I Bought Two Tiny Houses and Put Them in My Yard: How an Easy Side Hustle Became My Primary Source of Income

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I Bought Two Tiny Houses and Put Them in My Yard: How an Easy Side Hustle Became My Primary Source of Income
Oakland California property
The Top 10 Oakland Tours, Tickets & Activities 2025, Photo by cooldestinations.com, is licensed under CC BY-SA 4.0

The world of real estate often feels like a puzzle, but for some, it’s a dynamic playground where creativity meets opportunity. Ansel Troy, a self-proclaimed “house hacker” from Oakland, California, embodies this spirit, having masterfully transformed his property into a thriving enterprise. What began as a simple quest for supplemental income from a single tiny house has organically evolved into his primary source of livelihood, showcasing a remarkable journey from side hustle to full-time entrepreneurial success that challenges conventional wisdom about property investment.

Troy’s knack for maximizing property potential didn’t start with tiny homes; it was a deeply ingrained philosophy that defines his approach to real estate. He is perpetually “thinking about creative ways to utilize my property,” a mindset that consistently pushes him to explore untapped value. Prior to his venture into the tiny house movement, he had already demonstrated his innovative approach by converting his garage into a studio, which was successfully occupied by a long-term tenant, proving his ability to generate consistent rental income from existing structures. This early experience in property utilization laid the groundwork for his next, more ambitious project, setting the stage for what would become a significant shift in his financial landscape.

When the idea of integrating a tiny house came into play, Troy saw an immediate opportunity to generate additional cash flow, pushing the boundaries of traditional property income. The strategic choice to pursue short-term rentals through Airbnb, rather than another long-term lease, was a calculated risk born from a desire for both greater profit and market validation. He openly acknowledged that he “could make more money using Airbnb than I could by renting to another long-term tenant,” a compelling financial incentive. Beyond profit, he also sought to “test the market,” unsure if potential guests would be interested in staying in a tiny house for extended periods. This flexible approach allowed him to gauge interest and pivot if necessary, ensuring his investment was sound and responsive to demand.

The acquisition of his very first tiny house marked the true beginning of this transformative journey, an initial leap of faith into a burgeoning market. Troy discovered the ideal candidate online, conveniently located near Yosemite, California, and purchased it for $33,000. To finance this initial investment, he ingeniously utilized a home equity line of credit loan. This move demonstrated a pragmatic approach to funding his burgeoning venture, allowing him to leverage existing assets without significant upfront personal capital, thereby minimizing immediate out-of-pocket expenses while still unlocking a powerful income-generating asset.

tiny house on wheels
Tiny House on Wheels” by Editor B is licensed under CC BY 2.0

The process of bringing the tiny house home was an adventure in itself, highlighting the hands-on nature of entrepreneurial beginnings. Built on wheels, the structure required careful transportation across a considerable distance. Troy rented a pickup truck, and with indispensable assistance from the sellers, he successfully hitched the tiny house to the back and embarked on the drive back to Oakland. This direct, hands-on involvement from the outset underscored his commitment and readiness to overcome practical challenges, from logistics to unforeseen hurdles, all in pursuit of his entrepreneurial vision.

Upon listing the tiny house on Airbnb, Troy’s venture quickly proved to be a resounding success, with business booming beyond his initial expectations. He largely attributes this early triumph to Airbnb’s intricate algorithm, though its exact workings remain a mystery, as the platform does not share specific data with hosts. However, by observing his analytics, Troy could clearly see that his listings were garnering significantly higher views compared to comparable properties, indicating a strong algorithmic favor and signaling robust market interest.

This surge in visibility and bookings was not solely due to algorithmic magic; Troy believes several key factors converged to create the perfect storm for success, resonating deeply with contemporary trends. The rising popularity of tiny homes, coupled with a broader cultural embrace of the minimalist movement, undoubtedly attracted a specific, enthusiastic demographic eager to experience this lifestyle. Furthermore, his deliberate strategy of offering competitive, low pricing made his unique accommodations an even more compelling choice for potential guests, striking a balance between affordability and novelty. This combination proved irresistible, rapidly establishing his initial tiny house as a highly sought-after destination.


