Lori Dietrich

Realtor® Specializing in Waterfront Cottages & Short-Term Rentals
Lori Dietrich

Lori Dietrich

Lori Dietrich is a leading authority in Ontario’s short-term rental and cottage real estate market. As the founder and CEO of Tall Pine Consulting Services, Lori has spent nearly a decade helping property owners transform their cottages into thriving rental retreats. With a following of over 51,000 members on her Facebook platform, “The Tall Pine Experience,” Lori has built a trusted network and a reputation for delivering exceptional service, transparency, and results.

Her journey began with the purchase of her own cottage—an experience that inspired her to help others unlock the full potential of their vacation properties. What started as a personal project has evolved into a multi-consultant enterprise with a portfolio of over 100 handpicked cottages across Ontario and beyond, curated for both quality and experience.

Lori is a licensed Realtor and travel consultant, bringing her signature hands-on service and business acumen to the Shoreview Real Estate Team Powered by New Street. She now leads the team’s expansion into Ontario’s most desirable cottage and waterfront communities. Through this partnership, she provides a full suite of services for current and prospective cottage owners, including:

Specialized Waterfront & Cottage Advisory

Tailored insights on property value, rental viability, and regional performance metrics.

Luxury Cottage Sales Program

Powered by New Street Media, offering elevated marketing, cinematic visuals, and targeted exposure to an exclusive database of over 400,000 real estate investors and waterfront buyers.

Turnkey Short-Term Rental Services

Through Tall Pine, owners receive full support for rental readiness, listing management, and tenant screening.


Local Vendor Network

A curated list of trusted service providers to support every aspect of the cottage ownership experience.

Lori’s clients range from first-time cottage investors to seasoned landlords seeking to elevate their returns while preserving the integrity of their homes. Her commitment to honesty, professionalism, and deep local knowledge ensures every client receives a seamless and rewarding experience—from acquisition to rental success.

Whether you’re buying a family retreat or seeking passive income through cottage rentals, Lori Dietrich is your trusted partner in Ontario’s dynamic waterfront and short-term rental market.

In the Words of my Clients

Success Stories

"My family and I had the pleasure of working with Robert Jendrzejczak and Ryan Cooper. Both were amazing to work with from beginning right through to the end. The team had superior knowledge of the market in the Niagara Region and helped guide us to f
"My husband and I bought our first home with Colin Poponne back in 2008 and when we made the decision to sell that home, the first person we called was Colin. We worked on a strategy to sell our home under tough market conditions and as we were consi
"My partner and I had the privilege of working with Ashley Gordon. She was a DREAM to work with from start to finish. I was able to book a same-day consultation with her, and by the end of that day she had showings booked for us for the next day. One
"My best experience to settle in a good house in Toronto was made by your strong and professional team. I am very grateful to your team and it was an honor to work with you. You considered my situation very intelligently and helped me make the best de

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Considering a Cottage Purchase, Sale or Simply Curious About Short-Term Rental Potential?

Whether you’re exploring the market, seeking investment insights, or need trusted referrals for contractors, mortgage brokers, or property services—I’m here to help.

Each week, I personally conduct multiple complimentary Cottage & Investment Strategy Sessions to guide clients through the earliest stages of buying, selling, or monetizing their vacation properties.

Complete the form below to schedule your personalized session.