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How to Choose The Right Holiday Lettings Agency

5 June 2026
Holly Price

Five Key Considerations When Choosing a Holiday Lettings Agency

Whether it’s a strategic investment or a sentimental escape, you want your holiday let to be in good hands, which is why finding the right holiday lettings agency is crucial. While it might seem like the obvious choice to opt for a national agency that surely has the furthest reach, this can often lead to an impersonal experience that leaves you feeling like just another number. Ultimately, you want to opt for the agency that gives you just the right blend of profitability, personal touch, and trust.   

In this guide, we’re exploring five key things to consider when choosing the right lettings agency for your holiday home.

1. Reputation

When doing your research into the best holiday lettings companies, you can narrow down your options into a shortlist by focusing on the overall perception of that agency. If there’s a lettings agency on your list that is known for having a bad reputation, we suggest you eliminate it. Some ways to get an idea of reputation include:

  • Word of mouth on owners’ forums and through holidaymakers
  • Hospitality and tourism industry awards and accolades
  • Partnerships with tourism boards
  • Reviews – more on that below!
Folkestone in Kent, seaside town with wonderful sea view cottages

2. Reviews

Find out more about the agency by taking a look at their reviews on platforms such as Google and Trustpilot. While there may not be many reviews from actual owners, you can get a good idea of things like their property management, local knowledge and customer service by looking at guest comments. For example, if there are frequent mentions of dirty accommodation or damage, the agency’s property maintenance service may not be up to scratch. Similarly, if lots of guests complain about a lack of contact or long response times, their customer service and comms could cause issues.

3. Income Proposals and Projections

A good, knowledgeable and experienced agency will be able to take you through some expected income proposals and projections based on your property’s location, capacity and standout features. If they’re local to the area, they may even be able to give you examples of other, similar properties already in their portfolio, giving you a straightforward example of what you can expect to make. Vague statements or figures that seem ‘fluffed’ are a red flag. You want honest, realistic income proposals, from an agency that genuinely know and live in the local area. 

4. House Visit

Any agency worth its salt will conduct a house visit straight away. This allows the agency to spot anything that may affect guest experience or general safety, as well as ensuring that it is put into the correct pricing bracket. If an agency doesn’t require a house visit, they probably take an impersonal ‘one-size-fits-all’ approach, which may work for some properties, but it leaves you open to the risk of incorrect pricing structure or important safety considerations being missed. You want your agency to get to know your home personally.

5. Local Knowledge

Last but certainly not least is local knowledge. If you’re particularly fond of the area where your property is located, you’ll want an agency that is local enough to celebrate it. This insider knowledge massively affects guest experience, as the agency should be able to recommend local things to do, places to eat and where they can find urgent assistance if they need it. Even if the area doesn’t hold a lot of sentimentality for you, having a local team on the ground with the right connections to create an amazing stay (or resolve any issues) will always trump a faceless voice on the end of the phone in an office hundreds of miles away.    

Opting for an agency based nearby also supports a local business as opposed to a nationwide one, which is particularly important in areas of high tourism, as you’ll be ‘giving back’ to the community by creating more employment opportunities. 

Green flags to look for with holiday let agencies

Here’s a quick-fire checklist that could help you in your search for the best holiday lettings agency: 

  • Clear, transparent commission and fee structure.
  • Strong local knowledge of the area and market.
  • Professional photography and good presentation advice.
  • Realistic occupancy and revenue expectations.
  • Proactive onboarding, including a proper house visit.
  • Advice on pricing, positioning, and seasonality.
  • Help with compliance, safety, and legal basics.
  • Fast, reliable communication with owners.
  • A proper maintenance and housekeeping process.
  • Transparent booking reporting with owner access to performance data.
  • Flexible owner-use rules that are clearly explained.
  • Good handling of guest issues, complaints, and reviews.
  • Evidence of strong reviews and repeat-owner relationships.
  • Bespoke service rather than a one-size-fits-all approach.
  • Happy to explain exactly what is and isn’t included.
  • A consistent presence on social media that highlights different properties and things to do in the local area.

Is it time to switch to a smaller agency?

Smaller doesn’t mean less successful – but it can often mean a more personal, bespoke experience that secures consistent bookings from the right clientele. If you’re tired of feeling like just another number, want to boost your bookings or would like to see how things work with a different agency, it might be time for you to look elsewhere. For property owners based in Kent, Keepers Cottages is a family-run, local agency with nationwide reach. We’ve got over 10 years of experience in the industry, and have a stellar reputation that prioritises both customer and guest satisfaction. Find out more on our Let With Us page, or get in touch by calling 01304 382044.

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About Holly Price

Holly is a Freelance Copywriter who joined the Keeper's Cottage marketing team in 2025. Passionate about good food, good wine, good books and good beaches, she's keen to highlight the very best spots to explore and enjoy throughout Kent.

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