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first tiny house
File:Tiny House (29426649064).jpg – Wikimedia Commons, Photo by wikimedia.org, is licensed under CC BY 2.0

Buoyed by the undeniable success of his first tiny house and recognizing the ample, untapped space still available on his property, Troy decided to double down on his investment. In 2021, he purchased a second tiny house for $35,000, which he affectionately named “The Tiny Heauxtel.” Measuring 18 feet long, this new addition was designed to perfectly complement his existing setup, fitting “like a glove” into his yard and significantly expanding his growing micro-lodging empire, demonstrating a clear strategic vision for growth.

With The Tiny Heauxtel, Troy envisioned a more ambitious design project, moving beyond mere functionality to create a truly immersive aesthetic experience. He sought a “blank canvas” that would allow him to craft a space even more impressive than his first, committing not to list it on Airbnb until he was entirely satisfied with its aesthetic impact. This dedication to elevated design reflected his desire to truly “knock it out of the park” and establish a distinctive, high-value brand within the increasingly competitive short-term rental market, aiming for a memorable and unique offering.

Initially, Troy contemplated a greenhouse theme for The Tiny Heauxtel, a concept heavily influenced by the pandemic-era surge in plant parenting and the widespread embrace of nature-inspired living. While he ultimately shifted away from making it a full-fledged greenhouse, the influence of nature and biophilic design persisted in his final creation. The tiny house is now adorned with an abundance of fake plants strategically placed throughout the interior, and planters are creatively integrated along the wall of the bathtub, bringing a touch of vibrant greenery and tranquility to the otherwise compact space.

His ultimate goal for The Tiny Heauxtel was to create an immediate “photo opportunity” for guests the moment they opened the door, a shrewd understanding of modern guest motivations. This design philosophy, which prioritized visual appeal and Instagrammability over traditional notions of comfort, was a deliberate and astute move to capture attention in the highly visual world of social media. He meticulously curated the space for photography, anticipating its viral potential and its ability to attract a wide audience hungry for unique, shareable experiences.

Social Media's Unprecedented Influence on Trends
The Biggest Social Media Trends in 2023, Photo by tech.co, is licensed under CC BY-SA 4.0

To bring his bold vision to life, Troy meticulously sourced inspiration from popular online platforms like Etsy, Instagram, and Pinterest, recognizing these as critical hubs for design trends and aesthetic ideas. This digital deep dive informed his aesthetic choices, allowing him to craft a truly unique and appealing environment that resonated with contemporary tastes. His commitment to the design was also reflected in his significant financial investment, with approximately $9,700 spent on decor and renovations to achieve the desired high-impact look and feel for The Tiny Heauxtel.

Believing he had created something truly “cool” with the undeniable potential to go viral, Troy initially attempted to leverage the power of social media influencers in the Bay Area. He reached out to several, offering them stays in exchange for tagging his property in their posts, hoping to generate widespread exposure and capitalize on their extensive reach. However, this strategy quickly proved to be financially prohibitive, as one influencer quoted more than $4,000 for a single post, a staggering sum that far exceeded his marketing budget and forced a reevaluation.

This experience led Troy to pivot towards a more organic and authentic marketing approach, recognizing the value of genuine engagement. Rather than actively seeking out paid endorsements, he decided to let the inherent appeal of his space speak for itself, relying on its unique charm to inspire natural sharing. His current strategy is less about direct outreach and more about creating such an eye-catching and memorable experience that guests organically want to share it, leading to genuine word-of-mouth and social media promotion. He welcomes collaborations with individuals who genuinely appreciate his unique offerings, allowing for a more authentic and cost-effective form of promotion.

