AI Concierge for Short-Term Rentals

Your guests have questions.
GuestCaddy answers them.

A password-protected AI portal trained specifically on your property — so guests get instant answers at 11pm and you get a full night's sleep.

See it in action View pricing
scroll
The problem

Every STR host knows the feeling of a 2am text about the WiFi password

Guests ask the same questions over and over. Where's the parking? How do I work the TV? What's a good restaurant nearby? You answer them at all hours — or risk a bad review. There's a better way.

24/7
Guests expect instant answers — day or night, weekday or weekend
80%
Of guest questions are the same ones asked by every previous guest
1 ★
Slow responses are one of the most common reasons for negative reviews
How it works

Your property gets its own AI concierge

1
We build your portal
A private, password-protected guest portal — branded with your property name and ready to go.
2
We train your AI
Your AI is trained on your property's specific information — WiFi, parking, house rules, local recommendations, and more.
3
You invite your guests
Each guest gets their own unique access code. They log in and can ask anything, any time — without calling you.
4
You stay in control
Add or remove guests instantly. Update your property info anytime. We handle the technical side so you don't have to.
See it in action

This is what your guests experience

A live preview of how your AI concierge answers guest questions — automatically, accurately, 24/7.

Sunset Beach House
AI Concierge — Online
Sarah
AI
Concierge
Welcome to Sunset Beach House, Sarah! 🌊 I'm your AI concierge — ask me anything about the property, local area, or your stay. I'm here 24/7.
Get a portal for your property

Your portal would be trained on your actual property info — not generic examples like these.

Simple pricing

One setup. One monthly fee. No surprises.

Setup fee covers everything — portal build, AI training, and launch. Monthly fee covers ongoing management and guest support.

Managed

Everything you need to get your guests the answers they're looking for — without the late-night texts.

$49/ month
+ $149 one-time setup fee
  • Private guest portal at guestcaddy.com/stay/your-property
  • AI trained on check-in/out, WiFi, parking, and house rules
  • Local restaurant and area guide included
  • We manage your guest list — add/remove on request
  • 1 AI update per month included
  • Additional updates $25 each
Get started — $149 + $49/mo
Most popular
Full Concierge

A deeply trained AI that knows everything about your property — like having a knowledgeable host on call 24/7.

$79/ month
+ $249 one-time setup fee
  • Everything in Managed, plus:
  • Deep AI training — every appliance, checkout steps, and property quirk
  • Detailed local area guide with personal recommendations
  • Property story and unique features
  • Seasonal and situational information
  • 2 AI updates per month included
  • Quarterly full bot review and refresh
  • Printed guest guide with QR code — a beautifully designed PDF flipbook your guests can reference offline
Get started — $249 + $79/mo

Managing 5+ properties? Contact us for volume pricing.

Get in touch

Ready to get started?

Tell us about your property and we'll have your portal live within 48 hours.