The Original Boutique property management and consulting Firm for your investments. Where Property Management and a Concierge-Style Property Management That Feels Like Home.
We don’t just manage properties—we care for them like they’re our own. Chester Management Group delivers premium management consulting , personalized service for homeowners and short-term rental investors who value trust, detail, and peace of mind.
At Chester Management Group, our mission is to provide exceptional property management services that exceed client expectations. We strive to enhance property value while ensuring tenant satisfaction through proactive management practices.
Chester Management Group: Boutique by Design
Since 2012, we’ve specialized in the high-touch management of single-family homes and vacation rentals throughout North America. With more than a decade of industry experience, pioneering boutique property management with large scale results, brings deep expertise in hospitality, investment real estate, and operational excellence—creating a new standard of care in property management.
We work with discerning property owners who want more than just routine service. We offer strategic insight, curated guest experiences, and seamless operations—so you can earn more and worry less.
Why Boutique Matters:
We love our customers, so feel free to drop us a line during normal business hours.
Open today | 09:00 a.m. – 05:00 p.m. |
We can be reached during normal business hours by email, text or phone call.
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