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pepperAssist
AI agents live — request early access

Scale your short-term rentals
on autopilot.

pepperAssist uses AI agents to handle guest messages, maintenance dispatch, and owner approvals 24/7 — so you can run more properties without adding headcount.

Syncs with the platforms you already use

AirbnbVRBOBooking.comGoogle Vacation Rentals(via Lodgify)
pepperAssist — guest chat
pepperAssist AI assistant answering guest questions in multiple languages and holding a discount request for owner approval

Third-party managers take 15–30% of your revenue

For an owner with multiple properties, that's one of the largest recurring expenses in the business — and routing through a third-party manager can also complicate certain U.S. tax strategies around material participation (talk to your tax advisor). Self-managing with the right tools removes that cost without adding a second job.

We augment your tools. We don't replace them.

Lodgify, Airbnb, VRBO, and Booking.com stay your systems of record for listings, bookings, and guest messaging. pepperAssist acts as the property manager inside those tools — reading messages, checking availability, dispatching maintenance — so you get the leverage without losing the systems you already trust.

How pepper works

Three agents. Zero busywork.

Each agent owns an entire operational lane — working in the background, escalating to you only when it matters.

Answers guests, knows its limits

Reads your house manual and FAQs to answer routine questions instantly — in the guest's own language — and holds anything it shouldn't decide alone.

  • Grounded in house manual, FAQs, and reservation data
  • Replies in the guest's own language
  • Holds cost or exception requests for your approval
Guest Front-Desk AIauto
“Any chance of a discount if I book two more nights?”
Let me check with the property owner. I'll get back to you shortly.

Held for approval — not auto-resolved

Scale calculator

See what autopilot is worth to you.

See what self-managing saves you

Drag to match your portfolio.

12
5500

Traditional PM / year

$86,400

pepperAssist / year

$12,960

You save

$73,440

85% lower than a traditional manager

pepperAssist pricing: the greater of $19/property/month or 3% of that property's revenue. Illustrative estimate, not a quote.

See it in action

Watch a guest question resolve itself.

No canned scripts. Pepper reads context — the listing, the guest, the house manual — and replies like your best team member would.

  • 1

    Understands intent

    Pulls the right answer from that property's house manual and FAQs.

  • 2

    Acts across systems

    Flags maintenance, checks availability, escalates when it should.

  • 3

    Loops you in when needed

    One tap to take over any conversation, any time.

See more example conversations →

pepperAssist

Guest chat · Illustrative example

Sarah · GuestThe wifi password isn't working and we need extra towels!
pepperAssistHi Sarah! The network is BeachHaven_5G and the password is Sunset2026 — extra towels are in the hallway linen closet. Anything else I can help with?

✓ Resolved instantly, no owner action needed

Built to scale

Everything runs in one place.

Multi-channel sync

Connects through Lodgify to keep every message, reservation, and property detail in lockstep across Airbnb, VRBO, Booking.com, and Google Vacation Rentals.

AirbnbVRBOBooking.comGoogle Vacation RentalsLodgify

Human-in-the-loop

Jump into any conversation with a single click — Pepper hands off seamlessly, and never auto-approves money or exceptions on its own.

Maintenance & vendor dispatch

A guest report becomes a ticket automatically. The AI texts a vendor to negotiate price and timing, gated through your approval.

Multi-language intelligence

Answers guests in their own language — no translation lag, no misfires — so international guests always feel at home.

Built for operators

Whoever runs the portfolio, Pepper has a lane for them.

Property owner

1–50 properties

Self-manage without hiring a night-shift coordinator. pepperAssist handles guest messages and maintenance while you keep the margin a third-party manager would otherwise take.

Property manager

STR, mid-term, or long-term

Run a growing portfolio without adding headcount for every new door — the inbox, approvals, and vendor dispatch scale with you.

Operations manager

Portfolio-wide visibility

See every conversation, ticket, and vendor status in one dashboard — decide what needs your judgment and let the AI handle the rest.

Ready to take your hands off the keyboard?

pepperAssist is pre-launch — we're onboarding a small group of hosts directly. Tell us about your portfolio and we'll reach out.