101 episodes

Hi! I’m Jenn Boyles. If you are looking to achieve more direct bookings to decrease your dependency on the OTAs and increase your profits and control over your business, then this is the podcast for you! 

Whether you are an Airbnb host, short-term rental property manager, owner or investor, each week I will share business and marketing strategies to help you build your own business. I will also bring you the best in the industry to share their knowledge along with property managers and owners to talk about what they are doing to achieve their own direct booking success.

For more, see: directbookingsuccess.com

Direct Booking Success Podcast Jenn Boyles

    • Business
    • 5.0 • 7 Ratings

Hi! I’m Jenn Boyles. If you are looking to achieve more direct bookings to decrease your dependency on the OTAs and increase your profits and control over your business, then this is the podcast for you! 

Whether you are an Airbnb host, short-term rental property manager, owner or investor, each week I will share business and marketing strategies to help you build your own business. I will also bring you the best in the industry to share their knowledge along with property managers and owners to talk about what they are doing to achieve their own direct booking success.

For more, see: directbookingsuccess.com

    Milestone: What I've learned in creating 100 episodes of the DBS Podcast

    Milestone: What I've learned in creating 100 episodes of the DBS Podcast

    Did you know that creating a successful podcast isn't just about the content? 
    Imagine reaching the top ten on Apple podcasts in the very first week - sounds impossible, right? Well, that's exactly what happened to Jenn Boyles, the host of the Direct Booking Success Podcast. 

    Marketing is essential to your short term rental business if you want more bookings. And not only more bookings, but more direct bookings. - Jenn Boyles

    In the 100th episode, she reveals the surprising truth about marketing for direct bookings and the essential strategies she's learned in the past two years. But what's even more unexpected is the lack of diversity in the short-term rental industry, a revelation that might change your perspective. 

    In this episode, you will be able to: 
    Master the art of direct booking success and stand out from the competition.Uncover the secrets to launching and growing a successful hospitality podcast.Amplify your short-term rental marketing strategies for maximum impact.Embrace diversity to foster inclusivity and innovation in the hospitality industry.Craft a compelling brand that attracts direct bookings and loyal guests.

    Get ready to be amazed as Jenn shares insights from some of the most brilliant minds in the industry and unveils the secret to direct booking success. It's a milestone worth celebrating, and the wisdom shared is nothing short of game-changing. 

    Stay tuned for the unexpected journey that's about to unfold.

    The key moments in this episode are:
    00:00:00 - Celebrating 100 Episodes and Two Years of Success
    00:01:21 - The Purpose Behind Starting the Podcast
    00:04:54 - Importance of Consistent Marketing
    00:07:08 - Lack of Diversity in the Industry
    00:09:53 - Defining Direct Booking Success 

    FREE GUIDE: 10 Ways to Drive Guests to your Website instead of Airbnb: https://directbookingsuccess.com/10-ways-to-drive-guests-to-your-website-instead-of-airbnb/
    Show notes are available at: https://directbookingsuccess.com/podcast/
    Follow Jenn on Instagram: https://www.instagram.com/directbookingsuccess
    Join Jenn’s free Facebook group – the Marketing Hub: https://www.facebook.com/groups/strmarketinghub

    • 12 min
    Developing Guest Trust for Direct Bookings: A UK Host's Perspective with James Varley

    Developing Guest Trust for Direct Bookings: A UK Host's Perspective with James Varley

    Does this sound familiar? You're struggling to make the switch from long-term to short-term rentals, and you've been told to rely solely on OTAs for bookings. But the pain of high commission fees and lack of control over your business has left you feeling frustrated and stuck. It's time to break free from the OTA dependency and take back control of your booking success. Let's explore how you can maximize direct bookings and increase guest trust for your vacation rentals.
    I think education has never been more important in the short term rental world. We've got so many things across the world that we're dealing with, including regulation, including legislation that different countries are bringing in different tax changes, we've got new companies entering the space all the time, we've got different booking trends, so many different things that people need to be aware of. - James Varley

    My special guest for this episode is James Varley.

