Luxury Holiday Cottages 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 house with stone and wooden exterior at Everdene Upwey near Weymouth
    46
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. (Ref. 932160)

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

    7 nights from $903

    Book now
  • A house with garden and seating area at Harbins Farm in Glanvilles Wootton Nr. Sherborne
    New property
    64
    Glanvilles Wootton Nr. Sherborne, Dorset
    • Sleeps10
    • Bedrooms5
    • PetsYes

    • Dream Cottages rating

    Harbins Farm is a farmhouse dating back 200 years, in Glanvilles Wootton Near Sherborne, Dorset, pet-friendly with woodburning stoves. (Ref. 1200098)

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

    7 nights from $1662

    Last booked yesterday
    Book now
  • A living room with a red sofa covered with gray throws a brick fireplace with a wood burning stove and a patterned stool topped with a tray at Primrose Cottage in Kenton
    Property has offers
    34
    Kenton, Devon
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Dream Cottages rating

    Charming Grade II listed cottage located in the attractive village of Kenton, in Devon. (Ref. 994090)

    • Wi-fi
    • Dishwasher
    • Washing machine

    • 10% off - Fri 10th Apr to 20th Dec 2026

    7 nights from $757

    Book now
  • An aerial view of a building with a gravel driveway a parked car a fenced garden area and pathways surrounded by trees at Casterbridge Upwey near Weymouth
    33
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Superb, modern semi-detached holiday cottage, one of five on-site, on the edge of the Dorset village of Upwey, near Weymouth. (Ref. 932161)

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

    7 nights from $903

    Book now
  • A large garden with a manicured lawn and trees in front of a Tudor style house at Tudor Grange in Bournemouth
    85
    Bournemouth, Dorset
    • Sleeps24
    • Bedrooms12
    • PetsNo

    • Dream Cottages rating

    Tudor Grange is a grand, twelve-bed abode nestled in the heart of Bournemouth, along the coast in Dorset. (Ref. 1152410)

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

    7 nights from $9772

    Book now
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