Winter Short Breaks in Dorset

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Your search returned 487 cottages.

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    • 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
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher

    3 nights from Sat 30th Nov £650

    Secure your holiday with a 30% deposit* Book now
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A character filled property resting in the pretty village of Maiden Netwon in Dorset. (Ref. 1072294)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from Sat 7th Dec £698

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    • Sleeps12
    • Bedrooms6
    • PetsYes

      3.8

      Good

    • Dream Cottages rating

    Stunning Grade II listed house, located in the Maiden Newton area of Dorchester. (Ref. 990015)

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

    3 nights from Fri 29th Nov £1054

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    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.1

      Good

    • Dream Cottages rating

    A traditional, thatched cottage nestled in Burton Bradstock, close to Dorset's Jurassic Coast. (Ref. 1135014)

    • Wi-fi
    • Washing machine
    • 5% off - Fri 1st Nov 2024 to 31st Jan 2025

    3 nights from Fri 29th Nov £433

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    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.5

      Outstanding

    • Dream Cottages rating

    This wave shaped lodge is architect designed and has incredible panoramic sea views from the decking. (Ref. 994765)

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

    3 nights from Fri 29th Nov £913

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    Last booked yesterday
    Book now
    • Sleeps5
    • Bedrooms2
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    A traditional farmhouse on the cliff top in Burton Bradstock, close to Hive Beach and it’s renowned café, West Bay, Wifi. (Ref. 994095)

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

    3 nights from Sun 8th Dec £402

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    • Sleeps10
    • Bedrooms4
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    A beautifully-presented, single-storey abode residing in Lytchett Matravers, Dorset. (Ref. 1084629)

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

    3 nights from Sat 30th Nov £1237

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9

      Outstanding

    • Dream Cottages rating

    This stylish ground-floor apartment rests on the outskirts of Weymouth, Dorset. (Ref. 1075372)

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

    3 nights from Sat 30th Nov £497

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    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.3

      Good

    • Dream Cottages rating

    The Old Portland Courthouse is spacious, comfortable luxury holiday home. (Ref. 994487)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    3 nights from Wed 1st Jan £1143

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    • Sleeps6
    • Bedrooms2
    • PetsYes

      4.6

      Outstanding

    • Dream Cottages rating

    A bright, ground-floor apartment resting in the lively seaside town of Bournemouth, Dorset. (Ref. 1128806)

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

    3 nights from Mon 2nd Dec £586

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