Winter Short Breaks in Dorset

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Your search returned 326 cottages.

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  • A brick house with white framed windows and door with two black chairs and a small table outside at Nuke in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Dream Cottages rating

    This cottage boast style, character, and a fabulously contemporary interior. (Ref. 1005313)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 1st Mar £672

    Book now
  • A cottage with a thatched roof brick walls and a wooden door surrounded by grass at Cosy Cot in Stapleford
    20
    Stapleford, Wiltshire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    Utterly Idyllic thatched cottage with the 'wow' factor in stunning village. (Ref. 988969)

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

    3 nights from Sun 1st Mar £739

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  • Front exterior of a brick house with white-framed windows and door and garden shrubs with black chairs and table outside at Splash in Weymouth
    22
    Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    Splash, a lovely, terrace cottage lies in the heart of Weymouth, a seaside town in Dorset. (Ref. 1154894)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    3 nights from Sun 1st Mar £684

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  • A coastal area with a golf course a road and a residential neighborhood at Bayview Cottage in Southbourne
    24
    Southbourne, Dorset
    • Sleeps8
    • Bedrooms3
    • PetsYes

      4.1★

      Good

    • Dream Cottages rating

    A well-positioned, three-bedroom cottage resting in Southbourne, Dorset. (Ref. 1165067)

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

    3 nights from Tue 3rd Mar £695

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  • A balcony with glass table and chairs overlooking buildings and a body of water at Panoramic View in Castletown Portland
    Property has offers
    22
    Castletown, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    A well-presented, modern apartment on the rugged Isle of Portland. (Ref. 1034885)

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

    3 nights from Fri 6th Mar was £674 £518

    Last booked within the hour
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  • A stone walkway with plants along the side of a stone house at The Apple Loft at Jordan House in Preston
    21
    Preston, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.2★

      Good

    • Dream Cottages rating

    The Apple Loft at Jordan House is a contemporary cottage resting in Bowleaze, on the outskirts of Weymouth, Dorset. (Ref. 1149531)

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

    3 nights from Sun 1st Mar £507

    Last booked 1 hour ago
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  • A stone cottage with a tiled roof and potted plants outside at Leys At Valley View Farm in Uplyme
    44
    Uplyme, Devon
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Leys at Valley View Farm is a high specification luxury barn conversion. (Ref. 994328)

    • Wi-fi
    • Off-road parking
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    3 nights from Sun 1st Mar £1364

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  • Exterior view of a stone house with white framed windows a white garage door and a small porch at Fisherbridge Cottage Weymouth
    39
    Weymouth, Dorset
    • Sleeps7
    • Bedrooms4
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    This pretty, detached cottage lies in Preston, Dorset. (Ref. 1119018)

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

    3 nights from Sun 1st Mar £678

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  • Modern apartment buildings with balconies behind trees under a clear sky at Flat 7 Sand Acres in Canford Cliffs
    29
    Canford Cliffs, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Dream Cottages rating

    Flat 7 Sand Acres is an impressive apartment in Canford Cliffs, Dorset, that is close to the beach with amazing seaside views from the 26-foot balcony. (Ref. 1172882)

    • Wi-fi
    • Dishwasher
    • Washing machine

    3 nights from Sun 1st Mar £485

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  • A backyard with a hot tub, a table with chairs, an umbrella, grass, trees, and a wooden fence at Cliffwalk Cottage in Southwell
    26
    Southwell, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Dream Cottages rating

    This contemporary holiday home rests in Portland, Dorset. (Ref. 1122555)

    • Wi-fi
    • Hot Tub
    • Dishwasher
    • Washing machine

    3 nights from Sun 1st Mar £394

    Book now
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