Dog-Friendly Short Breaks in Dorset

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Your search returned 255 cottages.

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  • A single story house with a tiled roof a chimney and an antenna on a lawn at Broadstones in Bridport
    Property has offers
    37
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A pleasant, detached bungalow resting in Bettiscombe outside Bridport, Dorset. (Ref. 1105472)

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

    • 5% off - Fri 6th Mar to 30th Apr 2026

    3 nights from £533

    Last booked yesterday
    Book now
  • A semi detached house with a driveway and potted plants at The Anchorage in Bournemouth
    38
    Bournemouth, Dorset
    • Sleeps6
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A bright, ground-floor apartment resting in the lively seaside town of Bournemouth, Dorset. (Ref. 1128806)

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

    3 nights from £619

    Book now
  • An outdoor patio with wooden table and chairs in a grassy area beside a brick building at Woodlands Cottage in Ringstead
    29
    Ringstead, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Three bedroomed bungalow located just half a mile from Ringstead Beach. (Ref. 994807)

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

    3 nights from £599

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  • A living room with sofas a coffee table a fireplace a television and wall art at Victorian Town House in Weymouth
    36
    Weymouth, Dorset
    • Sleeps8
    • Bedrooms5
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Victorian Town House is a large, coastal property resting in the seaside town of Weymouth, Dorset. (Ref. 1035186)

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

    3 nights from £652

    Last booked 2 days ago
    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

    3 nights from £472

    Book now
  • 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

    3 nights from £653

    Last booked 2 days ago
    Book now
  • A wooden hut with an open door and small stairs on a grassy lawn with a picnic table at Acres Meadow in Maiden Newton
    21
    Maiden Newton, Dorset
    • Sleeps4
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A charming shepherd's hut located in the village of Maiden Newton, Dorset. (Ref. 1157420)

    • Off-road parking
    • Ground floor bedroom

    3 nights from £361

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  • A street view of terraced houses with one painted blue and windows and doors visible at Mackerel Cottage in Weymouth
    23
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    Mackerel Cottage is a beautifully-designed, terrace cottage resting in the heart of Weymouth, Dorset. (Ref. 1141828)

    • Wi-fi
    • Dishwasher

    3 nights from £512

    Last booked 3 hours ago
    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

      4.8★

      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

    3 nights from £565

    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

    3 nights from £742

    Book now
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