Holiday Cottages for October Half term

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Your search returned 125 cottages.

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  • 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

    3 nights from Wed 29th Oct £2626

    Secure your holiday with a 30% deposit* Book now
  • An outdoor area with green grass a small green cabin with a porch and two wooden chairs at Hurdlemakers Hut in Piddletrenthide
    33
    Piddletrenthide, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    This charming, one-bedroom holiday lodge rests in Piddletrenthide, Dorset. (Ref. 1131510)

    • Wi-fi
    • Ground floor bedroom

    3 nights from Wed 29th Oct £506

    Secure your holiday with a 30% deposit* Book now
  • A living room with a grey sofa with colorful cushions a glass coffee table and a fireplace at Ocean Retreat in Weymouth
    14
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A stylish and contemporary apartment set in the town of Weymouth, Dorset. (Ref. 1072234)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Wed 29th Oct £1378

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A dining area with round wooden table and chairs next to sliding glass doors leading outside with sofas and kitchen stools in Mermaid Cottage in Wakeham Portland
    29
    Wakeham, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.0★

      Good

    • Dream Cottages rating

    Mermaid Cottage is a delightful, contemporary cottage close to a beach and amenities, in the village of Wakeham, on the Isle of Portland, in Dorset. (Ref. 1143548)

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

    3 nights from Wed 29th Oct £480

    Secure your holiday with a 30% deposit* Book now
  • A row of attached houses with different exterior finishes on a street at Home From Home in Fortuneswell
    57
    Fortuneswell, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Home From Home is a delightful cottage nestled in the village of Fortuneswell in Dorset, Isle of Portland and is pet-friendly and near the beach. (Ref. 1158103)

    • Wi-fi
    • Washing machine

    3 nights from Wed 29th Oct £456

    Secure your holiday with a 30% deposit* Book now
  • A single story house with a tiled roof driveway and garden beds at Sanjernin Swanage
    27
    Swanage, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    Bungalow located a short walk from the heart of Swanage. (Ref. 994617)

    • Off-road parking
    • Washing machine
    • Baby-friendly

    3 nights from Thu 30th Oct £494

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A brick house facade with a black door and five windows at Pixie Cottage in Weymouth
    26
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A delightful Weymouth terraced cottage, sleeps 4, close to the harbour and walking distance to the beach. (Ref. 1132245)

    • Wi-fi
    • Washing machine

    3 nights from Wed 29th Oct £521

    Secure your holiday with a 30% deposit* Book now
  • The Old Post Office - 1127439 - photo 1
    New property
    33
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

    • Dream Cottages rating

    The Old Post Office, a stylish pet-friendly house nestled in the town Weymouth, Dorset, features a Smart TV, proximity to the beach and marina. (Ref. 1127439)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Wed 29th Oct £497

    Secure your holiday with a 30% deposit* Book now
  • A living room with two blue sofas and a wooden coffee table next to a fireplace and dining area in the background at Day Cottage in Weymouth
    40
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    A delightful, terraced cottage nestled into the coastal town of Weymouth, Dorset. (Ref. 1124105)

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

    3 nights from Thu 30th Oct £384

    Secure your holiday with a 30% deposit* Book now
  • A large garden with a manicured lawn and trees in front of a Tudor style house at Tudor Grange in Bournemouth
    85
    Bournemouth, Dorset
    • Sleeps24
    • Bedrooms12
    • PetsNo

    • Dream Cottages rating

    Tudor Grange is a grand, twelve-bed abode nestled in the heart of Bournemouth, along the coast in Dorset. (Ref. 1152410)

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

    3 nights from Wed 29th Oct £7051

    Secure your holiday with a 30% deposit* Book now
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