    James Varley, the founder of the Holiday Cottage Handbook, who has a rich background in property investment and a successful transition from long-term rentals to managing holiday lets in the UK. James's journey is a testament to his expertise in navigating the nuances of the short-term rental industry and building direct booking success. With a strong emphasis on sustainable business practices and a genuine passion for sharing knowledge, James has become a trusted voice in the industry. Through his various platforms, including a free downloadable ebook, an engaging blog, and a weekly podcast featuring industry experts, James is dedicated to providing valuable insights and support for property owners looking to maximize their direct bookings. His commitment to empowering others in the short-term rental space makes him a valuable ally for those seeking to thrive in the industry.

    In this episode, you will be able to:
    Discover the secrets to starting a successful short term rental business.Learn how to smoothly transition from long term to short term rentals and maximize your profits.Uncover the benefits of holiday lets in the UK and how they can elevate your rental income.Master the art of building trust and securing more direct bookings for your vacation rentals.Navigate the complex world of short term rental regulations in the UK with confidence.

    Connect with James and Holiday Cottage Handbook
    Website: https://www.holidaycottagehandbook.com/
    Facebook: https://www.facebook.com/holidaycottagehandbook/
    Instagram: https://www.instagram.com/hchandbook/

    The key moments in this episode are:
    00:00:30 - Getting into the Short Term Rentals World
    00:05:43 - Building Relationships with Neighbors
    00:08:37 - Core Mission of Holiday Cottage Handbook
    00:10:46 - Importance of Education in Short Term Rentals
    00:12:01 - A to Z Resource and Podcast Series
    00:13:34 - Booking Trends and Content Development
    00:14:48 - Defining the Industry
    00:17:10 - Vacation Rentals vs. Short Term Rentals
    00:18:40 - Common Pitfalls and Education
    00:24:03 - Involvement in Regulation
    00:27:47 - Importance of Booking Direct
    00:28:07 - Convincing Guests to Book Direct
    00:28:29 - Trust and Convenience in Booking
    00:28:52 - Time and Effort in Direct Booking
    00:29:23 - Connecting with James and Holiday Cottage Handbook 

    FREE GUIDE: 10 Ways to Drive Guests to your Website instead of Airbnb: a...

    • 30 min
    How to Market Your Rural vs Urban Vacation Rentals to Attract More Direct Bookings with Brianne Hamilton

    How to Market Your Rural vs Urban Vacation Rentals to Attract More Direct Bookings with Brianne Hamilton

    If you're feeling overwhelmed by the thought of keeping up with the regulations and legislation for short-term rentals, and you're worried about the impact it could have on your business, then you are not alone! The risk of waking up to a sudden shut down of your entire rental operation can be a real cause for concern, especially in the face of ever-changing regulations and laws. It's a lot to keep track of and it's a risk that many property managers are facing in today's market.
    You have nothing to lose by putting together a website or, you know, leveraging the PM's to do it for you and just having that available access to get direct booking. - Brianne Hamilton

    In this episode, you will be able to:
    Mastering the Art of Transitioning to Short-Term Rentals in Ontario.Maximizing Your Returns: Managing Urban vs Rural Vacation Properties.Unveiling Proven Strategies for Increasing Direct Bookings.Navigating the Impact of Regulations on Short-Term Rentals.Elevating Your Marketing Game: Showcasing Amenities for Vacation Rentals.

    My special guest for today's episode is Brianne Hamilton. Brianne Hamilton is  the co-owner of Junction House property management company in Ontario, Canada, brings a wealth of experience in transitioning from long-term to short-term rentals. With a portfolio spanning urban city centers and rural vacation properties, Brianne's insights into managing diverse rental types and locations provide invaluable strategies for increasing direct bookings and navigating the impact of regulations on short-term rentals. Her background in marketing and real estate investing infuses a creative and thoughtful approach to property management, ensuring a unique and optimized guest experience for each distinct property.