How To Attract The 6 Types Of Hotel Guests – Property Management & Consulting Blog: Industry News, Photo by occupancysolutions.com, is licensed under CC BY-SA 4.0

Interestingly, many of the guests who have generated significant social media buzz for his properties aren’t traditional travel influencers, but rather individuals with large followings on platforms like TikTok, known for content related to hair, tattoos, music, and other diverse interests. Troy often doesn’t even know about their substantial online presence until after their stay, highlighting the serendipitous nature of genuine viral engagement. He admits to not having a strict “strategy” for influencer marketing, but rather a fundamental desire to simply “create something that catches people’s eyes,” allowing the content to generate itself.

A cornerstone of Troy’s business model from the very beginning has been his ability to maintain remarkably low prices, a strategy that has proven crucial for attracting and retaining a broad base of guests. Initially, his loan payment for the tiny house was exceptionally low, around $300 per month, and his overall overhead remained minimal, allowing for significant profit margins even at lower rates. At this stage, the income generated from Airbnb was truly “just extra,” comfortably supplementing his full-time employment and providing a buffer for initial growth.

He cleverly likens his pricing strategy to that of airline tickets, where different guests might pay vastly different amounts for the same experience depending on booking time, demand, and other variable factors. During peak season, typically June and July, The Tiny Heauxtel commands its highest rate, reaching up to $250 per night, reflecting seasonal demand. However, in response to the current economic climate and a noticeable decrease in travel, Troy has proactively lowered his prices. This dynamic adjustment ensures his listings remain fiercely competitive and stay visible on the crucial first page of Airbnb search results, a critical factor for consistent bookings and maintaining high occupancy.

The monumental shift in Troy’s entrepreneurial journey occurred in July 2021, a pivotal moment when the consistent and growing income from his tiny house Airbnbs officially became his primary source of income. This allowed him to courageously transition away from his full-time job, cementing his status as a successful, full-time Airbnb owner and validating his innovative business model. This achievement is particularly notable given the unconventional and often misunderstood nature of his business’s location.


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Troy operates his thriving tiny house venture in East Oakland, a neighborhood he transparently describes as being “in the hood,” drawing a comparison to areas like the Tenderloin. This geographical reality often surprises his friends and family, challenging conventional notions of where a successful short-term rental business can flourish and highlighting the potential for overlooked markets. His candidness about the location is not a deterrent but rather a unique selling point, fostering an unusual degree of trust and respect with potential guests right from the start.

He is remarkably transparent about the neighborhood’s characteristics, openly stating aspects like his neighbor owning a rooster, the sporadic presence of illegal dumping, and general trash in the area. Crucially, he also addresses the presence of homeless encampments, urging guests to “show respect for the unsheltered community in the Bay Area,” transforming a potential negative into an opportunity for communal understanding. This unprecedented level of honesty, rather than diminishing his business appeal, has in fact bolstered it, attracting guests who value authenticity and direct communication.

Despite his complete transparency about these neighborhood details, which might deter less adventurous entrepreneurs, Troy has successfully cultivated a thriving business. This speaks volumes about the inherent value proposition of Airbnb, which gives people an option for unique stays and offers diverse options to a wide array of travelers, proving that unconventional locations can indeed be viable. The authentic guest reviews, which he neither solicits nor manipulates, consistently highlight positive experiences, demonstrating that his honesty works “perfectly” as a foundation for genuine customer satisfaction and loyalty.

Ansel Troy, an African American entrepreneur from Oakland, California, has thus not only built a lucrative venture but has also redefined what success looks like in the short-term rental space. By maximizing his property’s potential with carefully designed tiny houses, employing a strategic yet profoundly transparent business model, and connecting with a market eager for unique experiences, he has turned a creative side project into a formidable primary income stream, right in his own backyard. His journey serves as a powerful testament to the entrepreneurial spirit and the opportunities available for resourceful individuals looking to carve out their own path in the evolving landscape of property entrepreneurship, proving that vision, transparency, and a unique offering can overcome perceived limitations.

