Shaftesbury Holiday Cottages

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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 living room with two black leather sofas, a wood-burning stove, a wooden coffee table, a floor lamp, a small TV on a wooden stand, and glass doors with orange curtains at The Old Cart Shed in Winterborne Stickland
    37
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      4.8★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from From $739

    Last booked yesterday
    Book now
  • A thatched roof cottage next to a white building with parking spaces near trees at Thimble Cottage in Winterborne Stickland near Blandford Forum
    24
    Winterborne Stickland near Blandford Forum, Dorset
    • Sleeps2
    • Bedrooms1
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    This charming, one-bedroom holiday home rests in Winterborne Stickland near Blandford Forum, Dorset. (Ref. 1068261)

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

    7 nights from From $628

    Last booked 2 days ago
    Book now
  • Exterior view of a building with black doors and windows a wooden picnic table and umbrella on a patio at Rowdens Barn in Winterborne Stickland
    Property has offers
    36
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Beamed, single-storey holiday cottage near Winterborne Stickland. (Ref. 905898)

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

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

    7 nights from From $614

    Book now
  • A gravel driveway leading to a thatched roof cottage with brick and flint walls and surrounding trees at Moles Cottage in Farnham near Sixpenny Handley
    33
    Farnham near Sixpenny Handley, Dorset
    • Sleeps16
    • Bedrooms8
    • Pet FriendlyYes

      4.5★

      Outstanding

    • Dream Cottages rating

    Moles Cottage is a characterful retreat with en-suite bedrooms, a toasty open fire and accepting pets, in the picturesque village of Farnham, Dorset. (Ref. 1165807)

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

    7 nights from From $3285

    Book now
  • A cottage with a patio and garden at Droop Farm Cottage in Droop near Hazelbury Bryan
    44
    Droop near Hazelbury Bryan, Dorset
    • Sleeps6
    • Bedrooms3
    • Pet FriendlyYes

      5.0★

      Perfect

    • Dream Cottages rating

    A superb, Grade II listed cottage built of local stone and set deep in the Dorset countryside. (Ref. 988951)

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

    7 nights from From $928

    Last booked 2 days ago
    Book now
  • An outdoor patio with a hot tub wood siding on the house a table with chairs and an umbrella at Stag Cottage in Lytchett Matravers
    52
    Lytchett Matravers, Dorset
    • Sleeps6
    • Bedrooms2
    • Pet FriendlyNo

      5.0★

      Perfect

    • Dream Cottages rating

    This stunning, two-bedroom abode is perched in Lytchett Matravers, Dorset. (Ref. 1084628)

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

    7 nights from From $993

    Last booked yesterday
    Book now
  • A stone and brick house with arched windows a green door a bench and gravel driveway at The Coach House at Lackington Farm in Piddletrenthide
    57
    Piddletrenthide, Dorset
    • Sleeps3
    • Bedrooms2
    • Pet FriendlyNo

      5.0★

      Perfect

    • Dream Cottages rating

    Gold Gems Award Winner for Best on the South Coast 2023. (Ref. 1087048)

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

    7 nights from From $926

    Book now
  • An outdoor area with a table and umbrella at Corner Barn in Winterborne Stickland
    42
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • Pet FriendlyYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Superb single-storey barn conversion near Winterborne Stickland in an Area Of Outstanding Natural Beauty. (Ref. 19285)

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

    7 nights from From $614

    Book now
  • A wooden house with large glass doors a hot tub a lawn and a patio area at The Barn in Lytchett Matravers
    59
    Lytchett Matravers, Dorset
    • Sleeps10
    • Bedrooms4
    • Pet FriendlyNo

      5.0★

      Perfect

    • Dream Cottages rating

    A beautifully-presented, single-storey abode residing in Lytchett Matravers, Dorset. (Ref. 1084629)

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

    7 nights from From $1888

    Last booked yesterday
    Book now
  • A house with a red tiled roof garage a tree with white flowers and green lawn at Bridge Studio in Broad Chalke
    39
    Near Broad Chalke, Wiltshire
    • Sleeps3
    • Bedrooms1
    • Pet FriendlyYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Superb barn conversion in idyllic village, Stylishly furnished and with great space. (Ref. 988924)

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

    7 nights from From $658

    Last booked 2 days ago
    Book now
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