Upwey 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

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    Driftwood is a delightful, terraced holiday home situated in the popular coastal town of Weymouth in Dorset, set just a short walk from the beach. (Ref. 1173824)

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

    7 nights from £536

    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.3

      Good

    • Dream Cottages rating

    Beautiful holiday cottage over three floors beside Old Harbour in Weymouth. (Ref. 994256)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room
    • 10% off - Wed 1st Jul to 31st Aug 2026

    7 nights from £1364

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5

      Outstanding

    • Dream Cottages rating

    A period conversion apartment Bayview Loft is located in an upmarket development in a highly desirable area of Weymouth in Dorset. (Ref. 1085793)

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

    7 nights from £504

    • Sleeps4
    • Bedrooms2
    • PetsNo
    • Dream Cottages rating

    Seagull & Chips is a contemporary duplex apartment in Weymouth, Dorset, boasting easy beach access and close proximity to shops, pubs, and the marina. (Ref. 1176268)

    • Wi-fi
    • Dishwasher

    7 nights from £558

    • Sleeps9
    • Bedrooms4
    • PetsNo

      4.4

      Good

    • Dream Cottages rating

    A beautiful conversion of the Devenish Brewery malthouse, just moments from the harbourside. (Ref. 993976)

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

    7 nights from £1209

    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.4

      Good

    • Dream Cottages rating

    Lovely and comfortable cottage next to the harbour in Weymouth. (Ref. 994351)

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

    7 nights from £593

    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

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

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from £602

    Last booked 5 hours ago
    Book now
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.2

      Good

    • Dream Cottages rating

    Situated in the beautiful Bowleaze Cove area of Weymouth, just seconds from a beach is this enchanting holiday home. (Ref. 994020)

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

    7 nights from £878

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    Old Harbour Townhouse, a delightful, three-storey abode set in the seaside town of Weymouth in Dorset. (Ref. 1159836)

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

    7 nights from £702

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5

      Outstanding

    • 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

    7 nights from £633

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