Holiday Cottages for October Half term

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • Exterior of a stone cottage with a thatched roof white door and windows with plants around the entrance at Lilac Cottage in Burton Bradstock
    29
    Burton Bradstock, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Character cottage in the coastal village of Burton Bradstock, sleeping four. (Ref. 994332)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Sat 24th Oct From $823

    Book now
  • A street view of a cottage with brick and stone walls with bushes and flowers outside at Apple Tree Cottage in Shillingstone near Sturminster Newton
    26
    Shillingstone near Sturminster Newton, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    A cosy brick-and-flint terraced cottage, within the pretty Dorset village of Shillingstone. (Ref. 925256)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 24th Oct From $561

    Last booked yesterday
    Book now
  • The front of a stone building with two doors and multiple windows and a small patio with a chair
    28
    Swanage, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Honeypot Cottage is a conventional, three-storey cottage situated near Swanage Beach in Swanage, Dorset, boasting a Smart TV and enclosed courtyard. (Ref. 1164485)

    • Pets go free
    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Sat 24th Oct From $896

    Last booked yesterday
    Book now
  • A single story house with a tiled roof a chimney and an antenna on a lawn at Broadstones in Bridport
    33
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A pleasant, detached bungalow resting in Bettiscombe outside Bridport, Dorset. (Ref. 1105472)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Washing machine

    3 nights from Fri 23rd Oct From $711

    Book now
  • A large brick house with white framed windows and a red roof surrounded by trees and bushes at Bayview Loft in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A period conversion apartment Bayview Loft is located in an upmarket development in a highly desirable area of Weymouth in Dorset. (Ref. 1085793)

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

    3 nights from Mon 26th Oct From $672

    Book now
  • The front entrance of a brick and stone house with a thatched roof and wooden door at Cosy Cot in Stapleford
    20
    Stapleford, Wiltshire
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

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

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

    3 nights from Sat 24th Oct From $986

    Book now
  • The exterior of a white terraced house with blue doors and window sills at South Harbour Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.4★

      Good

    • Dream Cottages rating

    A pretty, renovated terraced cottage, close to the old harbour and Brewers Quay in Weymouth. (Ref. 1043009)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 23rd Oct From $776

    Book now
  • A brick house with a brown door and windows a driveway wooden benches and a garage at Chickerell House Weymouth
    32
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.3★

      Good

    • Dream Cottages rating

    Chickerell House is a pleasant, detached holiday home resting in the seaside town of Weymouth, Dorset. (Ref. 1152691)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom

    3 nights from Mon 26th Oct From $799

    Book now
  • Stone terraced houses with red doors and red leafy trees behind wooden fences
    18
    Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Sea Breeze is a lovely, terraced cottage resting in the outskirts of Swanage, Dorset. (Ref. 1150773)

    • Pets go free
    • Wi-fi
    • Off-road parking

    3 nights from Fri 23rd Oct From $589

    Book now
  • A narrow street with houses and a view of the water at Blanche Cottage Brewers Quay Harbour
    45
    Brewers Quay Harbour, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A fabulous, three-storey home resting near Weymouth's Old Harbour in Dorset. (Ref. 1092575)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Fri 23rd Oct From $913

    Book now
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