Dorset Holiday Cottages

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Your search returned 103 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

    • Helpful Holidays 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 £512

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A single-story house with a tiled roof lawn and paved driveway at Lavender Lodge in Charlton Horethorne near Sherborne
    Property has offers
    31
    Charlton Horethorne near Sherborne, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Detached single-storey lodge within the village of Charlton Horethorn on the Dorset/Somerset border. (Ref. 12644)

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

    • 5% off - Fri 1st Aug to 31st Aug 2025

    7 nights from £441

    Secure your holiday with a 30% deposit* Book now
  • A stone house with a green front door four windows a grass lawn and a paved pathway at West Bay Holiday Home in West Bay
    41
    West Bay, Dorset
    • Sleeps8
    • Bedrooms4
    • PetsNo

      4.7★

      Outstanding

    • Helpful Holidays rating

    A superb, detached property nestled on a quiet residential estate in West Bay. (Ref. 1075057)

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

    7 nights from £1022

    Secure your holiday with a 30% deposit* Book now
  • A garden with a grass lawn a wooden bench a patio table with chairs and a brick house in the background at Poppy Cottage in Charlton Marshall
    21
    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

    7 nights from £463

    Secure your holiday with a 30% deposit* 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

    • Helpful Holidays 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 £568

    Secure your holiday with a 30% deposit* Book now
  • A house with large windows surrounded by bushes and a stone wall at Budmouth in Upwey near Weymouth
    36
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. (Ref. 932157)

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

    7 nights from £616

    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

      4.8★

      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 £1514

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    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 £747

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • A stone pathway leads to a white house with a slate roof surrounded by trees and garden at Marles Farmhouse in Salwayash
    43
    Salwayash, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Beautiful converted farmhouse. (Ref. 976544)

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

    7 nights from £1415

    Secure your holiday with a 30% deposit* Book now
  • A single story L shaped wooden building with multiple windows and a central entrance at Rectory Farm Lodge Queen Camel near Yeovil
    40
    Queen Camel near Yeovil, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Wonderful, semi-detached wood-effect holiday barn on the edge of Queen Camel, six miles from Yeovil in Somerset. (Ref. 957128)

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

    7 nights from £760

    Secure your holiday with a 30% deposit* Book now
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