Tiny House Airbnb Business
Tiny Houses Port Macquarie — Häuslein Tiny House Co, Photo by squarespace-cdn.com, is licensed under CC BY-SA 4.0

Building a High-Performing Tiny House Airbnb Business: Design, Marketing, and Automation Secrets for Maximized Earnings

Transitioning from a casual side hustle to a primary income stream with tiny house rentals, much like Ansel Troy’s inspiring journey, requires a strategic roadmap. It’s not merely about having a charming tiny house; it’s about meticulously planning every facet of the business, from initial costs and legal structures to captivating design, savvy marketing, and efficient automation. Aspiring entrepreneurs can learn invaluable lessons from successful hosts like Troy and others who have cracked the code of creating highly profitable short-term rental ventures.

At the foundational level, every successful tiny house Airbnb enterprise begins with a robust business plan. This isn’t just a formality; it’s a critical tool for navigating the complexities of property investment and short-term rentals. A clear plan helps define your financial outlay versus your desired nightly rates, factoring in the various fees associated with platforms like Airbnb.

Airbnb host service fee
8 Hot Springs Airbnb Rentals Near Downtown and Lake Hamilton, Photo by matadornetwork.com, is licensed under CC BY-SA 4.0

When calculating costs, remember that Airbnb typically takes a 3% host service fee from the total each time your tiny house is rented, while guests are charged an additional reservation fee of 6%-12%. You’ll also need to consider a security deposit to cover potential damages or lost keys, along with the recurring expense of amenities like coffee or wine that you might offer. Utilizing rental property management software can significantly simplify tracking these income and expenses, proving invaluable for first-time landlords.

Protecting your personal assets is paramount, making the formation of a legal entity, such as a Limited Liability Company (LLC), a non-negotiable step. This shields you from personal liability if your Airbnb business faces legal challenges or is implicated in any way. Beyond the LLC, establishing a dedicated business bank account, securing appropriate insurance, and understanding the tax implications of rental income are crucial for a solid financial foundation.

Choosing between short-term and long-term rentals is another pivotal decision that influences your business model. Short-term rentals, facilitated by platforms like Airbnb and Vrbo, offer the allure of higher profit potential and the opportunity to provide unique, memorable experiences. As Ansel Troy discovered, short-term options allowed him to “make more money using Airbnb than I could by renting to another long-term tenant” and test market interest in tiny house stays. These unique accommodations are frequently booked for weekend getaways or retreats, especially in scenic or quiet settings.

Conversely, long-term leasing offers a more consistent and steady income stream, attracting renters seeking a minimalist lifestyle without the commitment of ownership. Both options present distinct advantages, but the dynamic nature and higher earning potential of short-term rentals often make them more attractive for tiny home owners looking to maximize their investment and create a vibrant guest experience.


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Legislative Push for Bans and Pauses:
Litigation financing measure becomes law, delivering win for Ariz. legal system – Chamber Business News, Photo by chamberbusinessnews.com, is licensed under CC Zero

Navigating the legal landscape is perhaps one of the most critical, yet often overlooked, aspects of tiny house rentals. Zoning laws vary dramatically by location, with some jurisdictions actively embracing tiny homes and Accessory Dwelling Units (ADUs), while others impose strict restrictions. It’s imperative to contact your local business administration authority to understand specific zoning laws and potential fees for short-term rentals. If you’re building your tiny house, ensure it meets national and state building codes, such as IRC and ANSI 119.5 standards, to ease the permitting process and provide flexibility for both personal and rental use.

Financial projections for tiny house rentals are often surprisingly robust, demonstrating their potential to quickly recoup initial investments. Consider a scenario where a tiny home purchased for approximately $160,000 is listed on Airbnb or Vrbo. If it books 22 nights a month at an average nightly rate of $150 – consistent with the average Washington State Airbnb rate and median occupancy – you could passively generate about $3,300 per month, totaling nearly $40,000 annually. Even after factoring in cleaning costs, maintenance, and platform fees, the initial cost of the tiny home could be recouped in as little as 4-5 years, or even faster in high-demand areas. Isaac, an Airbnb host in Waco, Texas, further illustrates this potential, transforming a $140,000 piece of land into a business that earned over $550,000 annually in its first year.

