Meet the Guesthouses Team

At Guesthouses we're passionate about sharing the unique and wonderful areas and events in our community here in Charlottesville, VA. Each member of our team, as well as each of our homeowners, have intimate knowledge of what makes a vacation rental stay special. Meet the team behind the scenes of your uniquely curated stays. 

Guesthouses Owner Charlottesville Vacation Rentals

Rachel Breuhaus


After arriving in Charlottesville in 2013, it was immediately clear to Rachel that this was a special place.  The kind of home-town community with a thriving University atmosphere that reminded her of her many years in Chapel Hill, NC.


Rachel started her career in vacation rentals by managing and marketing her family and friends’ vacation rental properties. Through using modern marketing tactics in a tradition rich industry, Rachel was able to see first-hand the financial impact of fresh thinking. Leveraging this idea, Rachel pursued her MBA at the University of Virginia’s Darden School of Business, where she received the full merit-based Batten Scholarship for Entrepreneurship. At commencement, she was also honored with the C Stewart Sheppard Distinguished Service Award.


While at Darden, she started her own company, Cassimir Club, LLC to aid vacation rental homeowners in marketing and guest correspondence. Shortly after graduation, Cassimir Club acquired Guesthouses, the Charlottesville-based reservation service, making Rachel the fourth woman to own the company in its 40+ year history.

Guesthouses Reservations Manager Charlottesville Vacation Rentals

Ashley Reid

Reservations Manager

Ashley Reid is from the Outer Banks of North Carolina, where she was born and raised. After high school, she went to College of the Albemarle focusing her studies on business and working in the property management industry.


After a year of schooling in her hometown, she spent two years in Wilmington, NC, furthering her education in business before she returned to the Outer Banks to pursue her interest in wedding photography, eventually becoming owner of Island Photography.


She continued her working in the property management industry, for Shoreline OBX Vacation Rentals working her way up to Marketing Director. After years of living at the beach, the mountains were calling her name and she now resides in Charlottesville with her boyfriend, loving mountain and city life!

Guesthouses Director of Special Projects Charlottesville Vacation Rentals

Molly McFarland

Director of Special Projects

Molly McFarland was born and raised in Williamsburg, Virginia and graduated from the University of Virginia in 2007 with a Bachelor of Arts. Molly worked in D.C. at International Justice Mission and at The National Gallery of Art for four years. While her husband was at Darden from 2011-2013, Molly worked for the Center for Entrepreneurial Leadership that worked with Darden and community members on starting businesses. She ran the summer incubator program. Molly and her family moved to Dallas, Texas for four years and had two children. They just returned to Charlottesville and are raising their family and enjoying being back in their happy place!