May Half-Term Breaks

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Your search returned 456 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Outstanding

    • Dream Cottages rating

    A charming two-bedroom chalet resting on Eypes Mouth Chalet Park in Eype, Dorset. (Ref. 1089040)

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

    3 nights from Sun 24th May £643

    Secure your holiday with a 30% deposit* Book now
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    A pretty, one-bedroom cottage resting in Christchurch, Dorset. (Ref. 1098695)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • 30% off - Fri 25th Apr to 30th Sep 2025

    3 nights from Sun 31st May £779

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

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

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

    3 nights from Tue 26th May £428

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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Flat 7 Sand Acres is an impressive apartment in Canford Cliffs, Dorset, that is close to the beach with amazing seaside views from the 26-foot balcony. (Ref. 1172882)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 31st May £509

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A charming stone-built barn conversion nestled on a working farm in the hamlet of Puxey, Dorset. (Ref. 1066081)

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

    3 nights from Fri 22nd May £1006

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.1

      Good

    • Dream Cottages rating

    Harbourside first floor apartment with balcony. (Ref. 994482)

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

    3 nights from Sun 31st May £659

    Secure your holiday with a 30% deposit*
    Last booked 3 days ago
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    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.3

      Good

    • Dream Cottages rating

    Stanley House is an exceptional harbourside cottage located in the heart of Weymouth, Dorset. (Ref. 1138865)

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

    3 nights from Sun 31st May £1176

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.2

      Good

    • Dream Cottages rating

    A lovely apartment perfect for couples in Weymouth. (Ref. 994289)

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

    3 nights from Sun 31st May £610

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    Charming, modern barn located in the Dorset village of Bere Regis. (Ref. 1000906)

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

    3 nights from Fri 29th May £806

    Secure your holiday with a 30% deposit* Book now
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Miller’s Cottage is a snug and romantic dwelling located in the village of Puddletown, nearby a river in Dorset, with a woodburning stove and welcoming one pet. (Ref. 1160443)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 31st May £377

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
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