Shaftesbury Holiday Cottages

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Your search returned 77 cottages.

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  • A large two-story house with multiple sliding glass doors and windows and outdoor seating on a grassy yard at Shutts House Garden Apartment in Coombe Bissett
    32
    Coombe Bissett, Wiltshire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Dream Cottages rating

    Absolutely stunning, luxurious ground floor accommodation at the eastern end of Wiltshire's beautiful Chalke Valley. (Ref. 1016405)

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

    7 nights from £970

    Secure your holiday with a 30% deposit* 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
    • 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 £555

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A gravel driveway in front of a building with large windows and a slate roof at The Courtyard - Hilltop Barn in Winterborne Zelston near Wareham
    41
    Winterborne Zelston near Wareham, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Dream Cottages rating

    A beautiful detached barn conversion situated in the lovely Dorset area of Winterborne Zelston near Wareham and Wimborne Minster. (Ref. 1058078)

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

    7 nights from £830

    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 £563

    Secure your holiday with a 30% deposit* Book now
  • A house with a deck and outdoor furniture at Mallows Byre in Yetminster
    53
    Yetminster, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Dream Cottages rating

    Mallows Byre is a delightful barn conversion situated in the historic village of Yetminster in Dorset with an outstanding freestanding bath and Smart TV. (Ref. 955342)

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

    7 nights from £469

    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 £823

    Secure your holiday with a 30% deposit* 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
  • A patio with outdoor dining furniture and hot tub next to a lawn and wooden house at The Gully in Sherborne
    45
    Sherborne, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsYes

      4.8★

      Outstanding

    • Dream Cottages rating

    A superb four-bedroom barn conversion resting in Hummer, Dorset. (Ref. 1086608)

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

    7 nights from £1503

    Secure your holiday with a 30% deposit* Book now
  • Exterior view of a brick building with multiple doors and windows and potted plants on gravel at The Apple Shed in Motcombe
    Property has offers
    23
    Motcombe, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Dream Cottages rating

    A homely cottage situated near the village of Motcombe, Dorset. (Ref. 957189)

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

    • 15% off - Fri 4th Jul to 31st Aug 2025

    7 nights from £513

    Secure your holiday with a 30% deposit* 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

      4.9★

      Outstanding

    • 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 £941

    Secure your holiday with a 30% deposit* Book now
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