Search "cleaning company Boston" or "maid service Boston" and you will get pages of options: national franchises, apps that match you with whoever is free, and small local teams. On a website they all look about the same. The difference shows up later, when someone you have never met is standing in your kitchen, or when the bathroom you paid for still has a ring around the tub.
The good news is that a short phone call or a few WhatsApp messages can tell you most of what you need to know. Below are 10 questions we think every homeowner, renter, landlord or Airbnb host in Greater Boston should ask before hiring anyone, including us. For each one, we explain why it matters and what a good answer sounds like.
In this article
- 1 and 2: Who actually shows up, and can I see proof of insurance?
- 3 and 4: What exactly is included, and who brings the supplies?
- 5 and 6: How does the estimate work, and is there a fee to come out?
- 7: What happens if something gets missed?
- 8 and 9: How will we communicate, and how does scheduling work?
- 10: How do I pay, and when?
- Putting the 10 questions to work
1 and 2: Who actually shows up, and can I see proof of insurance?
Question 1: "Who will be cleaning my home?" Some companies send employees, some send independent contractors, and some apps send a different stranger every visit. None of these is automatically wrong, but you deserve to know which one you are getting. Ask whether it will be the same person or team each time, and who you call if there is a problem. For recurring cleaning, consistency matters a lot: a cleaner who knows your triple-decker, your old radiators and the fact that the back door sticks does a better job on visit five than someone seeing it for the first time.
Question 2: "Are you insured, and can you send me proof?" This is general advice for hiring any service company, and it is worth asking every time. Accidents happen in real homes: a vase gets knocked over, a cleaning product reacts with a stone countertop, someone slips on a wet floor. Ask any company you are considering for a current certificate of insurance and read what it covers. A company that has coverage can usually send the document quickly. If the answer is vague, take that into account and decide what level of risk you are comfortable with.
3 and 4: What exactly is included, and who brings the supplies?
Question 3: "What is included in a regular cleaning, and what costs extra?" "Standard clean" means different things at different companies. Ask for the actual list. Does it include the inside of the microwave? Baseboards? Wiping cabinet fronts? Changing sheets? Inside the fridge and oven are often extras or part of a deep cleaning only. In Boston, also ask about the things our seasons bring in: winter salt and sand tracked across entryway floors, spring pollen on windowsills, and the dust that builds up on radiators. A clear list now prevents disappointment later.
Question 4: "Do you bring your own supplies and equipment?" Most professional cleaners bring their own products, vacuums and tools, but not all of them. If you have special surfaces (marble, unsealed wood, a delicate antique) or if anyone in the house has allergies or sensitivities, say so up front and ask what they plan to use. If you prefer a specific product, most teams are happy to use it if you leave it out.
At JC Cleaning of Home, our house cleaning covers regular and deep cleaning of bedrooms, living rooms, kitchens and bathrooms, in houses, apartments and building common areas. We walk you through what is included when we send your estimate, so nothing is left to guesswork.
5 and 6: How does the estimate work, and is there a fee to come out?
Question 5: "How do you price the job?" Companies usually price by the hour, by the size of the home, or with a flat rate per visit. Each method is fine as long as you understand it before the first cleaning. Ask what happens if the job takes longer than expected, and whether the first visit costs more (it often does, because a first cleaning in a home that has not been professionally cleaned in a while takes more work). As a rough guide, the factors that move the price most are square footage, number of bathrooms, how long since the last deep clean, pets, and how often you book.
Question 6: "Is the estimate free, and do you charge a visit fee?" Some companies charge just to come look at your place. Others will quote from photos. Ask before you schedule anything.
Our estimates are free and there is no visit fee. The fastest way is to send a few photos of the rooms on WhatsApp so we can see the size and condition and give you a realistic number, without anyone having to come by first.
7: What happens if something gets missed?
This is the question that separates the companies that care from the ones that do not. Even good cleaners miss a spot sometimes: a shower door that still has streaks, dust on top of the fridge, a corner behind the toilet. What matters is what happens next.
Ask the company directly: "If I am not happy with something, what do you do?" A good answer is specific, with a clear time frame for telling them and a promise to come back and fix it. A bad answer is "that never happens" or a policy you cannot find in writing.
Our answer is simple: if anything was missed, tell us and we come back and fix it at no cost.
8 and 9: How will we communicate, and how does scheduling work?
Question 8: "How do I reach you, and in what language?" A lot of frustration with cleaning companies comes down to communication: a call center that cannot answer a simple question, a cleaner who cannot understand a special request, messages that go unanswered for days. Ask how you will reach the person in charge and how fast they usually reply. If your household speaks more than one language, ask about that too. Plenty of families in Brighton, Allston and Cambridge are more comfortable explaining details in Portuguese or Spanish.
Question 9: "How flexible is your schedule?" Ask about available days, how much notice they need, what happens if you need to cancel or move a visit, and whether they can come on short notice before a party or after a rough week. Airbnb hosts in particular should ask how turnovers fit around check-out and check-in times, because a same-day window between guests leaves no room for a no-show.
With us, you can call, text or WhatsApp in English or Portuguese. We are open every day from 8 AM to 6 PM, and same-day visits are possible when the schedule allows.
10: How do I pay, and when?
Ask which payment methods they accept, when payment is due (before, after, or on a recurring schedule), and whether there are deposits or cancellation fees. Be careful with any company that wants a large payment in advance for a single cleaning, or that will only take an unusual payment method. For recurring service, ask how billing works and how you would stop it if you need to.
At JC Cleaning of Home we accept cash, check and Zelle, and we tell you the amount before the work starts.
Putting the 10 questions to work
You do not need to interview companies like a job candidate. Send the same short message to two or three options and compare how they respond. The speed, clarity and honesty of the answers tell you a lot about how the cleaning itself will go. Watch for these warning signs: a price given with no idea of your home size, no clear list of what is included, no plan for missed spots, and no straight answer when you ask for proof of insurance.
Whether you live in a Back Bay brownstone, a Cambridge condo, a Brighton apartment or you host guests on Airbnb, the right company is the one that answers these questions clearly and then does what it said.
If you would like to put us to the test, send a few photos of your space on WhatsApp at (857) 258-6271 and ask us any of these questions. We will reply with a free estimate and straight answers, in English or Portuguese. You can also use our free quote form if you prefer.
Want a price for your home?
Send a few photos on WhatsApp and we reply with a free estimate. No visit fee.



