Upwey Cottages

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Your search returned 232 cottages.

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  • A row of colorful terraced houses with blue cream pink and white facades on a cobblestone street at Harbour Tales in Weymouth
    38
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A beautiful terraced fisherman’s cottage resting in the coastal town of Weymouth, Dorset. (Ref. 1133009)

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

    7 nights from $749

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with a round wooden table and six chairs next to a garden and stone wall overlooking the sea at Beach View Apartment 2 in Greenhill
    35
    Greenhill, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Excellent period apartment in Weymouth close to the esplanade. (Ref. 993988)

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

    7 nights from $1392

    Secure your holiday with a 30% deposit* Book now
  • A two-story corner house with a pink brick exterior and a bay window at Mermaid House in Brewers Quay Harbour
    41
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This stylish and neat holiday home rests in Brewers Quay Harbour in Weymouth, Dorset. (Ref. 1093760)

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

    7 nights from $882

    Secure your holiday with a 30% deposit* Book now
  • A brick house exterior with white framed windows a door a mailbox and a small outdoor table with a bench at Goliath in Brewers Quay Harbour
    24
    Brewers Quay Harbour, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Beautiful 1 bedroom stable conversion in the heart of the harbour area in Weymouth. (Ref. 1096825)

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

    7 nights from $664

    Secure your holiday with a 30% deposit* Book now
  • A living room with two gray sofas a colorful rug a wooden coffee table and a wall-mounted television at Anchor Cottage in Brewers Quay Harbour
    30
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A delightful 3 storey fishermans cottage that has been beautifully restored in the harbour area of Weymouth. (Ref. 993928)

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

    7 nights from $834

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A row of multi-colored buildings along a waterfront with a boat named Top Cat III docked at Safe Harbour Brewers Quay harbour
    33
    Brewers Quay harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Cosy, comfortable and luxurious three storey house in Weymouth. (Ref. 994606)

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

    7 nights from $1259

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with two windows a door and potted plants on a gravel yard with stone steps and greenery at Mill Cottage in Upwey
    30
    Upwey, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A charming reverse-level cottage in the village of Upwey, Dorset. (Ref. 1072756)

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

    7 nights from $700

    Secure your holiday with a 30% deposit* Book now
  • A two-story brick house with a white entrance porch and cobblestone driveway at The Chocolate Box in Weymouth
    37
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A lovely three-storey house resting in Weymouth, Dorset. (Ref. 1092302)

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

    7 nights from $998

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A row of brick terraced houses with bay windows and plants in front on a street at Seaside House in Weymouth
    46
    Weymouth, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Elegant end of terrace Georgian Townhouse located in Weymouth. (Ref. 1071940)

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

    7 nights from $1585

    Secure your holiday with a 30% deposit* Book now
  • A row of terraced houses with white and yellow facades and a sidewalk at Brewers Quay Harbour
    29
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from $1128

    Secure your holiday with a 30% deposit* Book now
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