Dog Friendly Cottages With Enclosed Garden

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  • An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
    33
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. (Ref. 932161)

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

    7 nights from $918

    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 $1102

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A living room with a television on a stand a gray sofa a desk with a chair and a glass door at Half Pint Cottage in Beaminster
    30
    Beaminster, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Half Pint Cottage, a lovely, 250-year-old dwelling situated in the town of Beaminster in Dorset, with a pet-friendly policy and a short walk from a pub. (Ref. 1153238)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from $671

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • The front of a stone building with two doors and multiple windows and a small patio with a chair
    28
    Swanage, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Honeypot Cottage is a conventional, three-storey cottage situated near Swanage Beach in Swanage, Dorset, boasting a Smart TV and enclosed courtyard. (Ref. 1164485)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from $891

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a thatched roof and blue front door on a street at Cornflower Cottage Burton Bradstock
    36
    Burton Bradstock, Dorset
    • Sleeps7
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    This picture-perfect, Grade II listed thatched cottage sits in Burton Bradstock, Dorset. (Ref. 1092014)

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

    7 nights from $1051

    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 $780

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A window view of a park with people sitting and walking near the sea with boats sailing and a model sailboat on the windowsill at Sea King House in Cove Castle
    34
    Cove Castle, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    Located close to the town centre, Sea King house is a modern holiday home sleeping up to 5 people. (Ref. 994638)

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

    7 nights from $1136

    Secure your holiday with a 30% deposit* Book now
  • 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 $1001

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a white terraced house with blue doors and window sills at South Harbour Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    A pretty, renovated terraced cottage, close to the old harbour and Brewers Quay in Weymouth. (Ref. 1043009)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from $787

    Secure your holiday with a 30% deposit* 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 $902

    Secure your holiday with a 30% deposit* Book now
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