Dorset Holiday Cottages

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Your search returned 93 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 $756

    Secure your holiday with a 30% deposit* Book now
  • A garden with a gravel path and wooden archway leading to a building with white walls and wooden framed windows at Pippin in Martin
    32
    Martin, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    One end of a thoughtfully planned conversion from a former farm building on the edge of the charming village of Martin, right on the Hampshire/Wiltshire border. (Ref. 988903)

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

    7 nights from $675

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a stone house with wooden windows and a gate by a roadside at The Old Barn in Harman's Cross near Swanage
    29
    Harman's Cross near Swanage, Dorset
    • Sleeps10
    • Bedrooms4
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    Impressive barn conversion in rural Dorset location, close to beaches and Corfe Castle. (Ref. 906024)

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

    7 nights from $1035

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a cottage with a wooden picnic table and umbrella on a paved patio at New Barn in Winterborne Stickland
    24
    Winterborne Stickland, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Lovely, well-appointed single-storey cottage near Winterborne Stickland. (Ref. 905896)

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

    7 nights from $624

    Secure your holiday with a 30% deposit* Book now
  • A garden area with plants a wooden bench and a wooden deck outside a house at Woodstock Retreat in Birchill near Chardstock
    22
    Birchill near Chardstock, Devon
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    This wonderful countryside retreat is situated in the pretty hamlet of Birchill, near Chardstock, in Devon. (Ref. 1008558)

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

    7 nights from $467

    Secure your holiday with a 30% deposit* Book now
  • A house with stone and wooden exterior at Everdene Upwey near Weymouth
    46
    Upwey near Weymouth, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    A quality semi-detached holiday home, one of five in a courtyard location, close to Weymouth. (Ref. 932160)

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

    7 nights from $869

    Secure your holiday with a 30% deposit* Book now
  • The exterior of a building with blue shutters on windows and doors a gravel driveway a stone archway and green trees at Colly Cottage in Dottery
    52
    Dottery, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Charming, self-contained wing of a Grade II listed thatched farmhouse close to the rural West Dorset hamlet of Dottery. (Ref. 16387)

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

    7 nights from $609

    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
    21
    Motcombe, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

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

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

    • 5% off - Tue 13th Jan to 27th Feb 2026

    7 nights from $653

    Secure your holiday with a 30% deposit* Book now
  • An outdoor patio with wooden furniture and a white umbrella next to a wooden building surrounded by bushes at The Old Cart Shed in Rockbourne near Fordingbridge
    26
    Rockbourne near Fordingbridge, Hampshire
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    Holiday cottage sleeping 6, close to New Forest. (Ref. 967949)

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

    7 nights from $832

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A paved driveway with flower pots alongside a single story house with green doors and stone accents at Bumble Bee Retreat in Tytherleigh
    26
    Tytherleigh, Devon
    • Sleeps4
    • Bedrooms1
    • PetsYes

      5.0★

      Perfect

    • Helpful Holidays rating

    This charming, single-storey cottage rests in the beautiful countryside of Tytherleigh, Devon. (Ref. 1134052)

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

    7 nights from $850

    Secure your holiday with a 30% deposit* Book now
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