The People Behind
The Stay
Our Story
Built on Hospitality.
Driven by People.
Treeline started with a simple belief; vacation rentals should feel personal.
What began as a local operation has grown into one of the region’s fastest-growing hospitality companies, with more than 167 propertios, over 4,800 five-star reviews, and recognition on the Inc. 5000 list.
While we’ve grown, our focus remains the same: creating memorable stays and delivering exceptional experiences.
Our Story
Built on Hospitality.
Driven by People.
Treeline started with a simple belief; vacation rentals should feel personal.
What began as a local operation has grown into one of the region’s fastest-growing hospitality companies, with more than 167 propertios, over 4,800 five-star reviews, and recognition on the Inc. 5000 list.
While we’ve grown, our focus remains the same: creating memorable stays and delivering exceptional experiences.
4800+
5-star Reviews
167+
Properties
INC 5000
Fastest Growing Companies
24/7
Guest Support
4800+
5-star Reviews
167+
Properties
INC 5000
Fastest Growing Companies
24/7
Guest Support
Leadership Team
Craig Crawford
Co-Owner
Craig and his wife, Cassie, are passionate about creating memorable guest experiences and helping homeowners succeed. When he’s not working with the Treeline team, you’ll likely find him on the pickleball court, spending time with family, or exploring new destinations. His hands-on approach and commitment to hospitality help shape the experience guests have with Treeline every day.
Stacey DeLeon
Co-Owner
Stacey brings a people-first mindset to everything she does. Alongside her husband, Michael, she has helped grow Treeline while staying focused on exceptional service and meaningful relationships. Outside of work, she loves spending time with her grandson, making family memories, and enjoying life’s simple moments. Her dedication to both guests and homeowners is a big part of what makes Treeline special.
Craig Crawford
Co-Owner
Craig and his wife, Cassie, are passionate about creating memorable guest experiences and helping homeowners succeed. When he’s not working with the Treeline team, you’ll likely find him on the pickleball court, spending time with family, or exploring new destinations. His hands-on approach and commitment to hospitality help shape the experience guests have with Treeline every day.
Stacey DeLeon
Co-Owner
Stacey brings a people-first mindset to everything she does. Alongside her husband, Michael, she has helped grow Treeline while staying focused on exceptional service and meaningful relationships. Outside of work, she loves spending time with her grandson, making family memories, and enjoying life’s simple moments. Her dedication to both guests and homeowners is a big part of what makes Treeline special.
The Treeline Team
Michael DeLeon
Maintenance Manager
Brandon DeLeon
BUSINESS DEVELOPMENT
& GUEST SERVICES
Codi Reynolds
Accounting Services
Manager
Kati Pennington
Accounting Services
Sydney London
Maintenance
Emily DeLeon
Marketing & Media
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