Protect booking opportunity
Connected calendars and carefully configured stay rules help your availability reflect the booking strategy you choose.
For independent co-hosts & vacation rental managers
Less rental admin.
More room
for hospitality.
We set up and maintain your Property Management System (PMS)—the software that keeps bookings, calendars, guest messages, and stay details together.
Configured around your properties. Supported as your business changes.
Setup included · Month-to-month · Your team stays yours
An example of the work behind a stay
A new reservation comes in.Your property rules guide what happens next.
Guests know what to expectBooking and arrival messages in your voice
Your cleaner has the detailsStay dates, tasks, and turnover timing
The setup gets ongoing attentionHelp with changes and technical issues
You lead the hospitality. We look after the systems.
Earn more. Work less. Keep control.
Capable software. Practical help.
Put your tools to work.
Take repeat work off your plate.
Reduce repeated coordination
Give guests useful instructions and your local team clear handoffs without rebuilding the same routine for every stay.
Keep your way of hosting
Your voice, property standards, and local relationships shape the setup. You keep access and make the final decisions.
See the work in motion
One booking.
A coordinated stay.
We connect and test the routines around your instructions, so the details move forward with the reservation.
Booking confirmed
Calendar connections and reservation messages carry the right details forward.
Arrival prepared
Guests receive property guidance timed around their stay.
Turnover coordinated
Your existing cleaning team receives tasks, dates, and reminders.
Next stay improved
Recurring questions help identify clearer instructions and useful adjustments.
Illustrative workflow. Available routines depend on your software and integrations. Your local team handles the hands-on work.
Small details. Less repeated work.
Answer it once.
Help the next guest, too.
When guests keep asking the same question, another saved reply may only solve part of the problem. We help improve the property guidance and the timing of the message.
That is what ongoing support looks like: practical changes to the setup behind your everyday work.
Illustrative example · Arrival guidance
A recurring question
“Which parking space is ours?”
The setup improvement
Add a labeled parking photo and clear directions to the arrival guide. Include the guide in the scheduled pre-arrival message.
The intended benefit
Guests arrive better prepared. You spend less time repeating directions.
Hands-on setup. Continuing support.
Someone to set it up.
Someone to keep helping.
- Map your property rules and existing routines
- Configure supported tools, messages, and connections
- Test the workflows and troubleshoot technical issues
- Help with everyday adjustments as things change
$149 /month for your first property
$59/month for each additional property
Example monthly cost for a 5-property portfolio
$77per property / month, on average
Setup included · Month-to-month
Everyday adjustments included within fair use. Larger needs are discussed with you first.
See pricing and what’s included →Your operation stays yours
Support your team.
Keep your personal service.
We look after the systems
Software configuration, calendar connections, message settings, turnover routines, technical troubleshooting, and agreed adjustments.
You and your team lead the stay
Guest care, owner relationships, cleaning, maintenance, on-site standards, spending approvals, and final business decisions.
Already have a PMS? Start there. We can discuss improving the tools you use or providing a Hospitable-based foundation.
Built in Charleston. Supporting you beyond it.
Real hosting experience.
Practical systems expertise.
More than a decade of hands-on vacation rental operations informs the work behind Host Sidecar.
Tim Waldron
Systems & operations
More than 30 years of enterprise systems and automation experience, applied to the everyday work of hosting.
Erin Perkins
Editorial & design
More than 23 years in tourism journalism, writing, and design, helping make property information and guest guidance clearer.
Start with the work you want off your plate
What keeps landing
back on your to-do list?
Tell us which tools you use and which rental tasks take too much of your time. We’ll discuss where setup and ongoing support could help.
Prefer a property-specific starting point? Get three practical recommendations from a public listing and guest-feedback review.
Free Booking Opportunity Review