Dorset Holiday Cottages

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Your search returned 104 cottages.

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  • 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

    • Helpful Holidays 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 £533

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A stone house with wooden doors opening to a garden with artificial grass and a fenced trampoline at Little Dairy House near Swanage
    33
    near Swanage, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Little Dairy House is a welcoming home located on the outskirts of Swanage in Dorset, featuring a balcony, a woodburning stove, and is near a beach. (Ref. 1173159)

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

    7 nights from £601

    Secure your holiday with a 30% deposit* Book now
  • A brick building with plants growing over the entrance and potted plants outside on a gravel driveway at Breaches Barn in Rockbourne near Fordingbridge
    44
    Rockbourne near Fordingbridge, Hampshire
    • Sleeps13
    • Bedrooms5
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Breaches Barn is on the owners' working farm and retains many original features with 5 bedrooms, WiFi and a cosy living space with log burner. (Ref. 965776)

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

    7 nights from £1473

    Secure your holiday with a 30% deposit* Book now
  • A white front door with a narrow vertical window and a doorbell on a red brick wall with a sign reading 5 Captains Retreat Christchurch
    28
    Christchurch, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.6★

      Outstanding

    • Helpful Holidays rating

    Delightful and well-appointed modern cottage, quietly situated close to Christchurch town centre and quayside. (Ref. 934482)

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

    7 nights from £783

    Secure your holiday with a 30% deposit* Book now
  • A single story cream colored building with a green door and surrounding grass and gravel at East Lodge in Rockbourne
    23
    Rockbourne, Hampshire
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Delightfully romantic Grade II listed gatehouse on the fringes of the New Forest, well suited for a quiet break away from it all. (Ref. 988986)

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

    7 nights from £510

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A street view with stone cottages and a thatched roof at Greenham Cottage in Norton-sub-Hamdon
    31
    Norton-sub-Hamdon, Somerset
    • Sleeps5
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    A character property, resting within the delightful village of Norton-sub-Hamdon. (Ref. 1000796)

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

    7 nights from £441

    Secure your holiday with a 30% deposit* Book now
  • An outdoor area with a wooden bench and table set on gravel outside a brown wooden house with blue window frames and a tiled roof at Shippon Barn in Yeovil
    18
    Yeovil, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Attractive barn conversion nestled in the small hamlet of Mudford Sock, on the outskirts of Yeovil in Somerset. (Ref. 1002712)

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

    7 nights from £405

    Secure your holiday with a 30% deposit* Book now
  • A garden with a house in the background at Poppy Cottage Charlton Marshall
    Property has offers
    38
    Charlton Marshall, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.9★

      Outstanding

    • Helpful Holidays rating

    Charming 19th century terraced cottage in handy village location. (Ref. 976077)

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

    • 5% off - Sat 18th Oct to 6th Dec 2025

    7 nights from £433

    Secure your holiday with a 30% deposit* Book now
  • A barn style house with gravel driveway and green field at Shepherd's Barn Between Milborne St Andrew and Winterborne Whitechurch
    29
    Between Milborne St Andrew and Winterborne Whitechurch, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    A superb, detached barn conversion set in the countryside near Winterborne Whitechurch. (Ref. 5188)

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

    7 nights from £671

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A wooden exterior building with multiple windows and a central door at The Milking Barn in Yeovil Somerset
    30
    Yeovil, Somerset, Somerset
    • Sleeps6
    • Bedrooms2
    • PetsNo

      4.7★

      Outstanding

    • Helpful Holidays rating

    A superb, detached barn conversion situated on the outskirts of Yeovil. (Ref. 982461)

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

    7 nights from £709

    Secure your holiday with a 30% deposit* Book now
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