May Half Term Breaks

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Your search returned 421 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    A stylish property resting in the resort of Weymouth, Dorset. (Ref. 1100742)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 15% off - Mon 30th Dec 2024 to 4th Jan 2025

    3 nights from Sat 31st May was £874 £654

    Secure your holiday with a 30% deposit* Book now
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    This charming, four-bedroom holiday home rests in Weymouth, Dorset. (Ref. 1043677)

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

    3 nights from Sat 31st May £1218

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

      4.5

      Outstanding

    • 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 Tue 27th May £522

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

      4.5

      Outstanding

    • Dream Cottages rating

    A lovely two-bedroom house resting just outside the village of West Bay, Dorset. (Ref. 1057448)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 23rd May £751

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

      4.7

      Outstanding

    • Dream Cottages rating

    Sea Breeze is a lovely, terraced cottage resting in the outskirts of Swanage, Dorset. (Ref. 1150773)

    • Wi-fi
    • Off-road parking

    3 nights from Mon 26th May £681

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A quaint stone-built cottage resting on the outskirts of Weymouth. (Ref. 1061544)

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

    3 nights from Sun 25th May £524

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

      5.0

      Perfect

    • Dream Cottages rating

    This well-presented three-bedroom property resides in Piddletrenthide, Dorset. (Ref. 1130975)

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

    3 nights from Fri 23rd May was £1756 £1526

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      3.8

      Good

    • Dream Cottages rating

    This tasteful, two-bedroom holiday stay rests in West Bexington, Dorset. (Ref. 1131774)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine

    3 nights from Sat 31st May £440

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Enchanting and unusual folly in an idyllic private setting. (Ref. 988942)

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

    3 nights from Tue 27th May £508

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6

      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 Tue 27th May £441

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