Hillside Stays — Western North Carolina & the Smoky Mountains

Your property,
always on.

A transparent look at the people, technology, and systems we invest in — and what that means for your revenue and peace of mind.

Get a Free Revenue Estimate Owner Portal
<5 min
Avg guest response time
24/7
Automated coverage
18%
Simple, transparent fee
73%+
WNC occupancy we target
24/7 Guest ResponseAutomated Owner Reports Dynamic PricingCleaning Coordination Real-Time Booking UpdatesAI-Powered Management Western NC Specialists 24/7 Guest ResponseAutomated Owner Reports Dynamic PricingCleaning Coordination Real-Time Booking UpdatesAI-Powered Management Western NC Specialists

How It Works

From booking to payout — fully connected

Every part of your property's management is connected end-to-end. Here's how a real event flows through our system — from the moment it happens to the moment it's resolved.

What sets things in motion
💬
Guest Sends a Message
Any platform, any hour
A question, a request, an issue — arrives instantly from Airbnb or VRBO into our system.
Real-time
📅
A Booking Is Confirmed
Instant notification
New reservation locked in. Guest details, dates, property, and revenue captured immediately.
Instant
🚪
Checkout Approaches
2 hours before
The system knows checkout is coming. Turnover prep kicks off automatically — no reminders needed.
Scheduled
⏰
Scheduled Tasks Fire
Daily & monthly
Pricing review every morning at 7am. Owner reports sent on the 1st of every month, automatically.
Automated
routed through our management system
What processes it
⚡
Our Automation Engine
The backbone of everything
Every trigger flows through our professional workflow platform. It routes data, makes the right calls, and coordinates all moving parts — instantly and correctly, every time.
Always running
🧠
AI Intelligence Layer
State-of-the-art AI
Trained on your property, house rules, and the WNC market. Drafts guest responses, analyzes pricing, and writes owner reports — in your voice, around the clock.
Context-aware
🏠
Property Management Hub
Unified across platforms
Your listings, calendar, inbox, and booking data — all in one place, synced in real time across every platform your property lives on.
Multi-platform
five things happen automatically for your property
What happens for you
✉️
Guest Gets a Response
Accurate, warm, and immediate. Every message, every time.
24/7
🎉
Welcome Sent & Booking Logged
Guest welcomed. Revenue recorded. Calendar updated.
Instant
🧹
Cleaning Team Notified
Full turnover brief sent. No calls needed from you.
Auto
💰
Pricing Optimized
Daily rate review. More revenue, fewer gaps.
Daily
📊
You Get Your Report
Monthly summary on the 1st. Your payout, clearly laid out.
Monthly
all data stored in your owner portal
Where your data lives
📋
Revenue & Booking Records
Always up to date
Every booking, every dollar, every payout tracked in real time and accessible in your portal.
Live data
📁
Your Documents
Organized & on demand
Management agreement, inspection reports, monthly PDFs — stored and linked from your portal.
On demand
📆
Booking Calendar
Reservations & turnover
Real-time view of every reservation, check-in, checkout, and cleaning window at your property.
Real-time
🌐
Your Owner Portal
hillsidestays.net/owner-portal
Your private dashboard. Performance, earnings, and documents — visible anytime, from any device.
Your login

What We Do — Every Day

Five things happening automatically

From the moment a guest inquires to your monthly payout summary, our system handles the details so you don't have to.

01
Guest Communications — Around the Clock
Every message gets a thoughtful, accurate response — immediately. Check-in questions, parking, WiFi, local recommendations — answered in minutes, not hours. Happy guests leave better reviews.
Triggered · Every inbound message · 24 hours a day
Always On
02
New Booking — Instant Welcome & Logging
The moment a booking confirms, your guest receives a personalized welcome with everything they need. Revenue logged, calendar updated, guest file created — automatically.
Triggered · Every confirmed booking · Instantly
Instant
03
Cleaning Coordination — Turnover Without the Calls
Two hours before every checkout, your cleaning team receives a complete turnover brief — property, checkout time, next check-in window, and checklist. No calls or texts from you required.
Triggered · 2 hours before checkout · Every time
Automated
04
Dynamic Pricing — Revenue Optimized Daily
Every morning our system analyzes your calendar, days out, local demand, and seasonal patterns. Your property is never priced on a stale rate that leaves money on the table.
Triggered · Every morning · Per property
Daily
05
Owner Reports — First of Every Month
On the 1st of each month, you receive a clean summary — revenue, nights booked, occupancy, payout breakdown. Also visible anytime through your owner portal.
Triggered · 1st of every month · Delivered to your inbox
Monthly
<5 min
Avg guest response time
24/7
Automated coverage
~$104
Monthly tech investment
18%
Simple, transparent fee

Our Technology Investment

What powers your property

We invest in professional-grade tools so your property gets enterprise-level management — the same systems used by the industry's top operators, included in your 18% fee.

🤖
AI Intelligence Layer
Anthropic Claude
State-of-the-art AI that handles guest communications, pricing analysis, and monthly reporting — trained on your specific property, house rules, and the WNC market.
Included in our management fee
⚡
Automation Engine
Professional Workflow Platform
Every trigger, every action, every notification runs through a professional automation platform. When a guest books, dozens of things happen automatically — instantly, correctly, every time.
Included in our management fee
🏠
Property Hub
Unified Property Management
Your property's command center. Unified inbox across Airbnb and VRBO, automated messaging sequences, calendar sync, and real-time data flowing to your owner portal.
Included in our management fee

Where Your Fee Goes

A transparent look at our 18%

Most co-hosts charge 20–30% and pocket the difference. We charge 18% and invest a meaningful portion of it directly into technology that works harder for your property, every single day.

Dylan — Hands-on management, local expertise & owner relationship ~15%

Your primary point of contact. Property oversight, guest escalations, vendor relationships, and every decision that requires a human who knows your property and this market.

AI & Automation Stack — The technology that never sleeps ~2–3%

Covers our full AI communications system, automation workflows, property management platform, and owner reporting infrastructure — running 24/7 on your property's behalf.

~15%
Is your dedicated human manager — available, responsive, and invested in your property's success
~2–3%
Powers the technology running guest comms, pricing analysis, reports, and coordination automatically every day

Note: Platform fees (Airbnb, VRBO) are charged separately by the platforms and come directly out of gross booking revenue before our fee is calculated. We do not mark up platform fees.

What This Means For You

Your property, fully managed

The result of combining professional technology with local expertise is a property that performs better — and requires genuinely less of your time.

💤
True Passive Income
Guest questions, cleaning schedules, calendar management — handled before you even know they happened.
📈
Revenue That Doesn't Stagnate
Daily pricing analysis means your rates respond to real market conditions. More in peak season, fewer gaps in slow periods.
🔍
Full Visibility, Always
Your owner portal gives you a live view of reservations, earnings, documents, and upcoming payouts — any device, anytime.
⭐
Reviews That Build Your Rating
Faster responses and smoother check-ins lead directly to better reviews — which means higher search placement and more bookings.
🤝
A Real Partner, Not a Platform
We're a local Asheville business. You have direct access to Dylan — not a call center or a support ticket system.
📋
Monthly Clarity on Every Dollar
Your monthly report shows exactly what your property earned, what it cost, and what your payout is — no surprises, every month.

Ready to get started?

Let's put your property
to work.

Schedule a free, no-pressure conversation about your property and what Hillside Stays can do for you.

Get a Free Revenue Estimate Owner Portal Login