Holiday Cottages for October Half term

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Your search returned 146 cottages.

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  • The exterior corner of a building with blue beams a glass door partially open and a sign that reads Groves House at Groves House Castletown near Fortuneswell
    17
    Castletown near Fortuneswell, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    Groves House is a lavish, reverse-level abode located in Castletown near Fortuneswell in Dorset, with an open-plan layout and only a short walk from a pub. (Ref. 1166808)

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

    3 nights from Mon 27th Oct £452

    Secure your holiday with a 30% deposit* Book now
  • A red brick residential building with multiple windows and a paved driveway near a tree at Flat 6 Thornlow Heights in Weymouth
    31
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Dream Cottages rating

    A well-appointed, first-floor apartment resting in Weymouth, Dorset. (Ref. 1123245)

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

    3 nights from Mon 27th Oct £449

    Secure your holiday with a 30% deposit* Book now
  • A backyard with a hot tub, a table with chairs, an umbrella, grass, trees, and a wooden fence at Cliffwalk Cottage in Southwell
    26
    Southwell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    This contemporary holiday home rests in Portland, Dorset. (Ref. 1122555)

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

    3 nights from Wed 29th Oct £384

    Secure your holiday with a 30% deposit* Book now
  • A brick house with a round balcony and glass doors at 4 Holt Court in Salisbury
    25
    Salisbury, Wiltshire
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Outstanding loft-style apartment in the heart of Salisbury. (Ref. 988938)

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

    3 nights from Tue 28th Oct £1034

    Secure your holiday with a 30% deposit* Book now
  • A living room with a sofa, green armchair, round mirrors, dining table with dishes and wine bottle at The Cottage in Weymouth
    28
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.1★

      Good

    • Dream Cottages rating

    The Cottage is a charming, two-bedroom townhouse resting in Weymouth, Dorset. (Ref. 1137088)

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

    3 nights from Mon 27th Oct £562

    Secure your holiday with a 30% deposit* Book now
  • A grass lawn and a pathway leading to a thatched cottage with a wooden door and adjoining glass structure at Under Acre Cottage in Winterborne Whitechurch
    53
    Winterborne Whitechurch, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    A 16th century, Grade II listed, thatched property situated within Winterborne Whitechurch village. (Ref. 1062552)

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

    3 nights from Mon 27th Oct £1306

    Secure your holiday with a 30% deposit* Book now
  • A balcony dining setup with plates glassware fruit bowl and bread overlooking a harbor at 65 Ocean View in Castletown Portland
    31
    Castletown, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      3.7★

      Good

    • Dream Cottages rating

    A well-presented apartment with views over Portland Marina in Castletown, Dorset. (Ref. 1136982)

    • Wi-fi
    • Washing machine

    3 nights from Mon 27th Oct £461

    Secure your holiday with a 30% deposit* Book now
  • An outdoor view of a house with a table and chairs at Driftwood in Weymouth
    27
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

    • Dream Cottages rating

    Driftwood is a delightful, terraced holiday home situated in the popular coastal town of Weymouth in Dorset, set just a short walk from the beach. (Ref. 1173824)

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

    3 nights from Thu 30th Oct £406

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A brick house with a red door and white framed windows behind a stone wall at Weybury Cottage in Brewers Quay Harbour
    18
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    A period three-storey terraced property resting in Weymouth, Dorset. (Ref. 1055214)

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

    3 nights from Mon 27th Oct £738

    Secure your holiday with a 30% deposit* Book now
  • A row of terraced houses with brick walls and shrubs in front at Princess Beach House in Swanage
    43
    Swanage, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

    • Dream Cottages rating

    Princess Beach House is a terraced, pet-friendly holiday cottage located in the seaside town of Swanage in Dorset near the beach and local amenities. (Ref. 1163474)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Wed 29th Oct £640

    Secure your holiday with a 30% deposit* Book now
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