Winter Short Breaks in Dorset

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Your search returned 263 cottages.

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  • A sunroom with a striped sofa and glass sliding doors opening to an outdoor patio with a table and chairs at 9 Farnham House Lyme Regis
    14
    Lyme Regis, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsYes

      4.0★

      Good

    • Lyme Bay Holidays rating

    A renovated detached bungalow situated in Lyme Regis, Dorset. (Ref. 1106554)

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

    3 nights from Sun 1st Mar €874

    Secure your holiday with a 30% deposit* Book now
  • A balcony with a table and chairs overlooking the sea and buildings at 4 Bay View Court in Lyme Regis
    15
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.2★

      Good

    • Lyme Bay Holidays rating

    A seaside apartment resting in Lyme Regis, Dorset. (Ref. 1105978)

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

    3 nights from Sat 3rd Jan €591

    Secure your holiday with a 30% deposit* Book now
  • A garden with a wooden deck patio set in front of an arched cabin with glass doors at Cedar in Wootton Fitzpaine near Charmouth
    20
    Wootton Fitzpaine near Charmouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Lyme Bay Holidays rating

    Cedar is a stylish, two-bedroom pod situated rurally in Wootton Fitzpaine near Charmouth, Dorset. (Ref. 1139760)

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

    3 nights from Sat 29th Nov €508

    Secure your holiday with a 30% deposit* Book now
  • 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 7th Dec €753

    Secure your holiday with a 30% deposit* Book now
  • A wooden cabin with a covered porch and outdoor table and benches on a grassy area near a tree and fenced countryside at The Ash Lodge near Lyme Regis
    34
    near Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

    • Lyme Bay Holidays rating

    The Ash Lodge is a pleasing, single-storey cottage located on the outskirts of Lyme Regis in Dorset, boasting countryside views and nearby a pub. (Ref. 945364)

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

    3 nights from Fri 28th Nov €489

    Secure your holiday with a 30% deposit* 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
    • PetsYes

      4.3★

      Good

    • Lyme Bay Holidays rating

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

    • Wi-fi

    • 20% off - Tue 4th Nov to 30th Nov 2025

    • 10% off - Mon 1st Dec to 19th Dec 2025

    3 nights from Fri 28th Nov was €727 €565

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A brick terraced house with white window frames and a pathway leading to the front door at 3 Cobb View Lyme Regis
    17
    Lyme Regis, Dorset
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.3★

      Good

    • Lyme Bay Holidays rating

    A seaside second-floor apartment resting in Lyme Regis, Dorset. (Ref. 1105767)

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

    3 nights from Sat 29th Nov €649

    Secure your holiday with a 30% deposit* Book now
  • 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 29th Nov €562

    Secure your holiday with a 30% deposit* 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
    Property has offers
    18
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.3★

      Good

    • Lyme Bay Holidays rating

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

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

    3 nights from Fri 28th Nov was €775 €634

    Secure your holiday with a 30% deposit* Book now
  • A green shepherd hut with an open white door on a gravel path surrounded by greenery with a fire pit and a wooden table with flowers at Oak Shepherd Hut in Monkton Wyld near Charmouth
    43
    Monkton Wyld near Charmouth, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      5.0★

      Perfect

    • Lyme Bay Holidays rating

    Oak Shepherd Hut is a charming, single-storey, and pet-friendly hut in Monkton Wyld, Dorset, with a woodburning stove, barbecue, and countryside views. (Ref. 1174124)

    • Off-road parking
    • Ground floor bedroom

    3 nights from Sun 4th Jan €399

    Secure your holiday with a 30% deposit* Book now
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