Winter Short Breaks in Dorset

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  • A two-story house with triangular roof windows a balcony a patio with chairs and greenery on a lawn at Willows in Charmouth
    14
    Charmouth, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.4★

      Good

    • Lyme Bay Holidays rating

    Gorgeous villa-style apartment within walking distance of the beautiful town of Charmouth, Dorset. (Ref. 1106354)

    • Pet friendly (extra charges may apply)
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher
    • Washing machine

    3 nights from Sun 29th Nov From €526

    Book now
  • A living room with a large window overlooking boats and water with sofas a wooden coffee table and a small television at The Penthouse @ No 5 in Lyme Regis
    23
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.8★

      Outstanding

    • Lyme Bay Holidays rating

    A stunning, penthouse apartment in the heart of Lyme Regis in Dorset. (Ref. 1122332)

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

    3 nights from Sun 3rd Jan From €790

    Book now
  • A wooden balcony with a table and chairs under an umbrella overlooking houses and the sea at St Anton in Lyme Regis
    Property has offers
    13
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.2★

      Good

    • Lyme Bay Holidays rating

    An attractive single-storey holiday chalet in the heart of Lyme Regis in Dorset. (Ref. 1105790)

    • Pet friendly (extra charges may apply)
    • Wi-fi

    • 10% off - Tue 1st Sep to 3rd Oct 2026

    3 nights from Sun 3rd Jan From €576

    Book now
  • A living room with exposed wooden beams large windows a chandelier a clock wicker chairs and a sofa at Cumberland Cottage Lyme Regis
    18
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.3★

      Good

    • Lyme Bay Holidays rating

    A semi-detached cottage resting in Lyme Regis, Dorset. (Ref. 1106573)

    • Pet friendly (extra charges may apply)
    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Thu 4th Mar From €642

    Book now
  • A garden with outdoor wooden furniture and bushes in front of a thatched cottage at Thatched Cottage in Charmouth
    31
    Charmouth, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.3★

      Good

    • Lyme Bay Holidays rating

    A Grade II listed, three-bedroom cottage resting in the coastal village of Charmouth, Dorset. (Ref. 1136555)

    • Pets go free
    • Wi-fi
    • Dishwasher

    3 nights from Sun 29th Nov From €577

    Last booked 2 days ago
    Book now
  • A thatched cottage with windows and a hedge at Bridge Cottage in Chideock
    62
    Chideock, Dorset
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

    • Lyme Bay Holidays rating

    An impressive Grade II Listed 4 bedroom holiday home situated in Chideock. (Ref. 1196198)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine

    3 nights from Sat 28th Nov From €1135

    Last booked 4 hours ago
    Book now
  • Exterior view of multi-story buildings with balconies and palm trees in front at 1 Bay View Court in Lyme Regis
    30
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    A seaside apartment resting in Lyme Regis, Dorset. (Ref. 1106046)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    3 nights from Sun 3rd Jan From €542

    Book now
  • A street with two houses one with a tiled roof and the other with a thatched roof and a bollard with traffic signs at Milton Cottage in Lyme Regis
    32
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

    • Lyme Bay Holidays rating

    Milton Cottage is an charming cottage situated in the seaside town of Lyme Regis, Dorset, boasting a courtyard and is a short stroll from the beach, pub and shop. (Ref. 1173471)

    • Wi-fi
    • Washing machine

    3 nights from Sun 3rd Jan From €496

    Book now
  • The front of a house with a white exterior wall purple flowers and a large plant near the entrance at Bethel Cottage in Lyme Regis
    27
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Lyme Bay Holidays rating

    A renovated cottage resting in Lyme Regis, Dorset. (Ref. 1106524)

    • Pets go free
    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sat 5th Dec From €763

    Book now
  • A street with pastel colored houses and a church with a clock tower at Bedrock in Lyme Regis
    20
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.2★

      Good

    • Lyme Bay Holidays rating

    A traditional cottage resting in Lyme Regis, Dorset. (Ref. 1105854)

    • Wi-fi
    • Washing machine

    3 nights from Sun 3rd Jan From €618

    Book now
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