Winter Short Breaks in Dorset

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Your search returned 487 cottages.

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    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0

      Perfect

    • Dream Cottages rating

    A well-presented barn conversion resting on the outskirts of Okeford Fitzpaine, Dorset. (Ref. 1137516)

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

    3 nights from Sat 30th Nov £582

    Secure your holiday with a 30% deposit* Book now
    • Sleeps13
    • Bedrooms6
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)

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

    3 nights from Sat 30th Nov £1557

    Secure your holiday with a 30% deposit*
    Last booked 1 hour ago
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    • Sleeps8
    • Bedrooms3
    • PetsNo

      4.9

      Outstanding

    • Dream Cottages rating

    On Weymouth Harbourside this is an extraordinarily spacious apartment, sleeps 8, tastefully renovated, Large en-suite showers to all rooms, harbour views, WiFi. (Ref. 994463)

    • Wi-fi
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • 10% off - Mon 14th Oct to 20th Dec 2024

    3 nights from Fri 29th Nov £952

    Secure your holiday with a 30% deposit* Book now
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7

      Outstanding

    • Dream Cottages rating

    This charming, two-bedroom holiday home rests in Swanage, Dorset. (Ref. 1124578)

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

    3 nights from Sat 7th Dec £470

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    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.5

      Outstanding

    • Dream Cottages rating

    Delightful terraced cottage. (Ref. 998253)

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

    3 nights from Fri 29th Nov £541

    Secure your holiday with a 30% deposit*
    Last booked yesterday
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    • Sleeps6
    • Bedrooms2
    • PetsNo

      4.6

      Outstanding

    • Dream Cottages rating

    A well-presented, detached lodge based on a fabulous holiday park and close to the market town of Ringwood. (Ref. 981858)

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

    3 nights from Sat 30th Nov £569

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    • Sleeps4
    • Bedrooms3
    • PetsYes

      3.4

    • Dream Cottages rating

    Chapelhay Cottage is a lovely, terraced cottage nestled into the seaside town of Weymouth, Dorset. (Ref. 1131030)

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

    3 nights from Sat 30th Nov £597

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.3

      Good

    • Dream Cottages rating

    A perfect hideaway tucked behind the main street in the bustling village of Downton. (Ref. 988934)

    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly

    3 nights from Fri 6th Dec £338

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    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.3

      Good

    • Dream Cottages rating

    A well-presented, single-storey cottage resting in the village of Langton Matravers, Dorset. (Ref. 1074436)

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

    3 nights from Tue 3rd Dec £365

    Secure your holiday with a 30% deposit* Book now
    • Sleeps6
    • Bedrooms3
    • PetsNo

      4.0

      Good

    • Dream Cottages rating

    Close to the harbour in Weymouth, Semi detached house, access to South West Coast path, WIFI, Close to shops, restaurants and café’s, suitable for families. (Ref. 994639)

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

    3 nights from Sat 30th Nov £694

    Secure your holiday with a 30% deposit* Book now
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