StretchLearn Course

Run Your Airbnb Like a Hospitality Business, Not a Side Gig

Regulations, listing optimization, revenue management, and guest experience, with the numbers that decide whether short-term beats a long-term lease.

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Beginner9 hrSelf PacedRegistered

Course Overview

What this course is designed to develop

Short-term rentals can out-earn a long-term lease by 2x to 3x, but only when regulations, pricing, and operations are handled correctly. This course walks you through licensing and zoning, an Airbnb and Vrbo listing that converts, revenue-management tools like PriceLabs and Wheelhouse, and an automated guest journey that protects your reviews. By the end you can underwrite a property, launch a listing, and run it like a hospitality business rather than a side gig.

Learning Outcomes

What the learner should be able to understand, build, or execute.

Research and document the STR regulations, licensing, and tax rules that apply to a specific property

Build an Airbnb and Vrbo listing with photos, title, and pricing that maximizes conversion

Configure a dynamic pricing tool to set base price, minimum price, and seasonal rules

Design an automated guest-communication and cleaning workflow that protects review scores

Underwrite a property by calculating gross yield, occupancy, RevPAR, and net cash flow

Compare short-term versus long-term rental returns and choose the right strategy per property

Curriculum Preview

Inside the curriculum: a structured path from fundamentals to execution.

Preview the course structure, see how the modules build on one another, and understand the path this program is designed to take you through.

Module 1

Module 1: Legal Foundations and Market Selection

Confirm that short-term renting is allowed where you operate, secure the right permits, and choose a market and property that the numbers actually support.

3 lessons

STR Regulations, Zoning, and LicensingContent · 45 min

Preview Enabled

Choosing a Market and PropertyContent · 45 min

LMS Access

Insurance, Taxes, and Business SetupContent · 45 min

LMS Access

Module 2

Module 2: Listing Optimization and Conversion

Turn a furnished unit into a listing that ranks in search and converts browsers into bookings on Airbnb and Vrbo.

3 lessons

Photography, Title, and DescriptionContent · 45 min

LMS Access

Search Ranking and the First ReviewsContent · 45 min

LMS Access

Distribution Across Airbnb, Vrbo, and DirectContent · 45 min

LMS Access

Module 3

Module 3: Revenue Management and Dynamic Pricing

Price every night to demand using dedicated tools, the right stay rules, and a calendar that maximizes both occupancy and rate.

3 lessons

Dynamic Pricing Tools and SetupContent · 45 min

LMS Access

Occupancy Strategy and Stay RulesContent · 45 min

LMS Access

Costs, Fees, and the Profit EquationContent · 45 min

LMS Access

Module 4

Module 4: Guest Experience and the Profitability Decision

Automate a five-star guest journey, run clean turnovers, and decide rationally between short-term and long-term renting.

3 lessons

Automated Guest Communication and Check-InContent · 45 min

LMS Access

Cleaning, Turnovers, and Maintenance SystemsContent · 45 min

LMS Access

Short-Term vs. Long-Term: The Profitability DecisionContent · 45 min

LMS Access

Built for Application

A complete learning path, not a one-off inspiration hit.

This program is designed around progression: focused lessons, structured modules, applied resources, assessments, and a course rhythm that turns information into usable capability.

short-term rentalAirbnbVrbodynamic pricingSTR regulationsguest experiencereal estate investingvacation rental