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

    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    The Loft @ No36, a contemporary, third-floor apartment situated in the heart of Weymouth in Dorset, enjoying sea views with the beach on your doorstep. (Ref. 1162205)

    • Wi-fi
    • Off-road parking

    7 nights from €637

    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3

      Good

    • Dream Cottages rating

    Harbourside is a charming, dog-friendly, Grade II listed house in Weymouth, Dorset, set over three stories, with open-plan living and a private courtyard. (Ref. 1172365)

    • Wi-fi
    • Washing machine

    7 nights from €504

    • Sleeps8
    • Bedrooms3
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 10% off - Sat 4th Jul to 11th Jul 2026

    • 5% off - Sat 18th Jul to 25th Jul 2026

    7 nights from €1809

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.3

      Good

    • Dream Cottages rating

    Perfectly located on the harbour side in the heart of Weymouth. (Ref. 994172)

    • Wi-fi
    • Washing machine

    7 nights from €587

    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    A bright and airy lodge resting in Osmington near Preston, Dorset. (Ref. 1093891)

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

    7 nights from €828

    • Sleeps6
    • Bedrooms3
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    Winkle Cottage is a wonderful holiday home, set over three floors, situated in the popular coastal town of Weymouth in Dorset by the historic harbour. (Ref. 1140944)

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

    7 nights from €696

    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8

      Outstanding

    • Dream Cottages rating

    This fabulous three-bedroom abode resides in Weymouth, Dorset. (Ref. 1125198)

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

    7 nights from €707

    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4

      Good

    • Dream Cottages rating

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

    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • 15% off - Fri 26th Jun to 12th Jul 2026

    7 nights from €948

    • Sleeps15
    • Bedrooms6
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    Anchor House is a stunning, pet-friendly townhouse with a private hot tub in the heart of Weymouth, Dorset, close to local amenities and the beach. (Ref. 1105510)

    • Wi-fi
    • Off-road parking
    • Hot Tub
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room
    • 10% off - Wed 1st Jul to 31st Jul 2026

    7 nights from €1807

    Last booked today
    Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4

      Good

    • Dream Cottages rating

    A pretty, renovated terraced cottage, close to the old harbour and Brewers Quay in Weymouth. (Ref. 1043009)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from €670

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