Dog Friendly Cottages in Weymouth

Your search returned 114 cottages.

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  • A front view of a house with windows and door at Guinea Cottage Brewers Quay Harbour
    30
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.2★

      Good

    • Dream Cottages rating

    Two bedroom cottage close to Weymouth harbour. (Ref. 994236)

    • Pets go free
    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from From £470

    Book now
  • A view of the beach and sea with boats anchored offshore and greenery in the foreground at Castle Cove Cottage in Weymouth
    41
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.0★

      Good

    • Dream Cottages rating

    A coastal cottage resting in Weymouth, Dorset. (Ref. 1092544)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from From £798

    Book now
  • A wooden house with a gray slate roof and patio furniture in a garden at Bramshurst in Upwey near Weymouth
    32
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. (Ref. 932159)

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

    7 nights from From £593

    Book now
  • A stone and wood house with a tiled roof and grass in front at The Courthouse in Sutton Poyntz
    20
    Sutton Poyntz, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.3★

      Good

    • Dream Cottages rating

    Detached property in village of Sutton Poyntz. (Ref. 994127)

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

    7 nights from From £823

    Last booked yesterday
    Book now
  • Stone cottage with thatched roof behind a metal gate and garden at Lychgate Cottage Osmington
    Property has offers
    42
    Osmington, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.3★

      Good

    • Dream Cottages rating

    Two bedroomed coastal village location. (Ref. 994364)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    • 10% off - Sat 4th Jul to 1st Aug 2026

    7 nights from From £740

    Book now
  • Stone cottage with thatched roof and white door with windows at Laurel Cottage in Osmington
    21
    Osmington, Dorset
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyYes

      4.1★

      Good

    • Dream Cottages rating

    A charming thatched roof character cottage resting in the village of Osmington, Dorset. (Ref. 1064960)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Washing machine
    • Baby-friendly

    7 nights from From £494

    Book now
  • A row of colorful waterfront houses with docks in front at The Boat House in Weymouth
    38
    Weymouth, Dorset
    • Sleeps10
    • Bedrooms5
    • Pet FriendlyYes

      4.0★

      Good

    • Dream Cottages rating

    A superb, Grade II listed house set on the harbour side in Weymouth. (Ref. 1005020)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from From £1398

    Book now
  • A stone cottage with a thatched roof and a wooden table and benches outside at Magnolia Cottage Osmington
    41
    Osmington, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.2★

      Good

    • Dream Cottages rating

    Magnolia cottage is situated in Osmington. (Ref. 994367)

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

    7 nights from From £608

    Last booked yesterday
    Book now
  • A house with stone and wooden exterior at Everdene Upwey near Weymouth
    46
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from From £673

    Book now
  • A living room with sofas and a pool table next to large windows with red curtains at Waterson in Osmington
    30
    Osmington, Dorset
    • Sleeps7
    • Bedrooms3
    • Pet FriendlyYes

      4.2★

      Good

    • Dream Cottages rating

    Semi-detached lovely holiday home perfect for families. (Ref. 994764)

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

    7 nights from From £906

    Book now
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