    Connect with Brianne: 
    https://www.instagram.com/junctionhousepm/
    https://www.instagram.com/junctionhousegetaways/
    Avail Brianne’s Complimentary Property Revenue and Occupancy Analysis to listeners: https://jhp.myflodesk.com/podcastfreebie

    The key moments in this episode are:
    00:00:00 - Introduction and Background
    00:02:36 - Portfolio Expansion
    00:08:45 - Operational Challenges
    00:10:02 - Marketing Strategies
    00:11:42 - Amenities and Guest Experiences
    00:13:54 - Pros and Cons of Urban Market
    00:14:57 - Rural Market Unique Opportunities
    00:16:15 - Regulatory Concerns and Industry Impact
    00:19:13 - Local Community Engagement
    00:21:30 - Direct Booking Success and Freedom 

    FREE GUIDE: 10 Ways to Drive Guests to your Website instead of Airbnb: https://directbookingsuccess.com/10-ways-to-drive-guests-to-your-website-instead-of-airbnb/
    Show notes are available at: https://directbookingsuccess.com/podcast/
    Follow Jenn on Instagram: https://www.instagram.com/directbookingsuccess
    Join Jenn’s free Facebook group – the Marketing Hub: a href="https://www.facebook.com/groups/strmarketinghub" rel="noopener noreferrer"...

    • 24 min
    From Corporate to Cash Flow Queen: How I Built a Midterm Rental Empire with Vivian Yip

    From Corporate to Cash Flow Queen: How I Built a Midterm Rental Empire with Vivian Yip

    Discover the shocking truth behind the explosive growth of midterm rentals! One entrepreneur's journey from escaping the corporate world to building a thriving business that's recession-proof. Learn the unexpected strategy that transformed a six-figure job into financial freedom and sustainable success. Find out how this laid-back, casual approach to hospitality could be the game-changer you've been searching for. Get ready to dive into the surprising world of midterm rentals and unlock the secrets to building a business that stands the test of time. Stay tuned for the eye-opening revelations ahead!
    It's important for you to have a well rounded business, be well connected. And I hate to say it so cliche, but your network is your net worth. - Vivian Yip

    In this episode, you will be able to:
    Discover the Key Strategies for Transitioning from Short-Term to Midterm Rentals and Maximize Your Property's Revenue Potential.Uncover the Hidden Benefits of Investing in Midterm Rentals and Create a More Sustainable Income Stream for Your Property.Learn Proven Strategies for Successful Direct Bookings in Rentals and Take Control of Your Property's Occupancy.Navigate the Complex World of Regulations in Short-Term and Midterm Rentals to Ensure Compliance and Peace of Mind.Implement Expert Furnishing Tips for Midterm Rental Properties to Attract Long-Term Guests and Enhance Property Value.

    My very special guest this episode is Vivian Yip. Vivian is the founder of Hestia by Corporate Rentals USA, boasts an extensive corporate background, including a significant tenure at Apple, where she played a pivotal role in the launch of the iPhone twelve during the challenging times of the pandemic. Leveraging her expertise, Vivian has successfully transitioned into real estate investing, amassing a notable portfolio of nine properties in Austin, Texas. Her accidental foray into midterm rentals, prompted by the need to secure her revenue stream during the pandemic, has equipped her with invaluable insights into the nuances of this emerging trend. With a focus on furnishing tips, successful direct booking strategies, and adeptly navigating rental regulations, Vivian's expertise offers property owners a comprehensive guide to diversifying their revenue streams and embracing the opportunities presented by midterm rentals.

