Summer Breaks in Dorset

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Your search returned 208 cottages.

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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
    • 10% off - Thu 28th Aug to 4th Sep 2025

    7 nights from Thu 28th Aug was £3897 £1600

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. (Ref. 932158)

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

    7 nights from Fri 26th Sep was £736 £616

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

      4.4

      Good

    • Dream Cottages rating

    An enchanting refurbished cottage in the centre of the lovely village of Sutton Poyntz. (Ref. 994009)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from Fri 5th Sep was £998 £855

    Secure your holiday with a 30% deposit* Book now
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    A wonderful, end-terrace house perched on the coast in Wyke Regis, Dorset. (Ref. 1091445)

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

    7 nights from Fri 26th Sep was £1193 £897

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

      4.2

      Good

    • Dream Cottages rating

    Sunset View is a perfectly-positioned, fifth-floor apartment residing in Castletown, Dorset. (Ref. 1141111)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    7 nights from Fri 26th Sep was £597 £509

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

      4.5

      Outstanding

    • Dream Cottages rating

    Located on the harbourside, is this two-bedroom contemporary apartment in Weymouth, Dorset. (Ref. 1017563)

    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from Sat 6th Sep was £1150 £890

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

      4.8

      Outstanding

    • Dream Cottages rating

    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. (Ref. 932160)

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

    7 nights from Fri 19th Sep was £930 £780

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

      4.6

      Outstanding

    • Dream Cottages rating

    A neat, first-floor apartment set overlooking the Pavillion on Weymouth seafront. (Ref. 1123724)

    • Wi-fi

    7 nights from Mon 1st Sep £750

    Secure your holiday with a 30% deposit*
    Last booked today
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    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Beachcombers, 13 Chesil House, a neat first-floor apartment in West Bay, Dorset, boasting beach views, and is near the pub, river, harbour and shop. (Ref. 1174085)

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

    7 nights from Fri 26th Sep was £562 £501

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    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
    • Electric car charging
    • Dishwasher
    • Washing machine

    7 nights from Mon 22nd Sep £523

    Secure your holiday with a 30% deposit* Book now
Most relevant
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