Shaftesbury Holiday Cottages

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Your search returned 68 cottages.

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  • 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
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from $724

    Secure your holiday with a 30% deposit* Book now
  • Exterior of a single story stone and brick cottage with black windows and doors and two flower pots 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 $629

    Secure your holiday with a 30% deposit*
    Last booked 9 hours ago
    Book now
  • A house with large glass windows and a stone path leading to it surrounded by a garden at The Cart Barn in Ridge near Chilmark
    28
    Ridge near Chilmark, Wiltshire
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    Fabulous conversion of a former cart shed set in peaceful surroundings and rolling countryside. (Ref. 988879)

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

    7 nights from $914

    Secure your holiday with a 30% deposit*
    Last booked 7 hours ago
    Book now
  • A large stone manor house with bay windows and ivy on the walls with a garden and small pond in front at Milton Manor in Milton On Stour
    Property has offers
    82
    Milton On Stour, Dorset
    • Sleeps33
    • Bedrooms14
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    This stunning historic manor nestles in the heart of Milton on Stour, Dorset. (Ref. 1026929)

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

    • 5% off - Fri 7th Mar 2025 to 30th Apr 2026

    7 nights from $7676

    Secure your holiday with a 30% deposit*
    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
    27
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from $633

    Secure your holiday with a 30% deposit* Book now
  • A dark wood cottage with a gravel driveway and potted plants at Belview Cottage Fifehead Neville near Sturminster Newton
    35
    Sturminster Newton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    A detached, modern cottage in the quiet hamlet of Fifehead Neville. (Ref. 1357)

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

    7 nights from $618

    Secure your holiday with a 30% deposit* 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
    Property has offers
    52
    Lytchett Matravers, Dorset
    • Sleeps6
    • Bedrooms2
    • PetsNo

      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

    • 5% off - Thu 8th Jan to 28th Feb 2026

    7 nights from $1143

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A long brick and flint building with multiple doors and windows a grass lawn and flowers at The Old Stables in Winterborne Stickland
    30
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      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 $767

    Secure your holiday with a 30% deposit*
    Last booked today
    Book now
  • A stone house with tiled roof four windows and a door with flowerpots outside at Shires Rest in Puxey near Sturminster Newton
    29
    Puxey near Sturminster Newton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      5.0★

      Perfect

    • Dream Cottages rating

    A stone-built barn conversion resting in the quiet hamlet of Puxey, Dorset. (Ref. 1066082)

    • Wi-fi
    • Ground floor bedroom
    • Hot Tub
    • Dishwasher
    • Washing machine

    7 nights from $1314

    Secure your holiday with a 30% deposit* Book now
  • A brick house with black doors and windows a bench and potted plants outside at Meadow View Barn in Bere Regis
    29
    Bere Regis, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    Charming, modern barn located in the Dorset village of Bere Regis. (Ref. 1000906)

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

    7 nights from $676

    Secure your holiday with a 30% deposit*
    Last booked today
    Book now
Most relevant
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  • Sleeps (highest first)
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