Shaftesbury Holiday Cottages

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Your search returned 76 cottages.

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  • A brick and flint house with a slate roof and an outdoor patio area with wooden table and chairs surrounded by flowering plants at Churn House in Dewlish
    15
    Dewlish, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

    Beautiful barn conversion positioned in the lovely village of Dewlish in Dorset. (Ref. 1003641)

    • Wi-fi
    • Off-road parking
    • Swimming pool
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from €1033

    Secure your holiday with a 30% deposit* Book now
  • A stone and brick cottage with a tiled roof and a small garden beside a road at Way's Forge in Piddlehinton
    24
    Piddlehinton, Dorset
    • Sleeps3
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Dream Cottages rating

    Located in countryside village of Piddlehinton, Way’s Forge is a lovely cosy holiday retreat. (Ref. 994768)

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

    7 nights from €565

    Secure your holiday with a 30% deposit* Book now
  • A street view of a cottage with brick and stone walls with bushes and flowers outside at Apple Tree Cottage in Shillingstone near Sturminster Newton
    26
    Shillingstone near Sturminster Newton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Dream Cottages rating

    A cosy brick-and-flint terraced cottage, within the pretty Dorset village of Shillingstone. (Ref. 925256)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from €487

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a stone and brick building with black doors and windows a small lawn and potted plants at The Old Stables in Winterborne Stickland
    30
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Single-storey pet-friendly barn conversion in an attractive lawned courtyard. (Ref. 18978)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from €663

    Secure your holiday with a 30% deposit* Book now
  • A house with a wooden door and windows next to a garden and trees at Tokenhill Cottage in Piddletrenthide
    44
    Piddletrenthide, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    This well-presented three-bedroom property resides in Piddletrenthide, Dorset. (Ref. 1130975)

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

    7 nights from €1025

    Secure your holiday with a 30% deposit* Book now
  • A long single story building with a slate roof and garden with flowers and picnic table at Keepers Cottage in Winterborne Stickland
    33
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Charming, characterful, single-storey barn conversion. (Ref. 905895)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from €608

    Secure your holiday with a 30% deposit* Book now
  • A patio area with a wooden picnic table and umbrella outside a building with black doors at The Old Cart Shed in Winterborne Stickland
    28
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    Exceptional, spacious rural barn conversion. (Ref. 905897)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Ground floor bedroom
    • Dishwasher
    • Washing machine
    • Baby-friendly
    • Games room

    7 nights from €657

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

      4.6★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from €834

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio area with tables umbrellas chairs and potted plants in front of a single story building at Willow Barn in Cucklington near Wincanton
    15
    Cucklington near Wincanton, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Dream Cottages rating

    This sweet semi-detached dairy conversion rests in the village of Cucklington in Somerset. (Ref. 1021740)

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

    7 nights from €545

    Secure your holiday with a 30% deposit* Book now
  • An outdoor area with green grass a small green cabin with a porch and two wooden chairs at Hurdlemakers Hut in Piddletrenthide
    33
    Piddletrenthide, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    This charming, one-bedroom holiday lodge rests in Piddletrenthide, Dorset. (Ref. 1131510)

    • Wi-fi
    • Ground floor bedroom

    7 nights from €699

    Secure your holiday with a 30% deposit* Book now
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