May Half-Term Breaks

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Your search returned 274 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    23 Millhams Street, a stunning renovated Victorian cottage resting in the town of Christchurch in Dorset, close to a shop, a pub, and a beach. (Ref. 1162980)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Wed 28th May €709

    Secure your holiday with a 30% deposit*
    Last booked 9 hours ago
    Book now
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.2

      Good

    • Dream Cottages rating

    The Old Portland Courthouse is spacious, comfortable luxury holiday home. (Ref. 994487)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    3 nights from Sat 31st May was €1518 €1387

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

      4.9

      Outstanding

    • Dream Cottages rating

    A delightful, romantic bolthole in the third-floor in Weymouth, Dorset. (Ref. 1078324)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 25th May €556

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps9
    • Bedrooms4
    • PetsNo

      4.3

      Good

    • Dream Cottages rating

    A beautiful conversion of the Devenish Brewery malthouse, just moments from the harbourside. (Ref. 993976)

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

    3 nights from Sat 31st May was €1601 €1387

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

      4.6

      Outstanding

    • Dream Cottages rating

    A lovely one-bedroom holiday home resting in Weymouth, Dorset. (Ref. 1092449)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Dishwasher
    • Washing machine

    3 nights from Mon 26th May €566

    Secure your holiday with a 30% deposit* Book now
    • Sleeps10
    • Bedrooms5
    • PetsYes
    • Dream Cottages rating

    26 Esplanade, a delightful coastal holiday home nestled in the town of Weymouth in Dorset. (Ref. 1118900)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Sat 31st May €1327

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

      4.7

      Outstanding

    • Dream Cottages rating

    A delightful two-bedroom ground-floor apartment resting in Swanage, Dorset. (Ref. 1093320)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 10% off - Wed 23rd Apr to 12th Jun 2025

    3 nights from Sat 31st May €740

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
    • 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 30th May was €938 €644

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

      4.9

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary apartment set in the town of Weymouth, Dorset. (Ref. 1072234)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 23rd May was €1398 €1245

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

      4.5

      Outstanding

    • Dream Cottages rating

    A bright and airy lodge resting in Osmington near Preston, Dorset. (Ref. 1093891)

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

    3 nights from Fri 30th May €788

    Secure your holiday with a 30% deposit* Book now
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