Best Short Term Rental Business Coaches & Courses [2022]

July 23, 2022 | Amelia Melching

At Wheelhouse, our mission is to help short-term and vacation rental owners improve revenue and scale their portfolio. We do this through our dynamic pricing software that allows our customers to get pricing specific to seasonality, day of week trends, and even actual sales in the market. 

But, we know there’s a lot more to success in the vacation rental market–which is why we love learning from and sharing the best short-term rental business coaches and courses out there.

What can short-term rental courses do for your business?

Executive coach, life coach, relationship coach — there’s a coach for everything, including short-term rental businesses. 

Why is it so common for people to have a coach? One branding expert attributes their popularity to an unprecedented need to navigate immense change; a feat coaches help with. Courses are also useful, especially ones that capture proven income strategies and latest trends. 

What’s great about 2022 is the sheer availability of tools to enhance your business. From revenue management tools to property management software, coaches and courses are just another option for you to keep profits growing. 

Here’s why:

Best Short Term Vacation Rental Coaches & Courses



Known as the King of Airbnb, Brian Page helps people leverage automation to work part-time in the short-term rental business and discusses making money through Airbnb through rentals, not owned property. 

The BnB Formula is a 3-6 month coaching program where Page works 1:1 with clients to enhance their Airbnb portfolios and business. It includes a masterclass, a collection of tools and templates, and access to a private Facebook community of like-minded entrepreneurs. 

Page has 100,000 students across the world studying his BnB formula. However, he advises on more than just the real estate industry, including affiliate marketing, cryptocurrency, and stock trading.

Pricing: Starts at $1,997

Cashflow Diary


Cashflow Diary features hospitality training for aspiring short-term rental managers that want to succeed without buying property. Founder J. Massey is a successful entrepreneur and family man who found financial freedom (retired at 38) through investing in Airbnb short-term rentals. Today, his portfolio consists of 34 units that make him more money than anything he’s ever embarked on in his business experience.

Massey’s training business features all sorts of juicy resources, from regular blog posts noting industry trends, to a weekly podcast. He also offers free, short training courses and videos on topics like marketing, staffing, financing, and revenue management. Finally, his course titled “Short-Term Rental Business Blueprint” is absolutely free and tailored to the beginner STR manager. 

Massey’s 12-month coaching and mentoring program is less advertised and doesn’t list a price.

Awards, Recognition, or Results: Testimonials from customers detailing enhanced revenue and occupancy after participating in Cash Flow Diary resources. 

Pricing: Free course, coaching price not listed

The Fearless Investor


The Fearless Investor is a collection of real estate education services by Kyle Stanley. His background in health and wellness, sales, recruitment, and television offer a unique perspective, but his true success started with using Airbnb to pay off his mortgage. 

A few investments, coaching sessions, seminars, and “flips,” later, Kyle fashioned his modest Airbnb listing into a $25,000-monthly revenue machine. 

Today, he offers a few products:

Awards, Recognition, or Results: Testimonials detailing $160,000 in yearly revenue, success convincing landlords to allow Airbnb businesses, and more. 

Pricing: Not listed

Million Dollar Renter


Million Dollar Renter is an education business that specializes in supporting short-term rental managers that rent their properties. However, they also cover property acquisition for interested investors. The program currently offers five specialized courses on the short-term rental business: 

Sean Rakidzich owns the business and also runs a YouTube channel called Airbnb Automated. 

How it works: Self-paced, video-based courses

Awards, Recognition, or Results: Testimonials detailing new property acquisitions, increased revenue, and more occupancy

Pricing: Course prices range anywhere from free to $4,000

Rental Scale-Up


Rental Scale-up offers regular tutorials on various short-term rental topics, like optimization strategies, cleaning tips, crisis management, and more. 

A trusted source for short-term rental news, Scale-Up features regular blog articles, newsletters, and reviews on the latest trends in the industry. For example, they feature some top pricing tools like Wheelhouse in the website’s Airbnb tools section. 

The site also has a dedicated industry news section categorized by booking websites, including one for Airbnb, VRBO, and 

As for courses, Rental Scale-up offers various consulting and course packages, like:

Pricing: Ranges from free to thousands of dollars for more intense consultation packages

Short Term Sage


Julian and Jon run Short-term Sage, a company dedicated to helping everyday people find financial freedom through Airbnb. A key principle is their stance that you don’t have to own property to succeed in the short-term rental business. 

Both hosts had humble beginnings with Airbnb starting with a small basement rental. The pair found success first with a short-term rental podcast, then quickly moved on to offer a free training course that covers:

Awards, Recognition, or Results: Countless video testimonials detailing success with starting an Airbnb/short-term rental business, increasing occupancy, finding efficiencies, etc. 

