Dorset Dog Friendly Cottages

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Your search returned 68 cottages.

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  • Exterior view of a building with black doors and windows a wooden picnic table and umbrella on a patio at Rowdens Barn in Winterborne Stickland
    27
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Beamed, single-storey holiday cottage near Winterborne Stickland. (Ref. 905898)

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

    7 nights from $606

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a single story stone and brick cottage with black windows and doors and two flower pots at Keepers Cottage in Winterborne Stickland
    33
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Charming, characterful, single-storey barn conversion. (Ref. 905895)

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

    7 nights from $642

    Secure your holiday with a 30% deposit* Book now
  • A single story L shaped wooden building with multiple windows and a central entrance at Rectory Farm Lodge Queen Camel near Yeovil
    40
    Queen Camel near Yeovil, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Wonderful, semi-detached wood-effect holiday barn on the edge of Queen Camel, six miles from Yeovil in Somerset. (Ref. 957128)

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

    7 nights from $1053

    Secure your holiday with a 30% deposit* Book now
  • A garden area with plants a wooden bench and a wooden deck outside a house at Woodstock Retreat in Birchill near Chardstock
    22
    Birchill near Chardstock, Devon
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    This wonderful countryside retreat is situated in the pretty hamlet of Birchill, near Chardstock, in Devon. (Ref. 1008558)

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

    7 nights from $476

    Secure your holiday with a 30% deposit* Book now
  • A stone path alongside greenery leading to a cream wall with a woodpile and a sign reading Woodstock Cottage at Birchill near Chardstock
    21
    Birchill near Chardstock, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A charming cottage resting in Birchill, near Chardstock in the Devonshire countryside. (Ref. 1003647)

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

    7 nights from $545

    Secure your holiday with a 30% deposit* Book now
  • A small brick house with a red roof surrounded by a fenced green field and trees at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch
    21
    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 $922

    Secure your holiday with a 30% deposit* 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 $1871

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • An outdoor area with a table and umbrella at Corner Barn in Winterborne Stickland
    33
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Superb single-storey barn conversion near Winterborne Stickland in an Area Of Outstanding Natural Beauty. (Ref. 19285)

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

    7 nights from $631

    Secure your holiday with a 30% deposit* Book now
  • A house with stone and wooden exterior at Everdene Upwey near Weymouth
    46
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. (Ref. 932160)

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

    7 nights from $887

    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
    Property has offers
    22
    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

    • 10% off - Tue 13th Jan to 28th Feb 2026

    7 nights from $742

    Secure your holiday with a 30% deposit* Book now
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