Dog Friendly Cottages in Weymouth

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Your search returned 107 cottages.

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

      4.1★

      Good

    • Dream Cottages rating

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

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

    7 nights from £494

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A brick terraced house with a green front door and front lawn at The Lookout -The House With A View in Weymouth
    29
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    A well-presented, mid-terrace property resting within the village of Wyke Regis. (Ref. 1006910)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £677

    Secure your holiday with a 30% deposit*
    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
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Two bedroomed coastal village location. (Ref. 994364)

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

    • 5% off - Sat 14th Mar to 2nd May 2026

    7 nights from £740

    Secure your holiday with a 30% deposit* 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
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

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

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

    7 nights from £608

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a two story house with a balcony and tiled roof at Bayview Overcombe near Preston
    19
    Overcombe near Preston, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Bayview is a lovely first-floor apartment in Overcombe, near Preston, in Dorset, welcoming a pet and boasting stunning beach views from a balcony. (Ref. 1159732)

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

    7 nights from £611

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A row of colorful waterfront houses with docks in front at The Boat House in Weymouth
    38
    Weymouth, Dorset
    • Sleeps10
    • Bedrooms5
    • PetsYes

      4.0★

      Good

    • Dream Cottages rating

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

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    7 nights from £1378

    Secure your holiday with a 30% deposit* 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
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

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

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

    7 nights from £823

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    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
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

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

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

    7 nights from £906

    Secure your holiday with a 30% deposit* Book now
  • The entrance to a brick house with a black door a welcome mat a potted plant and a white bay window
    42
    Weymouth, Dorset
    • Sleeps9
    • Bedrooms5
    • PetsYes

    • Dream Cottages rating

    Weymouth Seaside House is a wonderful property in the town of Weymouth, Dorset, that welcomes pets and is close to the beach as well as several amenities. (Ref. 1172322)

    • Wi-fi

    7 nights from £1106

    Secure your holiday with a 30% deposit* Book now
  • A cream colored two story house with blue window frames and a blue front door at Fisherman's Cottage King Street in Fortuneswell
    36
    Fortuneswell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Fisherman's Cottage, King Street, is a charming cottage resting in Fortuneswell, Dorset. (Ref. 1152166)

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

    7 nights from £472

    Secure your holiday with a 30% deposit* Book now
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