Pricing: Free

Learn More

The Whole Hearted Host


Hosted by Tracey Northcott Consulting, the Whole Hearted Host is a course that features various branding and monetizing strategies for Airbnb hosts. Tracey stumbled upon Airbnb as an income source by accident but quickly grew to run a 7-figure business with staff in Tokyo. 

Now, she offers top-notch consulting for aspiring short-term rental business owners both within and outside Airbnb. 

The course lasts six weeks and covers branding, guest screening, profitability, marketing, monetization hacks, and more. Moreover, she also offers a completely free masterclass about writing the perfect listing bio. 

Tracey’s unique lens into the Japanese real estate market is rare in short-term rental coaching.

Tatiana Taylor Tait

Tatiana Taylor homepage

Course content: Interior design and STR coaching

Get coaching from Tatianna Tait on the rental industry and interior design. Tait has six years of marketing experience and four years of interior design experience and has worked on residential and multi-family projects. Get tips and tricks on transforming a space and renting it out to the public. 

You can view Tatianna’s  most recent interior design projects on her website or take the time to read her blog as she gives insight on how to make a house a home. 

How it works:

  • Tatianna’s website services are currently being updated, but you can get access to her free resource library immediately 

Other social media accounts:

Awards, Recognition, or Results: Not specified

Pricing: Not specified


Course content: Hospitality technology 

VRMB is not a get rich quick overnight success tool for those wanting to become a short term rental owner. The main purpose of this blog is to educate struggling and new short term renters and challenge them to think outside the box. 

VRMB offers structured learning that includes years worth of short term rental research. There are four structured learning total and they cover property management software, a in depth report of short terms rental trends this past year,  and the short term rental lifecycle. 

 How it works: 

  • Get a membership

  • Access to all content

  • Attend premium meet-ups

  • Buy the Structured Learning 

Other social media accounts: 

Awards, Recognition, or Results: Satisfied testimonials 


  • Membership is $55 a month

  • Accelerator Program/Bootcamp: $1500

  • Essential Guide to Property Management: $125

  • Operational Growth: $50

  • VRMB 2022 Trends Report: $24

Diya Liu

Diya Liu homepage

Course content: Real estate and STR investing 

Diya Liu’s course is 100% online, broken up into modules that teach you how to analyze and research your investments and improve find cash flow. Furnish and show off your properties for your bookings, create your payment system, optimize your website to attract new renters, and rank number one in the search engine. 

How it works: 

  • One-hour mini seminar

  • 100% online, full length STR course

Other social media accounts:

Awards, Recognition, or Results: Testimonials about making additional thousands of dollars every month


  • “Invest to travel” course: $1597

  • 1-hour seminar: $97

Justin Ford

Justin Ford page

Course content: STR safety and security 

Justin D Ford STR Safety course teaches hosts and property managers about safety and security through a series of podcasts, webinars, and more. Justin Ford also provides personal safety and security issues he has faced in his career to educate short-term rental owners on the importance of safety. 

You can enroll into 2 free courses that teach about short term rental safety as well. Each course is 6 weeks long and you earn when the course has been completed. 

How it works:

  • Access his webinars, podcasts, and interviews on his website

  • Enroll into the 6 week safety courses for free

  • Learn about short term rental safety 

  • Get a certificate for each completed course

Other social media accounts:

Awards, Recognition, or Results:

  • 2022 Ambassador for Safety

  • Top 20 Short-term Rental Consultants of 2021

  • Award for Excellence in Safety & Security from Alto Vita

Pricing: Not Specified

The Abundant Host

The Abundant Host page

Course content: Airbnb hosting tips and consulting 

Amy, the Abundant Host, has a list of reads for newbie Airbnb hosts or those looking to start short-term renting altogether. She also has several consulting services. 

How it works: 

The Abundant Host offers several services: 

  • 60 minute Airbnb consulting call 

  • In-depth Airbnb listing evaluation 

  • 60 minute consultation and listing evaluation 

  • 4-week Abundant Hosting Mastermind class

  • Sponsorship and advertising opportunities

  • 20-minute speed calls 

Other social media accounts: 

Awards, Recognition, or Results: Not Specified

Pricing: Abundant host services range from $80 for 20-minute consulting sessions to $795 for her Mastermind course.

Bigger Pockets

Course content: Real estate investing 

Bigger Pockets has articles, videos, and podcasts to help show their consumers how to invest in real estate properly. It breaks down strategies to help you learn and master all the steps to investing. Gain insights from their community networks and forums.

Instead of an actual structured course, Bigger Pockets let you take your learning at your own pace. The videos, podcasts, and articles are divided and sorted so you can focus on one topic at a time. All you have to do is make an account and get started. 

