On this week's episode of The Short Term Show, Avery is joined by Ashley Freeman, a former tennis pro turned short-term rental powerhouse. Ashley shares how she transitioned from teaching tennis to managing over 100 properties in a college town, leveraging local knowledge and relationships for success. She dives into the pros and cons of investing in college town rentals, how her athletic background shaped her business mindset, and why adaptability and competitive edge are key in the short-term rental industry. 

How to connect with Ashley:

@Velvet_ditch_villas on Instagram

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

www.strquestions.com

Follow Avery Carl on Instagram 

Follow Avery Carl on TikTok

Join the Short Term Shop Facebook group!

Check out the Short Term Shop on Youtube

For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

 - https://amzn.to/3Adg6PA

On this week's episode of The Short Term Show, Avery is joined by Kate Almeda, a seasoned Airbnb host and short-term rental expert. Kate shares her journey from managing concerts and working on the Vans Warped Tour to building a career in short-term rentals, including her experience with home-sharing, managing unique stays like surf shacks, and working as a host advisor at Airbnb. She also discusses best practices for new hosts, the evolution of the short-term rental industry, and how regulations have shaped her business strategy. 

How to connect with Kate: 

hostwithkate.com
instagram.com/hostwithkate
facebook.com/hostwithkate

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

www.strquestions.com

Follow Avery Carl on Instagram 

Follow Avery Carl on TikTok

Join the Short Term Shop Facebook group!

Check out the Short Term Shop on Youtube

For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

 - https://amzn.to/3Adg6PA

In this episode of The Short Term Show, Avery welcomes Cynthia and Chris Hanson, a couple based in Mesa, Arizona, who currently own and manage three properties. Cynthia shares her background in hospitality management and how that has helped make the transition into STRs more seamless. They also share the story of how they chose their properties in each market and where they're looking to expand next. 

How to connect with Cynthia and Chris:

https://pictureperfect.staydirectly.com/

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

www.strquestions.com

Follow Avery Carl on Instagram 

Follow Avery Carl on TikTok

Join the Short Term Shop Facebook group!

Check out the Short Term Shop on Youtube

For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

 - https://amzn.to/3Adg6PA

In this episode of The Short Term Show, Avery is welcoming back Rich Somers! Rich highlighted the unique opportunities available in 2025, particularly due to the current supply and demand dynamics in the housing market. He pointed out that while many are waiting for interest rates to drop, experienced investors are still actively buying properties, recognizing the potential for future appreciation. Rich also shared his thoughts on the significance of patience in real estate and the importance of surrounding oneself with the right people.

Check out our previous episodes with Rich!: 

Marrying Multifamily and STR

How Rich Somers Increased His Revenue From 180k to nearly 700 in 12 Months

How to connect with Rich:

@rich_somers on IG
somerscapital.com
The Rich Somers Report Podcast

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

www.strquestions.com

Follow Avery Carl on Instagram 

Follow Avery Carl on TikTok

Join the Short Term Shop Facebook group!

Check out the Short Term Shop on Youtube

For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

 - https://amzn.to/3Adg6PA

In today's episode, Avery and Chuck dive into some current events in the short term rental space and discuss how the second Trump administration could impact the real estate industry. We also touched on how international travel patterns and population migration within the country could impact various markets. We both stress that while there are challenges ahead, there are also opportunities for those who can navigate the current market conditions.

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

www.strquestions.com

Follow Avery Carl on Instagram 

Follow Avery Carl on TikTok

Join the Short Term Shop Facebook group!

Check out the Short Term Shop on Youtube

For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

 - https://amzn.to/3Adg6PA

In this episode of The Short Term Show, we dive into the recent policy changes from Vrbo regarding the sale of vacation rental properties. As we discuss the implications of these new rules, Avery is joined by experienced agents from The Short Term Shop: Natalie Walthour, Jay Lawrence, and Stacey Lancaster. We start by highlighting the key points of Vrbo's new policy, which requires sellers to block their calendars and notify travelers of upcoming reservations when listing their properties for sale. We touch on the complexities of transferring future bookings to new owners, including the legal obligations that may arise if the new owner intends to use the property differently. Jay shares insights from his experience in Western North Carolina, where state laws require honoring bookings for a certain period after closing. We also discuss the challenges of managing future bookings and the importance of clear communication between buyers and sellers.

