Christmas in Dorset

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    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A stone house exterior with green door and lattice windows surrounded by garden at The Old School House in Piddletrenthide
    32
    Piddletrenthide, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    An attractive, converted Victorian school resting within Piddletrenthide. (Ref. 933650)

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

    3 nights from Fri 18th Dec From $733

    Last booked 4 hours ago
    Book now
  • A row of houses with a white picket fence and small garden in front at Smugglers Cottage in Christchurch
    Property has offers
    32
    Christchurch, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A pretty, one-bedroom cottage resting in Christchurch, Dorset. (Ref. 1098695)

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

    • 30% off - Mon 18th May to 25th Sep 2026

    3 nights from Sat 19th Dec From $843

    Book now
  • A small A-frame house with a wooden deck and stairs surrounded by trees and grass at Apple Tree Lodge in Gillingham
    Property has offers
    23
    Gillingham, Dorset
    • Sleeps5
    • Bedrooms3
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Unique, A-frame lodge placed near Gillingham in Dorset. (Ref. 970181)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Ground floor bedroom
    • Dishwasher

    3 nights from Tue 22nd Dec From $1219

    Book now
  • A kitchen with a view of a street and houses at Flat 3
    New property
    27
    Fortuneswell, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

    • Dream Cottages rating

    Seaview Portland is a stylish ground-floor apartment in Fortuneswell, Dorset, boasting glorious sea views, an open-plan living space and a well-equipped kitchen. (Ref. 1197543)

    • Pets go free
    • Wi-fi
    • Ground floor bedroom
    • Dishwasher

    3 nights from Sat 19th Dec From $567

    Last booked yesterday
    Book now
  • A house with a thatched roof and garden at Plush Cottage near Hazelbury Bryan
    Property has offers
    25
    Plush, Dorset
    • Sleeps8
    • Bedrooms4
    • Pet FriendlyYes

    • Dream Cottages rating

    Plush Cottage is a charming, family-friendly cottage in Plush, Dorset, with rural views, four welcoming bedrooms, a private patio, and off-road parking. (Ref. 1184354)

    • Pets go free
    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Dishwasher
    • Washing machine
    • Baby-friendly

    • 5% off - Wed 1st Jul to 9th Jul 2026

    3 nights from Sat 19th Dec From $1247

    Last booked yesterday
    Book now
  • Two triangular wooden cabins with stairs surrounded by trees and grass at Rose Lodge in Milton on Stour
    30
    Milton on Stour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.6★

      Outstanding

    • Dream Cottages rating

    This cosy lodge on a peaceful15 acre site, is resting near village of Milton on Stour in Dorset. (Ref. 967741)

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

    3 nights from Sat 19th Dec From $595

    Book now
  • A waterfront with boats and buildings including Buccaneer Cottage at Brewers Quay Harbour
    23
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Pretty cottage in the heart of Weymouth. (Ref. 994047)

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

    3 nights from Sat 19th Dec From $1031

    Book now
  • A narrow street with houses on the right and a brick wall with plants on the left at Firkin Cottage Brewers Quay Harbour
    22
    Brewers Quay Harbour, Dorset
    • Sleeps6
    • Bedrooms4
    • Pet FriendlyNo

      4.6★

      Outstanding

    • Dream Cottages rating

    Comfortable renovated cottage with rear garden and close to the town centre. (Ref. 994191)

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

    3 nights from Fri 18th Dec From $704

    Book now
  • A balcony with wicker chairs a table and glass panels overlooking a harbor at Bears Apartment in Castletown Portland
    27
    Castletown, Portland, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyNo

      4.5★

      Outstanding

    • Dream Cottages rating

    A well-positioned, fourth-floor apartment resting in Castletown, Dorset. (Ref. 1119638)

    • Wi-fi
    • Swimming pool
    • Dishwasher
    • Washing machine

    3 nights from Sat 19th Dec From $740

    Book now
  • A patio with a metal table and two chairs outside a building with white framed windows and a glass door at 1 Cowdea Farm in Bettiscombe near Beaminster and Bridport
    Property has offers
    27
    Bettiscombe near Beaminster and Bridport, Dorset
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A ground floor, semi-detached stone barn conversion on edge of Bettiscombe in Dorset. (Ref. 1857)

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

    • 5% off - Wed 1st Jul to 31st Aug 2026

    3 nights from Sat 19th Dec From $617

    Last booked 2 days ago
    Book now
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