    Connect with Vivian:
    Instagram: https://www.instagram.com/vivianyip_official/
    Tiktok: https://www.tiktok.com/@vivianyipofficial

    The key moments in this episode are:
    00:00:00 - Introduction and Background
    00:03:47 - Exploring Midterm Rentals
    00:09:17 - Unique Needs of Midterm Rental Guests
    00:10:39 - Lead Generation for Midterm Rentals
    00:13:28 - Community and Neighbors
    00:14:21 - Challenges with Neighbors and Guests
    00:15:22 - Advantages of Midterm Rentals
    00:16:31 - Getting Started with Midterm Rentals
    00:19:36 - The Hestia Brand and Future Trends
    00:25:12 - Direct Booking Success and Business Stability
    00:28:56 - Diversification is Key
    00:29:13 - Gratitude and Links
    00:29:29 - The Power of Midterm Rentals
    00:29:52 - Inspiring Success Story
    00:30:18 - Closing Remarks 

    FREE GUIDE: 10 Ways to Drive Guests to your Website instead of Airbnb: https://directbookingsuccess.com/10-ways-to-drive-guests-to-your-website-instead-of-airbnb/
    Show notes are available at:a href="https://directbookingsuccess.com/podcast/" rel="noopener...

    • 30 min
    Short-term Rental Alliance Building 101: Getting a Seat at the Regulatory Table with Dana Lubner

    Short-term Rental Alliance Building 101: Getting a Seat at the Regulatory Table with Dana Lubner

    Here's a little secret you might not expect: Short-term rental regulations are shaping up to be the next big battleground for hosts and policymakers. But don't worry, there's a way to navigate this challenging landscape and advocate for fair regulations that protect your business. You won't believe the strategies and resources available to host communities worldwide. Ready to uncover the surprising world of short-term rental advocacy and regulations? Stay tuned to find out how you can be part of this game-changing movement.
    You have to be proactive or you become inactive. The best way to protect the future of your business is to really be taking a proactive stance and looking at how you can professionalize and create an organization that has the sustainability to last beyond just a regulatory battle. - Dana Lubner

    In this episode, you will be able to:
    Forming a Short-Term Rental Alliance: Learn how to unite with fellow hosts for collective advocacy and support.Mastering Short-Term Rental Regulations: Navigate local laws and regulations to ensure compliance and successful hosting.Crafting Effective Advocacy Strategies: Discover tactics to advocate for fair treatment and regulations as a rental owner.Fostering a Sustainable Hosting Community: Build a thriving and supportive community for sustainable hosting practices.Understanding the Impact of Regulations: Gain insights into how regulations can affect the short-term rental landscape and your hosting business.

    My special guest in this week's episode is Dana Lubner. Dana is the director of community development at Rent Responsibly, is a prominent figure in the short-term rental industry. With a background in property management and a pivotal role in establishing Mile High Hosts, Denver's short-term rental alliance, Dana has demonstrated a deep commitment to advocating for fair regulations and sustainable hosting communities. Her extensive experience and contributions to the "How to Save Your Vacation Rental Business" podcast reflect her expertise in navigating regulatory challenges and shaping the future of the short-term rental landscape. Dana's dedication to equipping hosts with essential tools and resources positions her as an invaluable asset for those seeking to thrive in an ever-evolving regulatory environment.

    Learn more about Rent Responsibly
    Website: www.rentresponsibly.org
    Rent Responsibly Network: https://network.rentresponsibly.org

    Connect with Dana:
    LinkedIn: https://www.linkedin.com/in/danalubner/
    **Dana is also open to do advocacy and leadership 1:1 consulting calls. For more details, go to this link - https://meetings.hubspot.com/dlubner**

    The key moments in this episode are:
    00:00:08 - Introduction to Direct Booking Success Podcast
    00:00:36 - Importance of Advocacy and Regulations
    00:02:51 - Building Local Alliances
    00:07:21 - Evolution of Advocacy
    00:10:38 - Importance of Advocacy and Education
    00:15:31 - Importance of Local Short Term Rental Alliance
    00:16:25 - Resources for Advocacy and Leadership
    00:18:45 - Collaborative Regulation Approach
    00:20:52 - Impact of Regulations
    00:24:57 - Rent Responsibly's Support and Services 

    FREE GUIDE: 10 Ways to Drive Guests to your Website instead of Airbnb: a href="https://directbookingsuccess.com/10-ways-to-drive-guests-to-your-website-instead-of-airbnb/" rel="noopener noreferrer"...

