Upwey Cottages

Your search returned 244 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

    • Sleeps6
    • Bedrooms4
    • PetsNo

      4.7

      Outstanding

    • Dream Cottages rating

    Spindrift is a characterful, home resting upon Brewers Quay Harbour in Dorset. (Ref. 1137640)

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

    7 nights from £661

    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    Quay cottage is a period terraced property in Weymouth. (Ref. 994576)

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

    7 nights from £610

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7

      Outstanding

    • Dream Cottages rating

    Modern one level apartment. (Ref. 994505)

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

    7 nights from £610

    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    With off road parking for 2 cars and just a short 3-minute walk to the old harbour, town centre and beach beyond, this fully modernised 1900 cottage with 3 bedrooms, more importantly 3 bathrooms with 2 receptions and a sunny south facing garden is a steal (Ref. 1099795)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • £320 off - Sat 29th Aug to 5th Sep 2026

    7 nights from £827

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    A terrace property resting close to the beach and harbour in Weymouth. (Ref. 1038344)

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

    7 nights from £486

    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5

      Outstanding

    • Dream Cottages rating

    A delightful cottage situated next to Weymouth harbour in Dorset. (Ref. 1061726)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 10% off - Sat 11th Jul to 18th Jul 2026

    7 nights from £831

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    A marvellous third-floor penthouse situated overlooking the harbour in Weymouth, Dorset. (Ref. 1059267)

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

    7 nights from £602

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7

      Outstanding

    • Dream Cottages rating

    Melanie's Cottage is a lovely mews-style holiday home located in Brewers Quay Harbour, Weymouth. (Ref. 1146011)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 5% off - Sat 15th Aug to 29th Aug 2026

    7 nights from £703

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    Upper ground floor apartment in the Admiral’s Quarter development. (Ref. 994438)

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

    7 nights from £589

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A Grade II listed, spacious maisonette apartment over the first and second floor in the Dorset town of Weymouth. (Ref. 1011525)

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

    7 nights from £823

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