Dorset Holiday Cottages

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Your search returned 94 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 £569

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    Book now
  • The exterior of a wooden cabin with large windows and a door opening onto a wooden deck at Foxglove in Higher Wambrook near Chard
    Property has offers
    30
    Higher Wambrook near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    Foxglove is a graceful cottage near Chard, Somerset, with a woodburning stove to warm up the open-plan living area and a hot tub in the garden to relax in. (Ref. 1164388)

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

    • 5% off - Thu 1st Jan to 31st Jan 2026

    7 nights from £624

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    Book now
  • A long brick and flint building with multiple doors and windows a grass lawn and flowers at The Old Stables in Winterborne Stickland
    30
    Winterborne Stickland, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      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 £577

    Secure your holiday with a 30% deposit*
    Last booked yesterday
    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 £345

    Secure your holiday with a 30% deposit* Book now
  • A stone building with wooden stairs leading to a balcony in a garden at Cherrywood Barn in South Petherton
    18
    South Petherton, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Pretty, detached stone built barn with lovely rural outlook. (Ref. 1052429)

    • Wi-fi
    • Off-road parking
    • Dishwasher

    7 nights from £361

    Secure your holiday with a 30% deposit*
    Last booked 2 days ago
    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 £625

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a single-story wooden building with gravel ground and trees in the background at The Milking Barn in Yeovil Somerset
    29
    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 £728

    Secure your holiday with a 30% deposit* 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

      4.4★

      Good

    • 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 £588

    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 £653

    Secure your holiday with a 30% deposit* 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 £639

    Secure your holiday with a 30% deposit* Book now
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