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Short-Term Rental Coaching – Worth it in 2024?

Short-term rental coaches may be the thing you need to jumpstart your real estate career.
Short-term rental coaches may be the thing you need to jumpstart your real estate career.

Real estate investing with short-term rental properties is emerging as an effective way to grow your cash flow and profit from real estate investing. 

However, getting started in this industry comes with a host of challenges– including capital requirements, understanding laws and regulations, and simply learning the ins and outs of real estate investing.

That’s the reason why some aspiring real estate investors choose to hire a coach who they can learn from and emulate their success. 

This article will discuss short-term rental coaching, its pros and cons, and how you can make the decision of whether or not to hire a coach to get started in real estate investing this year.

What is Short-Term Rental Coaching?

Learn about short-term rental coaching and why it's effective for aspiring investors.
Learn about short-term rental coaching and why it’s effective for aspiring investors.

Short-term rental coaching is a type of real estate coaching where a coach teaches you how to succeed in the short-term rental investing space.

This typically includes guidance, mentorship, and educational resources specifically focused on the business of short-term property rentals. 

With the rise of platforms like Airbnb and Vrbo, many property owners and investors see the potential for higher returns in renting their properties for short durations instead of traditional long-term leases.

Benefits of Short-Term Rental Coaches

Learn the benefits of short-term rental property coaches to understand the value they bring to their clients.
Learn the benefits of short-term rental property coaches to understand the value they bring to their clients.

Choosing a rental property coach can offer several benefits, especially if you’re looking to enter or excel in the world of short-term rental real estate.

Here are some potential advantages:

  • Specialized Expertise: A coach who specializes in short-term rental properties can provide you with specific knowledge and insights related to this niche. They can guide you through the unique challenges, trends, and strategies relevant to short-term rentals.
  • Customized Guidance: A coach can provide personalized advice tailored to your individual circumstances, goals, and resources. This can help you make informed decisions that align with your investment objectives.
  • Accelerated Learning Curve: Learning the ins and outs of short-term rental real estate can take time, but a coach can help you shorten the learning curve. They can provide you with tried-and-true strategies and help you avoid common pitfalls and potentially save you both time and money.
  • Market Insights: A coach who is well-versed in short-term rental markets can offer valuable insights into which locations and property types are ideal for maximizing rental income. They can help you analyze market trends and identify promising investment opportunities.
  • Risk Mitigation: Making mistakes in real estate investing can be costly. A coach can help you identify and mitigate risks associated with short-term rentals, helping you avoid potential financial setbacks.
  • Networking Opportunities: A reputable coach likely has a network of professionals in the industry, including property managers, real estate agents, and other investors. This network can provide you with valuable connections that can enhance your investment journey.

Before selecting a coach, it’s important to research their background and track record to ensure they can genuinely add value to your short-term rental property investment journey. 

Drawbacks of Short-Term Rental Coaches

Downsides of short-term rental coaches include cost considerations, quality, and dependency.
Downsides of short-term rental coaches include cost considerations, quality, and dependency.

While short-term rental property coaches have plenty to offer new real estate investors, it’s important to understand the downsides of hiring a coach as well.

Here are some of the top drawbacks of short-term rental coaches:


Hiring a coach can be a significant financial commitment. Coaches often charge fees for their services, which can range from a few hundred to several thousand dollars, depending on their expertise and reputation. 

For some investors, especially those just starting out or with limited budgets, the cost of coaching might be unrealistic. This is why it’s essential to assess whether the potential benefits of coaching outweigh the financial investment.

Quality of Coaches

Not all coaches have the same level of expertise, experience, or communication skills. Some coaches might have limited real-world experience in short-term rental properties or lack up-to-date knowledge of market trends. 

You’ll want to ensure that you’re working with a coach who genuinely understands the nuances of the short-term rental market and has the experience to back it up.


Relying too heavily on a coach can lead to a sense of dependency, where you may feel reluctant to make decisions without their input. 

While coaching can provide guidance, new investors should develop their own understanding of real estate investing. This includes learning how to research markets, analyze properties, and make informed decisions independently. 

One-Size-Fits-All Approach

Some coaches may follow a generic or standardized approach to coaching, rather than tailoring their advice to your individual circumstances and goals. This can result in strategies that don’t align with your investment objectives. 

A cookie-cutter approach may not be effective, especially in a diverse and dynamic real estate market. It’s important to work with a coach who takes the time to understand your specific situation and provides advice that is relevant to your goals. 

To mitigate these potential downsides, new investors should thoroughly research potential coaches, compare their costs, and have a clear understanding of your own goals and expectations before entering into a coaching arrangement.

