Dorset Holiday Cottages

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Your search returned 109 cottages.

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  • An exterior view of Shepherd Oak near Weymouth with plants and a wooden wall
    51
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Helpful Holidays rating

    Stunning semi-detached holiday cottage in courtyard setting, on the edge of Upwey, near Weymouth. (Ref. 932158)

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

    7 nights from £616

    Secure your holiday with a 30% deposit* Book now
  • A small building with a red tiled roof white walls white double doors and climbing plants next to a gravel path and grass at Oke Apple Cottage in Okeford Fitzpaine
    11
    Okeford Fitzpaine, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    Charming, detached single storey barn conversion. (Ref. 20119)

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

    7 nights from £337

    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 £631

    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

      4.8★

      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 £689

    Secure your holiday with a 30% deposit* Book now
  • A garden with a paved path leading to a wooden door on a white cottage with climbing plants at Briar Orchard Annex in Ammerham near Winsham
    28
    Ammerham near Winsham, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    Briar Orchard Annex is a welcoming cottage situated in the hamlet of Ammerham, Somerset, boasting a woodburning stove, Smart TV, and countryside views. (Ref. 1170108)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £402

    Secure your holiday with a 30% deposit* Book now
  • Stone cottages with plants in pots outside and a blue door at King Charles Cottage in Broadwindsor
    42
    Broadwindsor, Dorset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.7★

      Outstanding

    • Helpful Holidays rating

    This is a mid-terrace cottage in the centre of Broadwindsor, Dorset. (Ref. 1006503)

    • Wi-fi
    • Dishwasher
    • Washing machine

    7 nights from £622

    Secure your holiday with a 30% deposit* Book now
  • A stone cottage with climbing plants flowers and potted plants outside at Ham cottage in East Lambrook near South Petherton
    37
    East Lambrook near South Petherton, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.6★

      Outstanding

    • Helpful Holidays rating

    A picture-postcard detached cottage resting in East Lambrook, Somerset. (Ref. 1119865)

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

    7 nights from £443

    Secure your holiday with a 30% deposit* Book now
  • A wooden house with large windows and a small patio table set in a garden at Swandown 2 Blackdown Cricket St Thomas near Chard
    26
    Cricket St.Thomas near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      5.0★

      Perfect

    • Helpful Holidays rating

    A stunning single-storey lodge resting in Cricket St. Thomas in Somerset. (Ref. 1118174)

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

    7 nights from £784

    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
    23
    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

    7 nights from £513

    Secure your holiday with a 30% deposit* Book now
  • An outdoor view of a house with a garden at Mappowder Cottage Buckland Newton near Dorchester
    40
    Buckland Newton near Dorchester, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Helpful Holidays rating

    Lovely two bedroom cottage resting near the attractive town of Sturminster Newton in Dorset. (Ref. 988342)

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

    7 nights from £442

    Secure your holiday with a 30% deposit* Book now
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