Isaac’s financing strategy offers valuable insights for ambitious hosts. He minimized personal financial risk by partnering with family members to invest in the land and utilized “other people’s money” (OPM) through a mix of savings, a $1.4 million short-term construction loan, and a $700,000 line of credit. This creative financing allowed him to bring his vision of a Scandinavian-inspired tiny home retreat to life, showcasing how innovative financial planning can unlock significant entrepreneurial opportunities.


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high-performing tiny house Airbnb
Luxury House with Pool in Forest · Free Stock Photo, Photo by pexels.com, is licensed under CC Zero

Beyond the financials, the very essence of a high-performing tiny house Airbnb business lies in its design and the unforgettable guest experiences it creates. Intentional design is not merely about aesthetics; it’s about crafting spaces that feel “light-filled, and high quality.” Features such as full-size appliances, clever storage solutions, and spa-like bathrooms enhance livability, drive guest satisfaction, and ultimately lead to positive reviews and repeat bookings. Ansel Troy’s decision to view his second tiny house as a “blank canvas” for a truly impressive aesthetic reflected his commitment to elevated design.

Unique amenities are also instrumental in elevating the guest experience, transforming a simple stay into a “magical moment.” Isaac’s Waco retreat exemplifies this, featuring a $50,000 container pool with a 10-foot glass window overlooking a lake, and individual hot tubs for each cabin, costing around $10,000 apiece. These additions, alongside communal spaces like a fire pit, pergola, dock, and kayaking area, significantly increased his nightly rate by $100, effectively paying for themselves within eight months. Similarly, Troy designed The Tiny Heauxtel to be an immediate “photo opportunity,” meticulously curating the space for photography and anticipating its viral potential, understanding modern guests’ desire for shareable experiences.

High-quality design aesthetics are equally crucial. Isaac’s Scandinavian design approach, with furniture sourced from upscale retailers like World Market, CB2, and West Elm, ensured a cohesive and luxurious feel that set his property apart. Troy, too, invested approximately $9,700 on decor and renovations for The Tiny Heauxtel, drawing inspiration from platforms like Etsy, Instagram, and Pinterest to craft a unique and appealing environment. This dedication to visual appeal demonstrates a shrewd understanding of what captures attention in the highly visual world of social media.

Thoughtful personal touches and extras can leave a lasting impression on guests, encouraging rave reviews. Simple gestures like offering snacks and drinks upon arrival – perhaps mini chocolates or a bottle of wine – go a long way. Providing a booklet of local attractions, a map of the area, reliable WiFi, and essential toiletries like soap and shampoo adds immense value. For tiny homes with wood stoves, supplying a few logs of firewood can be incredibly handy. Compact entertainment options, such as books and playing cards, along with a custom thank you note or a photo album showcasing local stunning photography, make visitors feel genuinely appreciated and glad they chose your rental.

Considering the structural format of your tiny house is also part of the design strategy. While a tiny house on wheels offers flexibility in placement, it’s doubtful guests would drive off with it. Stationary tiny houses, especially those built on your own property, offer easier access for maintenance and eliminate any concerns about mobility. Examples like the Seattle Tiny House on Wheels cleverly integrate a bookshelf to prevent guests from falling from the loft bed while also providing entertainment, while the Rustic Portland Tiny House features a staircase instead of a ladder, making it more accessible to a wider range of guests.

Once the design is perfected, effective marketing and visibility become the engines that drive bookings and attract a steady stream of guests. In an increasingly crowded market, where more tiny houses are appearing on Airbnb, distinguishing your property is essential. High-quality, captivating photos that genuinely capture the charm of your tiny house are paramount; blurry or dark images will deter potential guests. Similarly, a compelling and descriptive narrative that highlights the unique aspects of your tiny home will play a significant role in securing bookings.

