Winter Short Breaks in Dorset

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Your search returned 471 cottages.

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  • A driveway with a silver van parked next to a house with a garage and trees at Redcliff View Lodge in Weymouth
    24
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    Sleeps six in Weymouth, patio garden. (Ref. 994586)

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

    3 nights from Fri 28th Nov $835

    Secure your holiday with a 30% deposit* Book now
  • A wooden cabin with large glass sliding doors and outdoor seating on a grassy area at Heron Lodge Castle Farm in Wedmore
    25
    Wedmore, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Luxurious wooden lodge in the village of Wedmore in Somerset. (Ref. 982512)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher

    3 nights from Mon 1st Dec $870

    Secure your holiday with a 30% deposit*
    Last booked 3 hours ago
    Book now
  • A harbor with boats docked near buildings and a raised drawbridge at Harbours Edge in Brewers Quay Harbour
    27
    Brewers Quay Harbour, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.1★

      Good

    • Dream Cottages rating

    Perfectly located on the harbour side in the heart of Weymouth. (Ref. 994172)

    • Wi-fi
    • Washing machine

    3 nights from Sat 29th Nov $566

    Secure your holiday with a 30% deposit* Book now
  • A wooden cabin with a metal roof and green doors surrounded by a fenced patio with a picnic table and potted plants at Little Willow in Farrington near Child Okeford
    26
    Farrington near Child Okeford, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A superb cottage situated in the rural settlement of Farrington in Dorset. (Ref. 1003500)

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

    3 nights from Sat 29th Nov $451

    Secure your holiday with a 30% deposit*
    Last booked 6 hours ago
    Book now
  • The front entrance of a building with a dark door numbered 38 and a curved window with plants along the path at Flat 2 38 Preston Road Weymouth
    29
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    This spacious ground-floor apartment is nestled in the gorgeous seaside town of Weymouth in Dorset. (Ref. 1037083)

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

    3 nights from Fri 28th Nov $634

    Secure your holiday with a 30% deposit* Book now
  • Stone cottage house with white door and windows surrounded by bushes at The Old Reading Room in Langton Herring
    40
    Langton Herring, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    A charming semi-detached cottage in Dorset Village of Langton Herring, close to the Jurassic coast Upside down living, WiFi. (Ref. 994488)

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

    3 nights from Fri 28th Nov $946

    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

      4.6★

      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

    3 nights from Fri 28th Nov $946

    Secure your holiday with a 30% deposit* Book now
  • An exterior courtyard with stone buildings a staircase and no parking signs at George's House in Brewers Quay Harbour
    28
    Brewers Quay Harbour, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Four bedrooms in Kellaway Court, Weymouth. (Ref. 994219)

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

    3 nights from Fri 28th Nov $1036

    Secure your holiday with a 30% deposit* Book now
  • A single story L shaped wooden building with multiple windows and a central entrance at Rectory Farm Lodge Queen Camel near Yeovil
    40
    Queen Camel near Yeovil, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Wonderful, semi-detached wood-effect holiday barn on the edge of Queen Camel, six miles from Yeovil in Somerset. (Ref. 957128)

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

    3 nights from Fri 28th Nov $863

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a modern white apartment building with balconies and a pathway surrounded by grass and plants at 1 Blue Waters in Southbourne
    29
    Southbourne, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    A lovely, single level lower-ground-floor apartment resting in Southbourne, Dorset. (Ref. 1095373)

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

    3 nights from Fri 28th Nov $710

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
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