Holiday Cottages for October Half term

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Your search returned 139 cottages.

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  • 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 Tue 28th Oct $1754

    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 $546

    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 Tue 28th Oct $991

    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 $846

    Secure your holiday with a 30% deposit* Book now
  • A patio with wooden chairs and a table outside a brick building with open double doors at Hide-A-Way in Weymouth
    31
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

    • Dream Cottages rating

    Hideaway is a fine, single-storey annex situated in Weymouth, Dorset, with open-plan living, Smart TV, and well-positioned to nearby beaches and amenities. (Ref. 1169910)

    • Wi-fi
    • Ground floor bedroom
    • Baby-friendly

    3 nights from Tue 28th Oct $455

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A building with windows and a door at Lily's Pad in Weston, Portland
    25
    Weston, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

    • Dream Cottages rating

    Lily's Pad is an intimate apartment in Weston, Dorset, with ground-floor living and is close to the picturesque coastline, alongside several amenities. (Ref. 1173596)

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

    3 nights from Tue 28th Oct $485

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a stone cottage with two white doors and two windows on a paved street at Jasmine Cottage in Swanage
    30
    Swanage, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.0★

      Good

    • Dream Cottages rating

    Jasmine Cottage is a well-positioned, characterful cottage resting in the heart of Swanage, Dorset. (Ref. 1132327)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Tue 28th Oct $484

    Secure your holiday with a 30% deposit* Book now
  • A coastal town with rooftops and flowers in the foreground at 33 High Street in Fortuneswell
    39
    Fortuneswell, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    33 High Street is a well-positioned, three-bedroom home resting in Fortuneswell, Dorset. (Ref. 1138399)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Tue 28th Oct $1076

    Secure your holiday with a 30% deposit* Book now
  • A small stone and wood house with a black door and climbing plants near stone steps and gravel ground at The Mouse House in Milton Abbas
    12
    Milton Abbas, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    Cosy, studio hideaway close to Milborne St Andrew in Dorset. (Ref. 986342)

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

    3 nights from Tue 28th Oct $469

    Secure your holiday with a 30% deposit* Book now
  • A row of terraced houses with different colored doors and upper windows at Braiders Rest in Bridport
    38
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Braiders Rest is a charming cottage located in the centre of Bridport, a market town in Dorset, with a lovely open-plan layout and short walk to a pub. (Ref. 1136101)

    • Wi-fi

    3 nights from Thu 30th Oct $594

    Secure your holiday with a 30% deposit* Book now
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