Dog-Friendly Short Breaks in Dorset

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Your search returned 247 cottages.

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  • A waterfront with boats and buildings including Buccaneer Cottage at Brewers Quay Harbour
    23
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Pretty cottage in the heart of Weymouth. (Ref. 994047)

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

    3 nights from $996

    Secure your holiday with a 30% deposit* Book now
  • A cottage with a thatched roof brick walls and a wooden door surrounded by grass at Cosy Cot in Stapleford
    20
    Stapleford, Wiltshire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Utterly Idyllic thatched cottage with the 'wow' factor in stunning village. (Ref. 988969)

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

    3 nights from $967

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  • 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

    3 nights from $865

    Secure your holiday with a 30% deposit* Book now
  • A driveway leading to a single-story brick house with a red door and a small front lawn at Sunny Haven in Preston
    26
    Preston, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A lovely two-bedroom bungalow resting in Preston, Dorset. (Ref. 1106680)

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

    3 nights from $774

    Secure your holiday with a 30% deposit* Book now
  • A row of yellow terraced houses with street lamps and paved walkways at Olympic Cottage in Portland
    23
    Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Modern and spacious cottage for couples or family in the Isle of Portland. (Ref. 994497)

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

    3 nights from $837

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  • A white brick exterior of two adjacent houses with black and green doors and windows at Wey Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Traditional terraced cottage, 3 minutes' walk to the harbour, shop and café. (Ref. 998260)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from $583

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  • The front exterior of a red brick house with white framed windows and a white front door at 74 Reap Lane Southwell near Weston
    30
    Southwell near Weston, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    74 Reap Lane is a lovely home resting near the village of Weston, on the Isle of Portland in Dorset. (Ref. 1158199)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from $590

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  • A white cottage with a thatched roof and potted plants outside on a roadside at Amy Cottage in West Lulworth
    Property has offers
    43
    West Lulworth, Dorset
    • Sleeps6
    • Bedrooms4
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Amy Cottage is a beautiful thatched cottage with a toasty gas fire and accepting pets, located in Dorset's West Lulworth on the Jurassic coastline. (Ref. 1166887)

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

    • 10% off - Sat 27th Dec 2025 to 3rd Jan 2026

    3 nights from $936

    Secure your holiday with a 30% deposit* Book now
  • A thatched roof cottage with a path leading through a lawn and a garden at Thatch Cottage in Buckland Newton
    27
    Buckland Newton, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A traditional, thatched cottage situated within the village of Buckland Newton, Dorset. (Ref. 1132784)

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

    3 nights from $869

    Secure your holiday with a 30% deposit* Book now
  • A living room with teal sofas a wooden coffee table a television on a corner stand and a dining area with wooden chairs at Louisa Cottage Brewers Quay Harbour
    23
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Beautiful and spacious cottage over three floors in Weymouth. (Ref. 994354)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from $660

    Secure your holiday with a 30% deposit* Book now
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