Winter Short Breaks in Dorset

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Your search returned 233 cottages.

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  • Exterior view of a white timber-clad building with black framed windows and doors on a street with stone walls on either side Captains House Lyme Regis
    47
    Lyme Regis, Dorset
    • Sleeps9
    • Bedrooms5
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A contemporary detached house resting in Lyme Regis, Dorset. (Ref. 1106389)

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

    3 nights from Sat 28th Nov $1426

    Last booked 2 days ago
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  • A large stone building with multiple windows and a tiled roof next to a street with a no footway sign at 1 Coram Tower in Lyme Regis
    18
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A historic ground floor apartment situated in Lyme Regis, Dorset. (Ref. 1105894)

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

    3 nights from Sat 28th Nov $690

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  • Front exterior of a semi detached house with garage and green door at 2 Studley Gardens Lyme Regis
    26
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    2 Studley Gardens is a nicely-presented holiday home in the beautiful seaside town of Lyme Regis, Dorset. (Ref. 1141734)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from Mon 30th Nov $675

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  • An outdoor deck with seating cushions a table rope railing and a view of greenery and the sea at Coastal View in Lyme Regis
    27
    Lyme Regis, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    Coastal View is a stunning and beautifully-styled, one-bedroom apartment in Lyme Regis, Dorset. (Ref. 1135796)

    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    3 nights from Mon 30th Nov $586

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  • A dining room with wooden chairs a table set with glasses and a bottle with view of garden and sea through open door at The Portland Suite in Lyme Regis
    21
    Lyme Regis, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A tastefully converted apartment in the centre of Lyme Regis, Dorset. (Ref. 1105919)

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

    3 nights from Sun 29th Nov $847

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  • An outdoor wooden dining table set with bowls glasses and cutlery under a large umbrella with sea view at 4 Coram Court in Lyme Regis
    25
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A detached Mediterranean-style villa situated in Lyme Regis, Dorset. (Ref. 1105923)

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

    3 nights from Sat 28th Nov $847

    Last booked 3 hours ago
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  • A balcony view overlooking the ocean and harbor at 3 Harbour Heights Lyme Regis
    29
    Lyme Regis, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    3 Harbour Heights, a delightful second-floor apartment resting in the seaside town of Lyme Regis in Dorset. (Ref. 1159292)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from Sat 28th Nov $790

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  • An outdoor patio area with a white metal table and chairs set with plates and glasses next to a stone house with flowering bushes at High Trees in Lyme Regis
    Property has offers
    39
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Lyme Bay Holidays rating

    A semi-detached bungalow resting in Lyme Regis, Dorset. (Ref. 1106040)

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

    • 10% off - Fri 24th Apr to 2nd May 2026

    3 nights from Sat 28th Nov $715

    Last booked 3 days ago
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  • The exterior of a yellow building with white window frames and a dark blue door in Lyme Regis
    52
    Lyme Regis, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.9★

      Outstanding

    • Lyme Bay Holidays rating

    A spacious, double-fronted, Grade II listed historic townhouse with garden in the heart of Lyme Regis, a minute's walk from the sea. (Ref. 1142151)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 28th Nov $2501

    Last booked 2 days ago
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  • A living room with two sofas a television and a balcony overlooking the sea at 9 Bay View Court in Lyme Regis
    17
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A seaside apartment resting in Lyme Regis, Dorset. (Ref. 1105917)

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

    3 nights from Sat 28th Nov $801

    Book now
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