Dog Friendly Cottages in Weymouth

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Your search returned 106 cottages.

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  • Stone cottage with thatched roof behind a metal gate and garden at Lychgate Cottage Osmington
    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

    7 nights from £740

    Secure your holiday with a 30% deposit* Book now
  • A living room with a blue sofa and television at Saddlers Cottage in Weymouth
    Property has offers
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A well-positioned, two-bedroom home resting in Weymouth, Dorset. (Ref. 1132007)

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

    • £30 off - Sat 6th Dec to 13th Dec 2025

    • £30 off - Sat 13th Dec to 20th Dec 2025

    • £138 off - Sat 20th Dec to 27th Dec 2025

    7 nights from £416

    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 £592

    Secure your holiday with a 30% deposit* Book now
  • A street view of row houses with brick walls and bay windows with plants in front at Sandsfoot Rest in Weymouth
    26
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    An attractive, Edwardian terraced house situated in Weymouth, Dorset. (Ref. 1001484)

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

    7 nights from £583

    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
  • 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 £1377

    Secure your holiday with a 30% deposit* 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

      4.1★

      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 £881

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  • A living room with a blue sofa orange cushions a floral armchair green curtains a black fireplace and a wooden TV cabinet at Georgian Hideaway in Weymouth
    Property has offers
    32
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

    • Dream Cottages rating

    Georgian Hideaway, a quirky abode situated in the seaside town of Weymouth in Dorset. (Ref. 1154207)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 5% off - Fri 21st Feb to 31st Dec 2025

    7 nights from £533

    Secure your holiday with a 30% deposit* Book now
  • A row of brick houses with blue and turquoise front doors and white windows on a street at Chapelhay Cottage in Weymouth
    40
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms3
    • PetsYes

      3.3★

    • Dream Cottages rating

    Chapelhay Cottage is a lovely, terraced cottage nestled into the seaside town of Weymouth, Dorset. (Ref. 1131030)

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

    7 nights from £614

    Secure your holiday with a 30% deposit* Book now
  • An outdoor area with a table, bottle and glasses at Sea Spray in Bowleaze
    22
    Bowleaze, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    Sea Spray is a pleasant, open-plan holiday home perched on the edge of Bowleaze, Dorset, enjoying sea views and a short walk to a beach and a pub. (Ref. 1174075)

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

    7 nights from £554

    Secure your holiday with a 30% deposit* Book now
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