Dorset Dog Friendly Cottages

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Your search returned 66 cottages.

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  • A barn style house with gravel driveway and green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch
    29
    Between Milborne St Andrew and Winterborne Whitechurch, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A superb, detached barn conversion set in the countryside near Winterborne Whitechurch. (Ref. 5188)

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

    7 nights from £747

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • An exterior view of a cottage with a wooden picnic table and umbrella on a paved patio at New Barn in Winterborne Stickland
    Property has offers
    24
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Lovely, well-appointed single-storey cottage near Winterborne Stickland. (Ref. 905896)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    • 10% off - Sun 28th Dec 2025 to 3rd Jan 2026

    7 nights from £501

    Secure your holiday with a 30% deposit* Book now
  • A brick building with a tiled roof and multiple windows next to a gravel courtyard with potted plants and wooden benches at The Cider Press Motcombe Shaftesbury in Motcombe
    24
    Motcombe, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    A lovely cottage located near the village of Motcombe in Dorset. (Ref. 957188)

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

    7 nights from £538

    Secure your holiday with a 30% deposit*
    Last booked today
    Book now
  • A detached house with blue upper walls and red brick lower walls with large bay windows and a paved driveway at 20 Ulwell Road in Swanage
    46
    Swanage, Dorset
    • Sleeps14
    • Bedrooms7
    • PetsYes

      4.6★

      Outstanding

    • Helpful Holidays rating

    This large detached Edwardian House. (Ref. 980319)

    • Wi-fi
    • Off-road parking
    • Baby-friendly

    7 nights from £1355

    Secure your holiday with a 30% deposit* Book now
  • Stone cottages with plants in pots outside and a blue door at King Charles Cottage in Broadwindsor
    42
    Broadwindsor, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    This is a mid-terrace cottage in the centre of Broadwindsor, Dorset. (Ref. 1006503)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £798

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with wooden furniture and a white umbrella next to a wooden building surrounded by bushes at The Old Cart Shed in Rockbourne near Fordingbridge
    26
    Rockbourne near Fordingbridge, Hampshire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Holiday cottage sleeping 6, close to New Forest. (Ref. 967949)

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

    7 nights from £625

    Secure your holiday with a 30% deposit* Book now
  • A single-story house with a tiled roof lawn and paved driveway at Lavender Lodge in Charlton Horethorne near Sherborne
    31
    Charlton Horethorne near Sherborne, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Detached single-storey lodge within the village of Charlton Horethorn on the Dorset/Somerset border. (Ref. 12644)

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

    7 nights from £454

    Secure your holiday with a 30% deposit* Book now
  • A garden with a gravel path and wooden archway leading to a building with white walls and wooden framed windows at Pippin in Martin
    32
    Martin, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    One end of a thoughtfully planned conversion from a former farm building on the edge of the charming village of Martin, right on the Hampshire/Wiltshire border. (Ref. 988903)

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

    7 nights from £541

    Secure your holiday with a 30% deposit* Book now
  • A house with outdoor seating area at Budmouth Upwey near Weymouth
    42
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Helpful Holidays rating

    Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. (Ref. 932157)

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

    7 nights from £622

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a building with blue shutters on windows and doors a gravel driveway a stone archway and green trees at Colly Cottage in Dottery
    52
    Dottery, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Charming, self-contained wing of a Grade II listed thatched farmhouse close to the rural West Dorset hamlet of Dottery. (Ref. 16387)

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

    7 nights from £450

    Secure your holiday with a 30% deposit* Book now
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