May Half-Term Breaks

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Your search returned 274 cottages.

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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    Beautiful and cosy cottage located in a peaceful village of Shipton Gorge. (Ref. 994340)

    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • 5% off - Fri 28th Mar to 30th Jun 2025

    3 nights from Sun 25th May £604

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps5
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Vinney Cottage is a Grade II listed traditional, farm-style thatched home in Owermoigne near Broadmayne, Dorset, with ground-floor living and a pet-friendly policy. (Ref. 1164354)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine
    • 5% off - Thu 1st May to 27th Jun 2025

    3 nights from Fri 23rd May was £1357 £814

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

      5.0

      Perfect

    • Dream Cottages rating

    This detached lodge rests on the outskirts of Wimborne Minster, Dorset. (Ref. 1038027)

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

    3 nights from Fri 30th May was £1152 £770

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

      4.4

      Good

    • 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 Sat 31st May was £683 £498

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    Fabulous conversion of a former cart shed set in peaceful surroundings and rolling countryside. (Ref. 988879)

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

    3 nights from Fri 23rd May was £1234 £780

    Secure your holiday with a 30% deposit* Book now
    • Sleeps2
    • Bedrooms1
    • PetsYes
    • 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 Tue 27th May £390

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      5.0

      Perfect

    • Dream Cottages rating

    This delightful, one-bedroom holiday hut rests in Piddletrenthide, Dorset. (Ref. 1131511)

    • Wi-fi
    • Ground floor bedroom

    3 nights from Mon 26th May £506

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    • Sleeps12
    • Bedrooms5
    • PetsYes

      4.8

      Outstanding

    • Dream Cottages rating

    Luxurious 5 star contemporary property. (Ref. 993982)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    3 nights from Sat 31st May £4164

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
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    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.3

      Good

    • Dream Cottages rating

    Sandy Toes is a delightful, ground-floor apartment resting in the coastal town of Swanage, Dorset. (Ref. 1140451)

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

    3 nights from Sat 31st May £606

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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7

      Outstanding

    • Dream Cottages rating

    A substantial, detached property built in the 1900s, situated in the Boscombe region near Bournemouth. (Ref. 923145)

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

    3 nights from Sat 31st May £762

    Secure your holiday with a 30% deposit* Book now
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