Dorset Holiday Cottages

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    How reviews work

    A property's star rating is the average of the star ratings received from guests that wish for their review to be published
  • A white door with the number 23 and flowering plants growing on a stone wall at Two Towers Cottage in Montacute
    30
    Montacute, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Helpful Holidays rating

    23 The Borough is a charming, Grade II listed home resting in a prime position in Montacute, Somerset. (Ref. 1142091)

    • Wi-fi
    • Dishwasher

    7 nights from £537

    Book now
  • The front entrance door and windows of a stone building with plants and flowers in front at Scrambles Cottage in Stoke-Sub-Hamdon Somerset
    21
    Stoke-Sub-Hamdon, Somerset, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    A traditional character cottage in Stoke-sub-Hamdon, Somerset. (Ref. 1126559)

    • Wi-fi
    • Dishwasher
    • Baby-friendly

    7 nights from £419

    Book now
  • A house with a gravel driveway and fence at Court House Farmhouse in Charmouth
    58
    Charmouth, Dorset
    • Sleeps11
    • Bedrooms5
    • PetsYes

      4.3★

      Good

    • Helpful Holidays rating

    Court House Farmhouse, a pleasing pet-friendly farmhouse, near to the village of Charmouth within Dorset AONB, with rural vistas, hot tub, and games barn. (Ref. 1184752)

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

    7 nights from £889

    Last booked 2 days ago
    Book now
  • A garden with flowers and a table under an umbrella at Woodstock in Chard
    38
    Chard, Somerset
    • Sleeps6
    • Bedrooms3
    • PetsYes

      4.8★

      Outstanding

    • Helpful Holidays rating

    Woodstock is a welcoming, pet-friendly house situated in Chaffcombe, Somerset, and boasting a woodburning stove, Smart TV, and ground-floor living. (Ref. 1138091)

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

    7 nights from £590

    Last booked today
    Book now
  • A stone house with tiled roof black front door and multiple white framed windows at Holly Cottage in West Coker
    22
    West Coker, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.4★

      Good

    • Helpful Holidays rating

    A quaint, traditional cottage settled in West Coker, Somerset. (Ref. 1085597)

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

    7 nights from £406

    Book now
  • A wooden house with a gray slate roof and patio furniture in a garden at Bramshurst in Upwey near Weymouth
    32
    Upwey near Weymouth, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.9★

      Outstanding

    • Helpful Holidays rating

    A beautiful terraced holiday home, one of five set around a courtyard, on the edge of Upwey, near Weymouth. (Ref. 932159)

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

    7 nights from £593

    Book now
  • A house with a patio and garden at Brooklands in Uplyme
    23
    Uplyme, Devon
    • Sleeps10
    • Bedrooms4
    • PetsNo

      4.8★

      Outstanding

    • Helpful Holidays rating

    This fantastic, four-bedroom holiday home rests in Uplyme, Devon. (Ref. 1131036)

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

    7 nights from £1213

    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 £673

    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
    Property has offers
    28
    Ammerham near Winsham, Somerset
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.8★

      Outstanding

    • 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

    • 15% off - Wed 1st Jul to 31st Aug 2026

    7 nights from £446

    Book now
  • A house with solar panels on the roof and a gravel driveway with plants in the foreground at The Old School Cottage in Tincleton near Dorchester
    61
    Tincleton, Dorset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      4.2★

      Good

    • Helpful Holidays rating

    Well-presented barn conversion, close to the rural Dorset hamlet of Tincleton. (Ref. 20691)

    • Wi-fi
    • Off-road parking
    • Electric car charging
    • Dishwasher
    • Washing machine

    7 nights from £357

    Book now
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