May Half-Term Breaks

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Your search returned 274 cottages.

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    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

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

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Thu 29th May €670

    Secure your holiday with a 30% deposit*
    Last booked 4 hours ago
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    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Honeypot Cottage is a conventional, three-storey cottage situated near Swanage Beach in Swanage, Dorset, boasting a Smart TV and enclosed courtyard. (Ref. 1164485)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Fri 23rd May was €1452 €1068

    Secure your holiday with a 30% deposit*
    Last booked 5 hours ago
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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    Lyme View, delightful coastal property resting in Fortuneswell on the Isle of Portland, Dorset. (Ref. 1135049)

    • Wi-fi
    • Electric car charging
    • Washing machine

    3 nights from Sat 31st May €522

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps7
    • Bedrooms4
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    A spacious, three-storey house settled in Castletown, Portland, Dorset. (Ref. 1107230)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    3 nights from Tue 27th May €1087

    Secure your holiday with a 30% deposit* Book now
    • Sleeps6
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Dotties Retreat, a lovely, three-storey abode located in the seaside town of Weymouth, Dorset. (Ref. 1157026)

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

    3 nights from Fri 30th May was €872 €678

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

      4.5

      Outstanding

    • Dream Cottages rating

    A homely, mid-terrace cottage based in Weymouth. (Ref. 1094925)

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

    3 nights from Sat 31st May €559

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps8
    • Bedrooms4
    • PetsNo
    • Dream Cottages rating

    6 Inveravon is a charming holiday home near the beach in the waterside town of Christchurch in Dorset with an open-plan living space and welcoming pets. (Ref. 1162271)

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

    3 nights from Tue 27th May €855

    Secure your holiday with a 30% deposit* Book now
    • Sleeps9
    • Bedrooms4
    • PetsNo

      4.8

      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 Sat 31st May €1191

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    This cosy lodge on a peaceful15 acre site, is resting near village of Milton on Stour in Dorset. (Ref. 967741)

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

    3 nights from Fri 30th May was €749 €538

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

      4.6

      Outstanding

    • Dream Cottages rating

    Charming Edwardian terraced cottage located close to Sansfoot castle in Weymouth. (Ref. 994072)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 30th May €607

    Secure your holiday with a 30% deposit* Book now
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