Dog Friendly Cottages in Weymouth

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Your search returned 108 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 €731

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a red door and white framed windows behind a stone wall at Weybury Cottage in Brewers Quay Harbour
    18
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    A period three-storey terraced property resting in Weymouth, Dorset. (Ref. 1055214)

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

    7 nights from €731

    Secure your holiday with a 30% deposit* 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
    • PetsYes

      4.8★

      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)

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

    7 nights from €727

    Secure your holiday with a 30% deposit* Book now
  • A red brick building with blue doors and white framed windows at Old Malthouse Apartment in Weymouth
    New property
    15
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

    • Dream Cottages rating

    Old Malthouse Apartment, a practical apartment in the town of Weymouth, Dorset, with a Smart TV and is a short stroll to the beach, harbour, pub and shop. (Ref. 1175711)

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

    7 nights from €857

    Secure your holiday with a 30% deposit* Book now
  • A small house with a wooden and stone exterior surrounded by plants and trees with a picnic table on a deck at Shepherd Oak in Upwey near Weymouth
    31
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. (Ref. 932158)

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

    7 nights from €720

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

      3.4★

    • 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 €719

    Secure your holiday with a 30% deposit* Book now
  • A brick house with white framed windows a white garage door and a paved driveway at Portside Greenhill Weymouth
    24
    Greenhill Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    This plush, two-storey property is located in the Greenhill suburb of Weymouth, Dorset. (Ref. 1093991)

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

    7 nights from €607

    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
    Property has offers
    36
    Fortuneswell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.1★

      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

    • 10% off - Fri 11th Jul to 18th Jul 2025

    7 nights from €554

    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

      4.4★

      Good

    • Dream Cottages rating

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

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

    7 nights from €626

    Secure your holiday with a 30% deposit* Book now
  • A white two-story house with three windows and a black door on a street at Guinea Cottage in Brewers Quay Harbour
    30
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

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

    • Wi-fi
    • Washing machine
    • Baby-friendly

    7 nights from €551

    Secure your holiday with a 30% deposit* Book now
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