Dog Friendly Cottages in Weymouth

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A brick house with a sloped roof and skylights with a gravel driveway at Baytree Lodge in Osmington
    59
    Osmington, Dorset
    • Sleeps12
    • Bedrooms5
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Luxurious 5 star contemporary property. (Ref. 993982)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from From $4688

    Book now
  • An exterior view of a building with large windows at The Grain Store in Weymouth
    53
    Weymouth, Dorset
    • Sleeps7
    • Bedrooms4
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A detached property sitting in a country location on the outskirts of Weymouth. (Ref. 1108920)

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

    7 nights from From $1090

    Book now
  • A row of terraced houses with flowers and bushes in front and a view of the sea at Langham Cottage in Portland
    35
    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Situated in the Isle of Portland, Langham Cottage is very comfortable and spacious holiday home. (Ref. 994321)

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

    7 nights from From $656

    Book now
  • A stone house with a tiled roof and a garage next to a paved driveway at St Johns View in Portland
    19
    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    St. (Ref. 994677)

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

    7 nights from From $842

    Book now
  • A stone cottage with a green door and white framed windows with a garden and flowers at Norden Cottage in Osmington
    33
    Osmington, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Norden Cottage is a fine, three-bedroom abode resting in Osmington, Dorset. (Ref. 1149647)

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

    7 nights from From $885

    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
    • Pet FriendlyYes

      4.4★

      Good

    • Dream Cottages rating

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

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

    7 nights from From $634

    Last booked 2 days ago
    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 $994

    Book now
  • A row of attached houses with different exterior finishes on a street at Home From Home in Fortuneswell
    57
    Fortuneswell, Dorset
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Home From Home is a delightful cottage nestled in the village of Fortuneswell in Dorset, Isle of Portland and is pet-friendly and near the beach. (Ref. 1158103)

    • Pets go free
    • Wi-fi
    • Washing machine

    7 nights from From $634

    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 $803

    Last booked yesterday
    Book now
  • A wooden house with skylights and a small garden area surrounded by trees at Roman Lodge in Osmington
    31
    Osmington, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from From $953

    Last booked 2 days ago
    Book now
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