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

www.strquestions.com

Follow Avery Carl on Instagram 

Follow Avery Carl on TikTok

Join the Short Term Shop Facebook group!

Check out the Short Term Shop on Youtube

For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

 - https://amzn.to/3Adg6PA

In this episode of the Short Term Show, Avery welcomes Jefferson Calloway. Jefferson shares his journey into real estate, starting from his time as a helicopter pilot in the military stationed in Alabama, where he purchased his first rental property. He discusses his transition back to the East Coast and his focus on home remodeling, highlighting the synergy between real estate and home improvement. Avery and Jefferson also discuss why being likeable and easy to work with are important qualities to have in real estate, and how househacking and creative financing can significantly contribute to the growth of your portfolio.

How to connect with Jefferson:

Instagram
LinkedIn

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

www.strquestions.com

Follow Avery Carl on Instagram 

Follow Avery Carl on TikTok

Join the Short Term Shop Facebook group!

Check out the Short Term Shop on Youtube

For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

 - https://amzn.to/3Adg6PA

In this episode of The Short Term Show, Avery introduces Gil Chan, a real estate investor who has recently launched an innovative platform for direct bookings called Crafted Stays. Gil explains the importance of having a direct booking presence and how Crafted Stays offers a user-friendly, affordable solution for hosts. We also discuss the potential impact of Google Vacation Rentals and the benefits of starting direct bookings early. Gil shares insights into his own direct booking success, emphasizing the value of email marketing and nurturing past guests.

How to connect with Gil: 

https://www.instagram.com/craftedstays/

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

www.strquestions.com

Follow Avery Carl on Instagram 

Follow Avery Carl on TikTok

Join the Short Term Shop Facebook group!

Check out the Short Term Shop on Youtube

For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

 - https://amzn.to/3Adg6PA

In this episode of the Short Term Show, Avery and her guest, experienced vacation rental investor, Chuck Kramer, dove into the latest lists of best places to invest in vacation rentals, released by various data and management companies. They aimed provided insight on various lists while providing clarity on how to interpret the markets included in the lists. Throughout the episode, they stressed the importance of market knowledge, understanding guest demographics, and doing thorough research beyond just the data provided in these lists. They also discussed the potential impact of social media and new developments on vacation rental markets.

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

www.strquestions.com

Follow Avery Carl on Instagram 

Follow Avery Carl on TikTok

Join the Short Term Shop Facebook group!

Check out the Short Term Shop on Youtube

For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

 - https://amzn.to/3Adg6PA

In this episode of the Short Term Show, Avery welcomed Austin, Texas based real estate investor Vivian Yip. Vivian shared her story of feeling trapped in the corporate rat race, which caused her to explore house flipping alongside her husband but soon realized it was akin to another job. Inspired by the book "Tax-Free Wealth," Vivian pivoted her strategy towards owning real estate for long term wealth building. Avery and Vivian delved into the strategies for managing midterm rentals, and the importance of having a good property management system. Vivian also shared insights on attracting a diverse range of guests and the benefits of a hybrid model that combines short term and midterm rentals.

How to connect with Vivian: 

@vivianyip_official

 VivianYip.com/about

How to connect with Avery:

The Short Term Shop - https://theshorttermshop.com/

www.strquestions.com

Follow Avery Carl on Instagram 

Follow Avery Carl on TikTok

Join the Short Term Shop Facebook group!

Check out the Short Term Shop on Youtube

For more information on how to get into short term rentals, read Avery’s Book, Short-Term Rental, Long-Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties

 - https://amzn.to/3Adg6PA