Winter Short Breaks in Dorset

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Your search returned 480 cottages.

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  • A brick terraced house with a black front door two windows with shutters and a street lamp in front at Harbour Catch Cottage in Weymouth
    18
    Save £60 with code BFDEAL60
    Weymouth, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Traditional cute cottage, in the town centre side of Weymouth harbour. (Ref. 994240)

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

    3 nights from Mon 8th Dec £494

    Secure your holiday with a 30% deposit* Book now
  • A front view of a large brick and white house with bay windows and a small porch at Dream View in Greenhill
    24
    Save £60 with code BFDEAL60
    Greenhill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    Located on the Esplanade in Weymouth with far reaching beach and sea views and within walking distance of the Harbour and town amenities. (Ref. 994167)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Mon 1st Dec £592

    Secure your holiday with a 30% deposit* Book now
  • A brick residential building with multiple windows a gated entrance and a small staircase at Ocean Watch 1 in Greenhill
    20
    Save £60 with code BFDEAL60
    Greenhill, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Modern one level apartment. (Ref. 994505)

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

    3 nights from Mon 1st Dec £594

    Secure your holiday with a 30% deposit* Book now
  • A street view of a row of attached brick houses with dormer windows and a sidewalk at Marina Reach in Weymouth
    30
    Save £60 with code BFDEAL60
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.5★

      Outstanding

    • Dream Cottages rating

    Ground floor apartment in Weymouth, sleeps 4, wifi, allocated parking, close to the beach, shops and marina. (Ref. 1091449)

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

    3 nights from Mon 1st Dec £521

    Secure your holiday with a 30% deposit* Book now
  • A small A-frame house with a wooden deck and stairs surrounded by trees and grass at Apple Tree Lodge in Gillingham
    23
    Save £60 with code BFDEAL60
    Gillingham, Dorset
    • Sleeps5
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Unique, A-frame lodge placed near Gillingham in Dorset. (Ref. 970181)

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

    3 nights from Mon 1st Dec £406

    Secure your holiday with a 30% deposit* Book now
  • An outside view of a small brick building with a red door and a window with plants and a green utility box at Fountain Cottage in Weymouth
    Property has offers
    16
    Save £60 with code BFDEAL60
    Weymouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    A cosy stone cottage for two this is the ideal place to spend quality time together, walking and exploring the local area. (Ref. 994208)

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

    3 nights from Sat 6th Dec £498

    Secure your holiday with a 30% deposit* Book now
  • A dining table set with plates glasses and bread next to a living room with sofa armchairs coffee table and glass doors with green curtains at Newton's Cove View in Weymouth
    21
    Save £60 with code BFDEAL60
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Upper ground floor apartment in the Admiral’s Quarter development. (Ref. 994438)

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

    3 nights from Mon 1st Dec £484

    Secure your holiday with a 30% deposit* Book now
  • A pathway leading to a white house with a brown door surrounded by bushes and flowers at Lilliput in Shipton Gorge
    55
    Save £60 with code BFDEAL60
    Shipton Gorge, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Beautiful and cosy cottage located in a peaceful village of Shipton Gorge. (Ref. 994340)

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

    3 nights from Mon 1st Dec £632

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with a wooden gate and a sign reading Salisbury Terrace surrounded by a garden at Jasmine Cottage in Kilmington Devon
    Property has offers
    17
    Save £60 with code BFDEAL60
    Kilmington, Devon, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A traditional, pet-friendly, semi-detached cottage nestled in Kilmington, Devon. (Ref. 1096104)

    • Wi-fi
    • Washing machine
    • Baby-friendly

    3 nights from Sat 6th Dec was £402 £313

    Secure your holiday with a 30% deposit* Book now
  • Exterior view of a brick building with multiple doors and windows and potted plants on gravel at The Apple Shed in Motcombe
    23
    Save £60 with code BFDEAL60
    Motcombe, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A homely cottage situated near the village of Motcombe, Dorset. (Ref. 957189)

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

    3 nights from Sat 3rd Jan £450

    Secure your holiday with a 30% deposit* Book now
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