May Half Term Breaks

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Your search returned 217 cottages.

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    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.6

      Very good

    • Dream Cottages rating

    Beautiful and spacious cottage over three floors in Weymouth. (Ref. 994354)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Sun 2nd Jun £459

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

    Chickerell House is a pleasant, detached holiday home resting in the seaside town of Weymouth, Dorset. (Ref. 1152691)

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

    3 nights from Fri 24th May £661

    Secure your holiday with a 30% deposit* Book now
    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Dream Cottages rating

    Apple is a charming, wooden Shepard’s hut resting in the countryside of Sherborne, Dorset. (Ref. 1147728)

    • Off-road parking
    • Ground floor bedroom

    3 nights from Sun 26th May £390

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    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Dream Cottages rating

    Blossom is a charming, wooden Shepard’s hut resting in the countryside of Sherborne, Dorset. (Ref. 1147729)

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

    3 nights from Sun 26th May £390

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    • Sleeps2
    • Bedrooms1
    • PetsYes
    • Dream Cottages rating

    The Brides Room is a pretty, characterful cottage settled into the countryside of Sherborne, Dorset. (Ref. 1147730)

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

    3 nights from Fri 24th May was £530 £340

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

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

    • Wi-fi
    • Washing machine

    3 nights from Sun 2nd Jun £429

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    • Sleeps12
    • Bedrooms6
    • PetsYes

      3.8

      Good

    • Dream Cottages rating

    Stunning Grade II listed house, located in the Maiden Newton area of Dorchester. (Ref. 990015)

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

    3 nights from Sat 1st Jun was £1923 £1054

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    Last booked yesterday
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    • Sleeps5
    • Bedrooms3
    • PetsYes
    • Dream Cottages rating

    Little Gull Cottage is a lovely, three-storey holiday home close to Weymouth’s harbour in Dorset. (Ref. 1144645)

    • Wi-fi
    • Baby-friendly

    3 nights from Sun 2nd Jun £515

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    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.5

      Very good

    • Dream Cottages rating

    An attractive, converted Victorian school resting within Piddletrenthide. (Ref. 933650)

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

    3 nights from Fri 31st May £699

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    • Sleeps2
    • Bedrooms1
    • PetsNo
    • 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 Sun 26th May £479

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