Winter Short Breaks in Dorset

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Your search returned 259 cottages.

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  • A living room with a dark blue sofa wooden dining table set with plates and glasses and a television near large windows at Moonbeam View in Lyme Regis
    27
    Lyme Regis, Devon
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Lyme Bay Holidays rating

    Moonbeam View is a wonderfully presented ground-floor apartment situated in Lyme Regis, Dorset near local amenities, the beach and with en-suites. (Ref. 1119814)

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

    3 nights from Tue 16th Dec £459

    Secure your holiday with a 30% deposit* Book now
  • A balcony with chairs overlooking a crowded beach with umbrellas by the sea at 1 Argyle House in Lyme Regis
    14
    Lyme Regis, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Lyme Bay Holidays rating

    A stunning ground-floor apartment resting in Lyme Regis, Dorset. (Ref. 1115573)

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

    3 nights from Tue 16th Dec £733

    Secure your holiday with a 30% deposit* Book now
  • A pink two-story house with multiple windows a white door and a wooden gate in front at Seagull Cottage in Lyme Regis
    23
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Lyme Bay Holidays rating

    An idyllic cottage nestled in Lyme Regis, Dorset. (Ref. 1111112)

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

    3 nights from Fri 2nd Jan £681

    Secure your holiday with a 30% deposit* Book now
  • A modern building with curved metal roof and balconies at 8 Driftwood in West Bay
    13
    West Bay, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Lyme Bay Holidays rating

    A first-floor apartment situated in West Bay, Dorset. (Ref. 1106102)

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

    3 nights from Tue 16th Dec £430

    Secure your holiday with a 30% deposit* Book now
  • A modern apartment building with balconies and large windows at 2 Driftwood in West Bay
    Property has offers
    29
    West Bay, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Lyme Bay Holidays rating

    A first-floor apartment situated in West Bay, Dorset. (Ref. 1106152)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 10% off - Mon 24th Nov to 31st Dec 2025

    3 nights from Thu 1st Jan £430

    Secure your holiday with a 30% deposit* Book now
  • A coastal town view with rooftops trees and ocean under a cloudy sky at Sandpiper in Lyme Regis
    23
    Lyme Regis, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    An attractive holiday home within walking distance of Lyme Regis in Dorset. (Ref. 1106242)

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

    3 nights from Tue 16th Dec £586

    Secure your holiday with a 30% deposit* Book now
  • A street corner with a large rusted anchor and flower pots in front of modern apartment buildings at Sandstones in West Bay
    14
    West Bay, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Lyme Bay Holidays rating

    A charming second-floor apartment in the heart of West Bay in Dorset. (Ref. 1106414)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Tue 16th Dec £570

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • 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 Tue 16th Dec £1040

    Secure your holiday with a 30% deposit* Book now
  • White two story house with gated front garden and wooden bench at Charmouth Lodge in Charmouth
    50
    Charmouth, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      5.0★

      Perfect

    • Lyme Bay Holidays rating

    Charmouth Lodge is a Grade II listed townhouse situated in the charming seaside village of Charmouth, Dorset and is close tot he beach and amenities. (Ref. 1142797)

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

    3 nights from Sun 4th Jan £1040

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a white house with thatched roof black garage door and balcony surrounded by greenery at Maries Lyme Regis
    20
    Lyme Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Lyme Bay Holidays rating

    An attractive, character cottage within walking distance of Lyme Regis in Dorset. (Ref. 1105838)

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

    3 nights from Tue 16th Dec £636

    Secure your holiday with a 30% deposit* Book now
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