What You’ll Learn with Short-Term Rental Coaching

Now it's time to understand the main things that real estate coaches have to offer.
Now it’s time to understand the main things that real estate coaches have to offer.

Short-term rental coaching can cover many different topics based on your goals and personal needs. Here are a few of the things you may learn with short-term rental coaching.

Market Analysis

A successful short-term rental business starts with an understanding of the market. Key factors include understanding the primary demand drivers of a region—whether they’re tourist attractions, summer vacationers, or concert venues that create short-term rental demand.

Equally important is gauging the competition. Analyzing other short-term rentals in terms of their amenities, pricing, and occupancy rates provides invaluable insights that a real estate coach can provide you with.

Property Selection

Short-term rental coaches can also help you with property selection, as the type of property you select plays a crucial role in your success. 

Travelers today are selective, often searching for specific amenities like high-speed Wi-Fi, a fully functional kitchen, or unique offerings like a pool or game room. Recognizing these trends and properties that meet these needs is easier with a short-term rental coach.

Additionally, the layout and size of the property need to align with your target market, whether it’s large groups, families, or solo travelers. Identifying these properties can be challenging, and a competent short-term rental coach will be able to guide you through the process.

Legislation and Regulation

Navigating the legal landscape is crucial in the short-term rental business. Local laws in popular tourist cities have become stricter, demanding compliance with safety standards, housing regulations, and tax obligations. 

Having a reliable coach teach you these ins and outs allows you to avoid potential issues regarding legislation and regulation down the line.

» MORE: Understanding Short-Term Rental Agreements

Choosing a Short-Term Rental Coach

It's essential to choose a real estate coach that aligns with your goals and objectives.
It’s essential to choose a real estate coach that aligns with your goals and objectives.

Choosing a short-term rental coach can be a big decision when getting started in real estate investing. A good coach can provide guidance, insights, and resources that can help you succeed. 

Here’s a step-by-step guide to help you in the process:

Define Your Goals

Before you start looking for a coach, it’s important to have a clear understanding of your goals and what you hope to achieve through short-term rental investing. 

Are you looking to generate passive income, build a portfolio, or transition into full-time real estate investing?

Having well-defined goals will help you find a coach who aligns with your objectives.


Begin your search by researching potential coaches online. Look for coaches who have a strong track record in short-term rental investing, have relevant experience, and a good reputation within the industry. 

Make sure to read client reviews, testimonials, and case studies to understand the success of previous clients based on the coaching provided.

Check Credentials and Experience

Verify the coach’s credentials and experience in real estate, particularly in the short-term rental market. 

Look for coaches who have successfully built and managed their own short-term rental properties and have a history of helping others achieve similar success.

» MORE: 25 Successful Real Estate Coaches

Interview Multiple Coaches

Once you’ve narrowed down your list of potential coaches, set up interviews or consultations with them. 

This is your opportunity to ask questions, learn about their coaching methods, and assess their compatibility with your goals and learning style.

Some questions you might ask include:

  • Can you share your experience and success in short-term rental investing?
  • What is your coaching approach? How do you tailor your coaching to individual needs?
  • Can you provide references or success stories from previous clients?
  • How do you stay updated on current market trends and changes in the short-term rental industry?
  • What resources or materials do you provide to your clients?

Evaluate Communication

Pay attention to how well the coach communicates during your interactions, as effective communication is crucial for a successful coaching relationship. 

The coach should be able to explain complex concepts in a way that’s easy to understand and be responsive to your questions and concerns.


Consider whether your personalities and working styles align. A good coach-client relationship is built on mutual respect and understanding, so you should feel comfortable asking questions and discussing your challenges with the coach.

Fee Structure

Understand the coach’s fee structure and what’s included in the coaching package. Some coaches offer one-on-one sessions, group coaching, online courses, or a combination of these.

Make sure you know what you’re paying for and whether it fits within your budget.

Avoid Guarantees

Be cautious of coaches who promise guaranteed results or make unrealistic claims about potential earnings. 

Real estate investing always involves some level of risk, and success depends on various factors, including market conditions and individual efforts.

Remember that investing in coaching is an investment in your education and future success, so take your time to make an informed decision.

A reputable coach can provide valuable insights, guidance, and strategies to help you navigate the world of short-term rental investing.

The Bottom Line

Choosing a short-term rental coach can be a difficult decision.

While they can provide needed expertise and support for new investors, it’s important to consider the downsides of short-term rental coaches before investing a significant amount of money in a coach.

Related: Airbnb vs Vrbo – Which is Better for Investors?

Trending: 6 Steps to Start a Short-Term Rental Business