Winter Short Breaks in Dorset

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Your search returned 489 cottages.

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  • A white brick exterior of two adjacent houses with black and green doors and windows at Wey Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.3★

      Good

    • Dream Cottages rating

    Traditional terraced cottage, 3 minutes' walk to the harbour, shop and café. (Ref. 998260)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 29th Nov $599

    Last booked 2 days ago
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  • A gravel driveway leading to a thatched roof cottage with brick and flint walls and surrounding trees at Moles Cottage in Farnham near Sixpenny Handley
    33
    Farnham near Sixpenny Handley, Dorset
    • Sleeps16
    • Bedrooms8
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Moles Cottage is a characterful retreat with en-suite bedrooms, a toasty open fire and accepting pets, in the picturesque village of Farnham, Dorset. (Ref. 1165807)

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

    3 nights from Mon 30th Nov $2525

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  • A brick exterior with white doors windows hanging plants and a sculpture at Barley Mews Brewers Quay Harbour
    50
    Brewers Quay Harbour, Dorset
    • Sleeps9
    • Bedrooms4
    • PetsNo

      4.3★

      Good

    • Dream Cottages rating

    A beautiful conversion of the Devenish Brewery malthouse, just moments from the harbourside. (Ref. 993976)

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

    3 nights from Sun 29th Nov $1612

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  • An outdoor area with a wooden building and a small wooden cabin with a gravel ground and a wooden fence at Sunnyside Lodge in Crewkerne
    28
    Crewkerne, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Charming lodge situated near the Somerset market town of Crewkerne. (Ref. 976874)

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

    3 nights from Sat 28th Nov $756

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  • 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
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

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

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

    3 nights from Sat 28th Nov $823

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  • A living room with a television on a stand a gray sofa a desk with a chair and a glass door at Half Pint Cottage in Beaminster
    30
    Beaminster, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Half Pint Cottage, a lovely, 250-year-old dwelling situated in the town of Beaminster in Dorset, with a pet-friendly policy and a short walk from a pub. (Ref. 1153238)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from Sat 28th Nov $577

    Last booked 9 hours ago
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  • The exterior of a white terraced house with blue doors and window sills at South Harbour Cottage in Weymouth
    17
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

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

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 29th Nov $776

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  • A stone farmhouse with a tiled roof and green lawn with picnic tables and umbrellas at Butcombe Farm House in Butcombe
    54
    Butcombe, Somerset
    • Sleeps24
    • Bedrooms8
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    A Grade II listed farm house, resting within the village of Butcombe. (Ref. 1002613)

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

    3 nights from Tue 5th Jan $3885

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  • A house with ivy on one side a paved driveway and a porch with wooden furniture at Deer Leap House in Moreton
    82
    Moreton, Dorset
    • Sleeps15
    • Bedrooms7
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    A spacious holiday home resting in Moreton, Dorset. (Ref. 1060785)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    3 nights from Sat 28th Nov $2390

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  • Front view of a brick house with decorated windows and a black door with red steps and a driveway at Gone Fishing in Brewers Quay Harbour
    32
    Brewers Quay Harbour, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Four bedroom semi-detached property in Weymouth. (Ref. 994226)

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

    3 nights from Sun 29th Nov $1276

    Last booked 2 days ago
    Book now
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