Dorset Holiday Cottages for 2026

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Your search returned 560 cottages.

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  • A garden with grass and flowerbeds in front of a blue bungalow with a veranda and outdoor chairs at Harbour View Bungalow in Weymouth
    30
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Overlooking the beautiful Nothe Gardens and, through the trees, the coastal views of Weymouth Bay and Portland Harbour is Harbour View Bungalow. (Ref. 994244)

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

    7 nights from £1206

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with white doors and windows along a narrow road with plants and flowers growing at the base of the wall at Pippins Loders in Bridport
    29
    Bridport, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Stone three bedroom cottage near Bridport. (Ref. 994548)

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

    7 nights from £747

    Secure your holiday with a 30% deposit* Book now
  • A stone and brick house with a slate roof and arched doorway by a hedge at St Mary's Chapel in West Lulworth
    25
    West Lulworth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Located in the coastal village of West Lulworth is this stunning converted chapel. (Ref. 1055781)

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

    7 nights from £1142

    Secure your holiday with a 30% deposit* Book now
  • A street view of a row of attached brick houses with dormer windows and a sidewalk at Marina Reach in Weymouth
    30
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Ground floor apartment in Weymouth, sleeps 4, wifi, allocated parking, close to the beach, shops and marina. (Ref. 1091449)

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

    7 nights from £521

    Secure your holiday with a 30% deposit* Book now
  • A house exterior with garage doors and flower pots at 8 Church Road Ferndown
    New property
    28
    Ferndown, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    The Retreat is a fantastic pet-friendly house in Ferndown, Dorset, boasting an outdoor hot tub, open-plan living, Velux windows and a Smart TV with Sky. (Ref. 1179091)

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

    7 nights from £745

    Secure your holiday with a 30% deposit* Book now
  • A three story house with a beige exterior stone and concrete walls at Osprey House Portland
    27
    Portland, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Detached, large and modern house for large group of friends or big family. (Ref. 994499)

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

    7 nights from £714

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a black front door and three windows with gravel and plants in the front garden at The Pines in Weymouth
    28
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Tucked in a quiet location in Weymouth, The Pines is a modern holiday home for families or couples. (Ref. 994549)

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

    7 nights from £666

    Secure your holiday with a 30% deposit* Book now
  • A row of brick terraced houses with bay windows and small front gardens at Covecastle Cottage in Weymouth
    26
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Charming Edwardian terraced cottage located close to Sansfoot castle in Weymouth. (Ref. 994072)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £515

    Secure your holiday with a 30% deposit* Book now
  • Quay Cottage - 994576 - photo 1
    29
    Weymouth, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Quay cottage is a period terraced property in Weymouth. (Ref. 994576)

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

    7 nights from £594

    Secure your holiday with a 30% deposit*
    Last booked 3 hours ago
    Book now
  • A stone building with a thatched roof and multiple windows along a street at Farrier's Lodge in Corfe Castle
    27
    Corfe Castle, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.3★

      Good

    • Dream Cottages rating

    Stylish and contemporary cottage in the heart of Corfe Castle, Dorset. (Ref. 994182)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £566

    Secure your holiday with a 30% deposit* Book now
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