Shaftesbury Holiday Cottages

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Your search returned 74 cottages.

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  • 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

      4.7★

      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 £467

    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 £500

    Secure your holiday with a 30% deposit*
    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
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from £434

    Secure your holiday with a 30% deposit* Book now
  • An outdoor seating area with a table and two chairs outside a small stone building at The Studio in Shaftesbury
    24
    Shaftesbury, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    An eye-catching stone cottage resting on the outskirts of Shaftesbury, Dorset. (Ref. 1008394)

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

    7 nights from £395

    Secure your holiday with a 30% deposit* 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
    • PetsNo

      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 £629

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    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 £558

    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
    40
    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

    7 nights from £734

    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 £463

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • An outdoor area with a table and umbrella at Corner Barn in Winterborne Stickland
    33
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

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

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

    7 nights from £457

    Secure your holiday with a 30% deposit* 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 £442

    Secure your holiday with a 30% deposit* Book now
Most relevant
  • Distance to Location
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Rating (lowest first)
  • Rating (highest first)
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