May From $1224

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.9

      Outstanding

    • Dream Cottages rating

    This fabulous Grade II listed cottage rests in the Dorset village of Marnhull. (Ref. 970616)

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

    3 nights from Mon 3rd May From $635

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes
    • Dream Cottages rating

    Crantock is a welcoming, pet-friendly house in Sherborne, Dorset, featuring a garden patio with barbecue, private driveway parking, and a gas fire. (Ref. 1192425)

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

    3 nights from Fri 30th Apr From $1070

    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.7

      Outstanding

    • Dream Cottages rating

    A beautiful stone cottage, complete with garden on the quieter end of Portland, however situated on the main bus route to Weymouth and beyond. (Ref. 994021)

    • Wi-fi
    • Washing machine

    3 nights from Fri 30th Apr From $691

    Last booked 2 days ago
    Book now
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyNo

      4.8

      Outstanding

    • Dream Cottages rating

    A duplex apartment resting in the coastal town of Bournemouth, Dorset. (Ref. 1133748)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 30th Apr From $867

    • 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 Apr From $739

    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.8

      Outstanding

    • Dream Cottages rating

    Exceptional, spacious rural barn conversion. (Ref. 905897)

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

    3 nights from Fri 7th May From $938

    • Sleeps7
    • Bedrooms3
    • Pet FriendlyYes
    • Dream Cottages rating

    Mallow Cottage is a delightful cottage resting in the village of Langton Matravers, Dorset, with a hot tub, open-plan living, and parking. (Ref. 1176931)

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

    3 nights from Sun 2nd May From $1047

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