Emphasizing location advantages is another strategic move. Whether it’s proximity to supermarkets, local attractions, or unique natural landscapes, clearly articulating the reasons people would want to book your specific location can attract the right demographic. Claiming a distinctive name for your tiny house, like Ansel Troy’s “The Tiny Heauxtel” or “The Black Art Gallery,” helps create a memorable brand that guests can easily recall and share.

The Social Media Amplifier: Sharing the Vinyl Craze
Law In The Age Of Social Media, Photo by makeawebsitehub.com, is licensed under CC BY-SA 4.0

Leveraging social media is no longer optional; it’s a necessity. Creating dedicated social media accounts, particularly on visually-driven platforms like Instagram, allows potential guests to browse through stunning tiny house photos. While costly influencer collaborations proved financially prohibitive for Troy, his pivot to an organic approach, focusing on creating something “cool” and “eye-catching,” led to authentic social media buzz. Isaac, in contrast, successfully partnered with influencers for giveaways, investing just $950 for one promotion that generated $40,000 in bookings and grew his Instagram following to 50,000, resulting in $400,000 in direct bookings.

Building your own brand beyond Airbnb is a crucial step towards long-term success and reduced reliance on platform algorithms. This includes creating a dedicated website for direct bookings and actively managing social media accounts. For those lacking the time or skills, working with a home services marketing agency can provide expertise in areas like email outreach, content strategy, or automated blogging, ensuring your tiny house gets the visibility it deserves.

Finally, operational efficiency and automation are the ultimate secrets to maximizing earnings and managing a tiny house Airbnb business with minimal effort, even remotely. Dynamic pricing strategies are essential to adapt to market fluctuations. Troy likens his approach to “airline tickets,” where rates vary based on demand, allowing him to charge up to $250 per night during peak season (June and July) and proactively lower prices during economic downturns to remain competitive and visible on Airbnb’s first page. Isaac utilizes AI-driven dynamic pricing software to adjust nightly rates based on demand, maintaining an impressive 95% occupancy.

The deployment of automation tools is where the business truly becomes hands-free. Isaac’s tech stack includes property management software that syncs booking calendars across Airbnb, Vrbo, and his website, preventing double bookings. Automated messaging handles everything from check-in instructions to review requests, ensuring consistent guest communication without constant manual input. Smart thermostats and lighting automatically adjust based on reservations, saving energy and creating a seamless guest experience, while digital locks generate unique codes for each guest, enhancing security.


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high revenue automation
North America Factory Automation \u0026 Industrial Controls Market – Size \u0026 Share, Photo by mordorintelligence.com, is licensed under CC BY 4.0

Despite generating high revenue, a high degree of automation allows for minimal staffing and remote management. Isaac, for instance, manages his multi-cabin property with just a guest communications manager, costing $200 per week, and a maintenance manager overseeing daily operations. This lean operational model allows him to manage the property remotely, even when traveling. Troy’s initial low overhead, with loan payments around $300 per month, also highlights how efficient management can maximize profit margins.

Understanding the subtle workings of Airbnb’s algorithm, even without explicit data from the platform, is also beneficial. Troy observed that his listings garnered significantly higher views than comparable properties, suggesting algorithmic favor due to factors like the popularity of tiny homes, the minimalist movement, and competitive pricing. By focusing on creating “something that catches people’s eyes,” hosts can organically increase their visibility and attract a wider audience.

Ansel Troy and Isaac’s stories provide a compelling blueprint for aspiring tiny house entrepreneurs. Their success underscores that with strategic planning, thoughtful design focused on unique guest experiences, savvy marketing, and a commitment to operational automation, a tiny house Airbnb can indeed transform into a thriving, high-performing business, right in one’s own backyard.

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