Timberroot Rustic Retreats has been nominated for the “Best Holiday Site Operator Award” by the 2023 Shortyz Short Term Rental Awards. Timberroot Founder & CEO Frank May has also been nominated separately for the “Rentalpreneur Award” and we couldn’t be more excited!

These nominations recognize the hard work and dedication the entire Timberroot team puts into creating beautiful spaces, maintaining our high standards, and providing exceptional experiences for our guests. As the global short-term vacation rental market continues to grow, it’s an honor to be recognized among the top operators in the industry. The 2023 Shortyz Awards received a record number of entries during the submissions period, which closed in March 2023. More than 390 entries were submitted from all over the world, representing a rise of over 10% compared to the previous year.

Image showing the shortlist nominees for the 2023 Shortyz Short Term Vacation Rental Awards, text on image reads The Shortyz 2023 - Best Holiday Site Operator Award Nominees Acorn Glade, Skol Apartments Marbella Holidays, Smiling House Luxury Homes, Timberroot Rustic Retreats
Image credit ShortTermRentalz.com

The Shortyz Short Term Rental Awards were established by Short Term Rentalz part of the International Hospitality Media group to recognize excellence in the industry, celebrate innovation and best practices, and reward achievements.

The awards consist of 20 categories, each designed to recognize different aspects of the short-term rental industry. Categories range from Best Property Management Company to Best Vacation Rental Photographer, and each one is judged by a panel of experts in the industry.

The Best Holiday Site Operator category is one of the most highly contested categories, and we are proud to be nominated alongside Acorn Glade Glamping of York, United Kingdom; Skol Apartments Marabella, of Mirabella, Spain; and Smiling House Luxury Homes of Saanen, Switzerland.

The Rentalpreneur Award is a new addition to the Shortyz for 2023. This award is meant to honor a leading entrepreneur in the STR space, who is not only successful, but is also educating the rest of the industry on how they too can be successful. Frank was nominated alongside other industry leaders like Andy Meddick of the Stay Attention and the How the Guest Was Won Podcast; Bill Faeth of Build Short Term Rental Wealth; Dennis Goedheid of Casiola Vacation Homes ; Jenn Boyles, host of the Direct Booking Success Podcast; and Melanie Kriel of Beachfront Apartments.

Image showing the shortlist nominees for the 2023 Shortyz Short Term Vacation Rental Awards, text on image reads The Shortyz 2023 - Rentalpreneur Award Images of the six nominees are shown including Timberroot CEO Frank May
Image Credit ShortTermRentalz.com

The judges will be looking for evidence of growth or retention of portfolio, effective staff and customer engagement and satisfaction levels, proactive or effective marketing strategies, delivering an exceptional guest experience and going beyond the duty of care, innovation of product, amenities, and customer service, and strong commercial and financial performance over the last two years.

The winners will be decided by a 50:50 split between judge scores and the public vote.

that’s where we need your help! the voting period for the 2023 shortyz awards opens on tuesday, april 11th at 11am est and closes on sunday, april 16th at 11pm est.

you can vote for us here.


By voting for Timberroot Rustic Retreats, you’re not only supporting us but also recognizing the importance of the short-term rental industry. The success of short-term rentals has forced the hotel and hospitality industry to adapt while creating an entire eco-system of products offering hosts and guests new services.

The final winners will be announced on Wednesday, April 26th at an award gala beneath at the ArcelorMittal Orbit sculpture in London’s Queen Elizabeth Olympic Park.

we’re honored to be nominated. thank you for your support, and we look forward to continuing to provide exceptional experiences for our guests.

2023 Shortyz Short Term Vacation Rental Awards Shortlist - Timberroot Rustic Retreats - Rentalpreneur Award - Frank May, Founder & CEO Timberroot - Best Holiday Site Operator

view our submission video:

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wauhatchie woodlands

chattanooga, tn

Our flagship tiny cabin resort might be just a few minutes from downtown Chattanooga, but you’ll feel like you’re staying deep in the woods. Our tiny cabins sleep 4-6 guests between the bedroom and lofted sleeping area, and feature modern amenities, heating and air conditioning, full kitchens, and to top it all off, a private, outdoor hot tub. As an added bonus, most of our cabins are dog friendly, so your four legged friends can come along too.