Dorset Holiday Cottages

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Your search returned 99 cottages.

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  • A yellow two-story cottage with white-framed windows and a small porch with a green door at St Margarets Cottage in Tatworth near Chard
    Property has offers
    15
    Tatworth near Chard, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

      4.3★

      Good

    • Helpful Holidays rating

    Delightful, semi-detached period cottage in the South Somerset village of Tatworth. (Ref. 925543)

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

    • 5% off - Wed 26th Nov 2025 to 31st Jan 2026

    7 nights from £356

    Secure your holiday with a 30% deposit* Book now
  • The entrance door to a brick house named The Mill House with flowers and plants on either side at Mill House in Maiden Newton
    50
    Maiden Newton, Dorset
    • Sleeps12
    • Bedrooms6
    • PetsYes

      3.7★

      Good

    • Helpful Holidays rating

    Stunning Grade II listed house, located in the Maiden Newton area of Dorchester. (Ref. 990015)

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

    7 nights from £1178

    Secure your holiday with a 30% deposit* Book now
  • Red brick building with open patio doors leading to a room with a bed outdoor chairs and a table beside green plants at The Hideaway in Uplyme near Lyme Regis
    16
    Uplyme near Lyme Regis, Devon
    • Sleeps2
    • Bedrooms1
    • PetsNo

      4.1★

      Good

    • Helpful Holidays rating

    The Hideaway is a contemporary, ground-floor set of rooms located in late-Jacobean family home in Uplyme, Devon. (Ref. 1143228)

    • Wi-fi
    • Ground floor bedroom
    • Washing machine

    7 nights from £390

    Secure your holiday with a 30% deposit* Book now
  • An exterior view of a stone cottage with white framed windows and a red door at Candy Cottage in Thornford near Sherborne
    8
    Thornford near Sherborne, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      3.4★

    • Helpful Holidays rating

    Charming Sherborne cottage, in village of Thornford. (Ref. 5331)

    • Wi-fi
    • Off-road parking

    7 nights from £335

    Secure your holiday with a 30% deposit* Book now
  • A stone house with two white front doors and multiple windows with a garden in front at Stonecutter's Cottage in Stoke-Sub-Hamdon Somerset
    22
    Stoke-Sub-Hamdon, Somerset, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsYes

      3.8★

      Good

    • Helpful Holidays rating

    (Ref. 1129067)

    • Wi-fi
    • Dishwasher

    7 nights from £414

    Secure your holiday with a 30% deposit* Book now
  • A brick house with white windows and a tiled roof by a roadside at Oakapple Cottage in Swan Green near Lyndhurst
    47
    Swan Green near Lyndhurst, Hampshire
    • Sleeps9
    • Bedrooms4
    • PetsYes

      4.3★

      Good

    • Helpful Holidays rating

    A detached 18th century property resting in the historic village of Lyndhurst, Hampshire. (Ref. 1067240)

    • Wi-fi
    • Off-road parking

    7 nights from £1375

    Secure your holiday with a 30% deposit* 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 £622

    Secure your holiday with a 30% deposit* Book now
  • A house with white walls and a grey roof surrounded by a lawn and trees at Orchard Cottage in Shaftesbury
    18
    Shaftesbury, Dorset
    • Sleeps2
    • Bedrooms1
    • PetsYes

      3.8★

      Good

    • Helpful Holidays rating

    This ground floor cottage is located near the village of Shaftesbury, Dorset. (Ref. 992677)

    • Wi-fi
    • Electric car charging

    7 nights from £329

    Secure your holiday with a 30% deposit* Book now
  • A living room with a grey sectional sofa with pillows a television on a cabinet wooden floor and framed pictures on the walls at Greenham Rise in Norton-Sub-Hamdon
    30
    Norton-Sub-Hamdon, Somerset
    • Sleeps4
    • Bedrooms2
    • PetsNo

    • Helpful Holidays rating

    A charming first-floor apartment resting in Norton-Sub-Hamdon, Somerset. (Ref. 1114986)

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

    7 nights from £461

    Secure your holiday with a 30% deposit* Book now
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