How it works: 

  • Make an account

  • Get access all free content

  • Upgrade to a Pro or Pro Annual Membership for access to investment tools

Other social media accounts: 


  • Starter: Free

  • For Pro Monthly: $39 a month

  • For Pro Annual: $32.50 a month, currently 16% off. 

Bnb University

BnB University page

Course content: Airbnb management and rental arbitrage 

Bnb University has a curated curriculum that introduces the world of Airbnb to the student. Kick off your learning with a free course that covers all the Airbnb rental basics such performing property research, compound interests, finding profitable properties, and more to generate a stable cash flow. 

Each course is sold individually and must be completed in order, or you cannot move on to the next course. 

How it works: 

  • There are three courses sold separately, but they must be taken in order.

  • The first course is free, but you will have to pay for the other courses. 

  • The first course is an intro to Airbnb, the second is on Airbnb management, and the third is on rental arbitrage. 

Other social media accounts: 

Awards, Recognition, or Results: Chi Ta made over 2 million dollars within 9 months of starting his short-term rental career. Students are making thousands through their properties each month. 


  • First course is free

  • Second course costs $2,497

BNB Inner Circle

Course content: Airbnb investing 

BNB Inner Circle guides you through your next successful investment and shows you how to build equity and maximize cash flow in seven different ways. From finding deals in a competitive market, to building instant equity and improving future cash flow through strategic renovations, they cover it all. 

They also show you how to find properties that are uniquely well positioned to dominate on Airbnb, and how to make that happen without all of the headache that typically comes along with property management. They’re certain that working with them will be worth at least $30,000 to you in additional equity and cash flow within the first 12 months.

How it works: 

  • Guides you through steps to make successful investments and build equity and cash flow. 

Other social media accounts:

Awards, Recognition, or Results: 

  • Positive testimonials from industry leaders and previous students 

  • Co-Wrote “Airbnb for Dummies” 

Pricing: Not Specified

Nicole Byerlee

Course content: Property assessment and management 

Bnb Hosts Nicole and Aaron Byerlee operate in Australia; specifically in Melbourne, Brisbane, Gold Coast, Sunshine Coast, Cairns, Port Douglas, Adelaide and along the coast between Geelong and Lorne. The team takes homeowners through a three-step process for property management to help them improve their returns. 

How it works:

  • Property assessment by their team 

  • Photography and marketing support 

  • Complete property management 

Other social media accounts: 

Pricing: Not Specified

Bnb Specialist

Bnb specialist homepage

Course content: Vacation rental strategies 

Learn from Bnb Specialist everything that you need to know about becoming an Airbnb host with blogs, tips, and software suggestions.  Watch the How-To videos to get a better understanding of the internal work that goes into being a short term renter. 

Bnb Specialist has many downloadable templates and guides you can purchase on their website. The price range for the templates and guides is 2 to 45 dollars. 

How it works: 

  • Join the email list

  • Watch her how-to videos

  • Join her private Facebook community 

  • Purchase one of the templates or guidelines on their website. 

Other social media accounts:

Pricing: Templates and guides range from $2 to $45.


LearnBnb homepage

Course content: Airbnb essentials 

Learn about Airbnb with the help of Symon He, a published author and prominent real estate agent in the Los Angeles area. His work has been cited in the Wall Street Journal, Forbes, Reuters, and more. 

Read articles and learn about the latest trends with Airbnb hosting and real estate. Get proper tips on how to keep your Airbnb clean and free of bed bugs. Join with your email and receive free training from Symon He, himself, and become a hosting pro in no time. 

How it works: 

  • Enter your email

  • Get free training and bonuses from Symon He. 

Other social media accounts: Not specified 

Awards, Recognition, or Results: 

Pricing: Not specified

The Short Term Shop

The short term shop homepage

Course content: STR acquisitions 

The Short Term Shop is an acquisition company that helps short-term renters grow and acquire new property. They have property listings and real estate agents all over the country. 

The Short Term Shop offers a three-hour Monday Management course that helps new short-term renters learn how to properly self-manage their properties. It covers everything from housekeeping to taxes.

You can also learn about short-term management through a series of videos starring Avery Carl. She invites guests to talk about the work that goes into being a short-term renter and how to be successful. 

How it works: 

  • Watch the Short Term Shop Videos.

  • You have to be a client to enroll in the Monday Management course.

  • When you become a client you will receive a link to enroll in the course. 

Other social media accounts: 

Awards, Recognition, or Results: Not Specified

Pricing: Not Specified

Vacation Rental Secrets

Vacation rental secrets homepage

Course content: Vacation rental industry website support and education

Get a 30 day free trial, work through modules, and gain access to all the vacation rental secrets that lead to success. Learn about the tourist market and how you can apply these secrets and suggestions to become a vacation rental owner successful. 