    • 29 min
    How a Retired Couple Discovered Direct Bookings for their 14 Apartments with Michael Guildford

    How a Retired Couple Discovered Direct Bookings for their 14 Apartments with Michael Guildford

    Discover how a retired couple turned their 14-property business into a direct booking powerhouse, defying the odds in their golden years. But the unexpected twist in their journey will leave you on the edge of your seat. Stay tuned to find out how they overcame a shocking setback and harnessed the power of technology to boost their business value. It's a story of resilience, innovation, and the surprising secret to unlocking direct booking success that you won't want to miss.
    The best business you've ever owned is the one you just sold for seven figures. And direct bookings, that data list increases the value of your business. That gives your business something to actually sell. - Michael Guildford
    In this episode, you will be able to:
    Maximize your property's revenue with proven direct booking strategies.Secure your financial future by learning effective passive income strategies for retirement.Enhance guest experience and streamline operations with the power of QR codes in hospitality.Build a valuable guest email list for direct marketing and personalized communication.Discover the crucial role of direct bookings in maximizing your property's profitability.
    My special guest is Michael Guildford
    Michael Guildford, an established figure in property management hailing from Brisbane, Australia, has delved into the realm of direct bookings with a unique approach. Managing a portfolio of 14 apartments in Brisbane's CBD, his journey reflects a quest for passive income in retirement. Michael's expertise lies in leveraging innovative strategies, such as QR codes and email collection, to drive direct bookings and augment the value of customer databases. His firsthand experiences and practical insights offer a valuable blueprint for property managers aiming to optimize their direct booking capabilities and elevate their business prospects.
    Utilizing QR codes in hospitality, such as EmailCollect, enhances the guest experience by providing easy access to Wi-Fi in exchange for contact details. QR codes streamline the guest data collection process, improving efficiency and enhancing guest satisfaction. By incorporating QR code technology, property managers can create a seamless guest experience and foster stronger guest relationships.
    Learn more about EmailCollect - https://emailcollect.com/
    The key moments in this episode are:
    00:00:00 - Introduction to Email Collect
    00:03:53 - The Importance of Direct Bookings
    00:07:55 - Introducing Email Collect
    00:11:37 - Leveraging Guest Data for Marketing
    00:13:57 - The Entrepreneurial Spirit and Global Accessibility
    00:14:35 - Building a Strong Business with Direct Bookings
    00:15:20 - Impact of Negative Reviews
    00:15:49 - Value of Direct Bookings Data
    00:16:29 - Business Independence and Value
    00:16:54 - Conclusion and Gratitude 

    FREE GUIDE: 10 Ways to Drive Guests to your Website instead of Airbnb: https://directbookingsuccess.com/10-ways-to-drive-guests-to-your-website-instead-of-airbnb/
    Show notes are available at: https://directbookingsuccess.com/podcast/
    Follow Jenn on Instagram: https://www.instagram.com/directbookingsuccess
    Join Jenn’s free Facebook group – the Marketing Hub: a href="https://www.facebook.com/groups/strmarketinghub"...

    • 18 min

Customer Reviews

5.0 out of 5
7 Ratings

7 Ratings

mrjmaze ,

Love the content

Extremely informative, very practical, and easy to apply.

Deirdre Tshien ,

Great show!

Jenn provides a rich source of industry insights and practical tips, making it a compelling listen for those interested in the hospitality business. The content is meticulously curated, delivering a valuable blend of information and inspiration in an easy-to-understand format. Deirdre

Elvis The Turtle 77 ,

Great Podcast for the Vacation Rental Industry!

I love this podcast and get takeaways from every episode. It’s also fun for me and my team to hear our clients on the episode. If you’re looking for direct booking insights that you can put into play for yourself this is it!

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