May Half-Term Breaks

Your search returned 157 cottages.

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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

    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    Outstanding loft-style apartment in the heart of Salisbury. (Ref. 988938)

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

    3 nights from Sat 23rd May £1064

    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    Home From Home is a delightful cottage nestled in the village of Fortuneswell in Dorset, Isle of Portland and is pet-friendly and near the beach. (Ref. 1158103)

    • Wi-fi
    • Washing machine

    3 nights from Thu 28th May £468

    Last booked 2 days ago
    Book now
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    This plush, two-storey property is located in the Greenhill suburb of Weymouth, Dorset. (Ref. 1093991)

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

    3 nights from Fri 29th May £559

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    A delightful Weymouth terraced cottage, sleeps 4, close to the harbour and walking distance to the beach. (Ref. 1132245)

    • Wi-fi
    • Washing machine

    3 nights from Sun 24th May £535

    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.6

      Outstanding

    • 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 Mon 25th May £1209

    Last booked yesterday
    Book now
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.2

      Good

    • Dream Cottages rating

    A perfect hideaway tucked behind the main street in the bustling village of Downton. (Ref. 988934)

    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Tue 26th May £372

    Last booked yesterday
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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    A cosy brick-and-flint terraced cottage, within the pretty Dorset village of Shillingstone. (Ref. 925256)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Mon 25th May £420

    Last booked yesterday
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    • Sleeps4
    • Bedrooms2
    • PetsYes

      3.9

      Good

    • Dream Cottages rating

    Old Ropemakers Cottage is a characterful cottage with woodburning stove situated near the beach in the town of Bridport, Dorset and a pet friendly policy. (Ref. 1155307)

    • Wi-fi
    • Washing machine
    • 10% off - Sat 30th May to 31st Jul 2026

    3 nights from Sun 24th May was £492 £457

    Last booked 2 days ago
    Book now
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6

      Outstanding

    • Dream Cottages rating

    This cottage boast style, character, and a fabulously contemporary interior. (Ref. 1005313)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 22nd May £1046

    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.2

      Good

    • Dream Cottages rating

    The Apple Loft at Jordan House is a contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. (Ref. 1149531)

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

    3 nights from Fri 22nd May £507

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