Or, take the Fully Booked Formula training program that is designed to make all your rental properties worth 5 stars. The training program is broken down into three modules that cover booking conversion rates, building your reputation, and how to get your website to stand out. 

You can also schedule one-on-one sessions for up to four hours! 

How it works: 

  • Sign up and pay for each module.

  • Schedule one-on-one coaching with Antonio Borlotti. 

  • You can schedule a one hour, two hour, or four hours session. 

Other social media accounts: 

Awards, Recognition, or Results: 

  • Not Specified


  • $197 per module

  • One hour session: $125

  • Two hour session: $250

  • Four hour session: $500

The Distinguished Guest

The Distinguised Guest homepage

Course content: Short term rental investing 

Receive mentoring and coaching from 25-year short term rental veteran, Alanna, through her 20 module course with The Distinguished Guest

The 20 module course is catered toward beginners looking to make short term renting a career. The courses cover how to set your rental listings, hire the right photographer, property managers, and more. You get access to the first 10 modules when you become a member. 

Plus, once you’ve become a member you also get access to office hours with Alanna where you can ask questions and get feedback. 

How it works: 

  • Sign up and pay for Alanna’s online course. 

  • Start completing the modules. 

  • Gain access to the Facebook Community

  • Get office hours with Alanna 

Other social media accounts: 

Awards, Recognition, or Results: Not Specified

Pricing: Regular price is $2,991, though she does offer discounts

Kevin Kelsey

Kevin Kelsey-airhost academy homepage

Course content: 

Airhost Academy with Kevin Kelsey is filled with blog posts available to anyone wanting to learn the basics of Airbnb hosting. You can also join their Facebook community to directly receive tips and tricks from experts on renting, investing, and more. Their website even offers a listing generator. 

How it works: 

  • Join their Facebook community or take your time reading through each blog post. 

Other social media accounts:

Awards, Recognition, or Results: Not Specified

Pricing: Not Specified

Airbnb Smart

air bnb smart homepage

Course content: 

Take the quiz with Airbnb Smart and receive feedback directly from Rowan. You will also receive a custom report that will show you your strengths when it comes to hosting. Once you’ve taken the quiz and received your feedback, you can access some of Rowan’s other content. 

How it works: 

  • Click the link to take the quiz

  • Get feedback from Rowan

  • Get your report

  • Gain access to free content

Other social media accounts:

Awards, Recognition, or Results: Not Specified 

Pricing: Not Specified

Legends X: Short-Term Rental Accelerator

Legend X-Short tem rental accelerator homepage

Course content: Airbnb training

Legends X offers weekly one-on-one coaching via Zoom, an accountability group to help you ask questions and meet other individuals like you to stay on track, daily interaction with your coach, and weekly training modules that break down short-term renting. 

How it works: 

  • Schedule a strategy call 

  • Start a 90-day training with a coach

  • Join the Legends X Slack

  • Get support and advice from your peers and coaches. 

  • Be apart of monthly live strategy calls with short-term renters

Other social media accounts: 

Awards, Recognition, or Results: Not Specified

Pricing: Not Specified

STR Wealth

STR Wealth homepage

Course content: Wealth building for STR owners

STR Wealth hosts an intense training program that will train you to become the next great host in the rental industry. Enjoy one-on-one coaching sessions with experts in the industry and get access to a private Facebook group and the Superhost Library linked to the website. 

This website was founded by Bill Faith, who has 25 years of experience in real estate and investing and recently made the switch to short-term renting in 2015. Faith has built a multi-million dollar portfolio and wants to share his knowledge so that future short-term renters can do what he did in half the time. 

How it works: 

  • Sign up for the training and get coaching from experts

  • Read from the Superhost library 

  • Join a private community of like minded individuals. 

Other social media accounts: 

Awards, Recognition, or Results: Multi-million dollar portfolio

Pricing: $379

What is included in short-term rental courses and with coaches?

Courses and coaching offers include:

  • Training videos

  • Access to exclusive community groups with other professionals

  • Checklists, forms, scripts, and workflows

  • Industry insights and research

  • 1:1 consultations 

  • Courses and seminars 

  • Property assessments

Conclusion: Continue Optimizing your Short Term Rental Business

Courses and coaches allow short-term rental business owners to learn from experienced owners who have already seen success and know how to help you get there. 

But of course, getting this success yourself can always use additional support, through other vacation management software like Wheelhouse. Wheelhouse is a pricing tool for every type of real estate investor—hobby hosts, advanced owners, and professional property owners. The software includes an adaptable pricing tool, market insights, competition data monitoring, and ultimate customization capabilities.

In fact, most of the above courses and coaches touch upon dynamic pricing to some degree. Ready to see it in practice?

Start earning 40% more per month with Wheelhouse!


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