Winter Short Breaks in Dorset

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Your search returned 233 cottages.

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  • A white sofa with patterned pillows a wooden coffee table and a window seat with pillows and a sheepskin at Seahorse in Lyme Regis
    17
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Lyme Bay Holidays rating

    A stunning apartment overlooking Marine Parade in Lyme Regis in Dorset. (Ref. 1105835)

    • Wi-fi
    • Dishwasher

    3 nights from Sun 29th Nov $891

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  • An outdoor patio area with a glass table and black chairs with flowers and wine glasses at 47 Church Street in Lyme Regis
    50
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Lyme Bay Holidays rating

    47 Church Street is a beautiful, three-storey and dog-friendly house situated in the seaside town of Lyme Regis, Dorset, boasting an enclosed garden. (Ref. 1164169)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 28th Nov $839

    Last booked yesterday
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  • An outdoor area with seating and a sign at Greystones Flat in Lyme Regis
    20
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.4★

      Good

    • Lyme Bay Holidays rating

    A ground-floor apartment resting in Lyme Regis, Dorset. (Ref. 1105800)

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

    3 nights from Sun 29th Nov $622

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  • A view of the ocean with a small harbor and boats near a rooftop at 2 Beach Way House in Lyme Regis
    19
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A seaside first-floor apartment resting in Lyme Regis, Dorset. (Ref. 1106590)

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

    3 nights from Sat 28th Nov $863

    Last booked yesterday
    Book now
  • A single story house with a tiled roof a chimney and an antenna on a lawn at Broadstones in Bridport
    Property has offers
    37
    Bridport, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    A pleasant, detached bungalow resting in Bettiscombe outside Bridport, Dorset. (Ref. 1105472)

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

    • 5% off - Fri 6th Mar to 30th Apr 2026

    3 nights from Sun 29th Nov $711

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  • An alley with storefronts and outdoor seating at Drake's Hideaway in Lyme Regis
    28
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Lyme Bay Holidays rating

    Drake's Hideaway is a charming first-floor apartment in the heart of Lyme Regis, Dorset, situated close to the seafront and the family-friendly beaches. (Ref. 1168929)

    • Wi-fi
    • Dishwasher

    3 nights from Wed 6th Jan $621

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  • A wooden picnic table on a deck overlooking a grassy garden with bushes and houses near the sea at Tillicum in Charmouth
    51
    Charmouth, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.1★

      Good

    • Lyme Bay Holidays rating

    An attractive holiday home within walking distance of beautiful Charmouth in Dorset. (Ref. 1106203)

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

    3 nights from Sun 29th Nov $1062

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  • A street view of houses with a blue door and windows at Lyme Views in Lyme Regis
    20
    Lyme Regis, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Lyme Bay Holidays rating

    A well-furnished apartment in the centre of Lyme Regis in Dorset. (Ref. 1105822)

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

    3 nights from Sat 28th Nov $668

    Last booked yesterday
    Book now
  • A row of cottages with green blue and red doors and a garden path at 44 Fernhill Heights in Charmouth
    26
    Charmouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Lyme Bay Holidays rating

    A traditional cottage resting beside a stream and woodland area, situated in Charmouth, Dorset. (Ref. 1106464)

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

    3 nights from Sun 29th Nov $583

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  • A dining area with a wooden table set with plates and glasses and a gray armchair near a tv at Seas The Day in Lyme Regis
    18
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.3★

      Good

    • Lyme Bay Holidays rating

    A magnificent apartment on the seafront in Lyme Regis in Dorset. (Ref. 1106551)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 29th Nov $703

    Book now
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