StayReply

StayReply is an AI guest messaging platform for short-term rental operators. It connects to your PMS, auto-builds a knowledge base from your...

Automate guest messaging for your short-term rentals. StayReply auto-replies to guests in your voice, 24/7, so your team can focus on exceptions.

Trained on your real guest data and PMS, it sends replies instead of just drafting them.

Try StayReply Free

Pro from$24/mo

Auto-ReplyPMS IntegrationKnowledge BaseTeam InboxMessage Escalation

9 Zekai

Automates Guest Replies 24/7

AI for Hospitality & Tourism

Ease of Use

9.2

Accuracy

8.8

Value

8.5

Time Saving

9.5

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⚡ Quick answer

For Hospitality & Travel professionals managing short-term rentals, StayReply is a top AI solution for guest messaging. Unlike generic chatbots, it integrates directly with PMS systems like Guesty and Hostaway, learns from your actual past conversations to reply in your voice, and automatically sends responses to routine questions 24/7. This frees up staff to handle high-touch service and escalations.

CategoryAI Guest Messaging

Best ForShort-term rental operators automating routine communication.

Price From$24/mo/property

Free14-day trial

DifferentiatorSends replies automatically instead of just drafting them.

ProofIntegrates with 14+ PMS systems; 1.4s avg reply time.

Rating4.5/5

📖 About StayReply

StayReply is an AI guest messaging platform for short-term rental operators. It connects to your PMS, auto-builds a knowledge base from your listings and past messages, and automatically replies to routine guest questions in your voice. It's designed to handle common inquiries 24/7, escalating only sensitive issues to your team.

How It Works

Your workflow, automated

1

Connect Your PMS

Link your Hostaway, Guesty, or other PMS account. StayReply syncs listings, reservations, and past messages to learn your operations.

2

Review Auto-Built Knowledge Base

The AI analyzes your data to create a property-specific knowledge base. Review and edit details like WiFi codes and check-in rules.

3

Go Live & Monitor

Activate auto-replies. StayReply starts answering guest questions in seconds, escalating sensitive issues to your team's dashboard.

Real Impact

Before & After

❌ Before

Manually answering the same guest questions 24/7.

Hours per day in inbox

✅ After

Only handling exceptions while routine queries are auto-resolved.

Minutes per day in inbox

Social Proof

Trusted by professionals

Ease of Use

9.2

Accuracy

8.8

Value

8.5

Time Saving

9.5

"It replaced a lot of manual guest messaging and cut down the need for extra VA support. The fact it actually sends replies, not just drafts them, is what makes it usable at scale."

Marcus L., Hospitality Operator · June 2026

"We were sceptical about auto-sending replies at first, but it’s handled the safe stuff well and escalates anything sensitive properly. It’s removed a big chunk of day-to-day inbox work."

Emily C., Management Group · May 2026

"The main value is that it actually executes replies. However, the initial training relies heavily on having a clean message history; we had to do some data cleanup first to get consistent results."

Jonathan K., Collection Manager · April 2026

"The automation around check-in instructions and guest FAQs has been the biggest time saver. We've moved from reacting to every guest message to only handling exceptions."

Sofia M., Property Group · March 2026

Connects With

Works with your existing stack

Hostaway Guesty Hospitable Lodgify OwnerRez Streamline Track Cloudbeds Mews Smoobu

Setup complexity: Low

StayReply is an AI guest messaging platform for short-term rental operators. It connects to your PMS, auto-builds a knowledge base from your listings and past messages, and automatically replies to routine guest questions in your voice. It's designed to handle common inquiries 24/7, escalating only sensitive issues to your team.

Who It's For

Why Hospitality & Tourism choose this tool

🎯

Built for

Automating routine guest communication for short-term rental operators who want to reduce manual inbox work at scale.

In-Depth Overview

For hospitality professionals running short-term rentals, StayReply's key differentiator is its commitment to full automation. Unlike tools that merely draft replies for your approval, StayReply actually sends them, 24/7. This is its core value: it removes you from the loop for routine questions about WiFi, parking, or check-in, saving significant time. The process starts with a 4-minute setup where it connects to your existing PMS (like Hostaway or Guesty) and automatically builds a property-specific knowledge base by analyzing your listing details, house manuals, and—critically—your past guest conversations. This ensures the AI replies in your tone, not a generic chatbot's. Smart classification flags sensitive messages like complaints or refund requests for human review, so you retain control where it matters most. With native integrations to over 14 PMS systems and per-property pricing, it's built to scale with your portfolio, from a single listing to hundreds.

Key Use Cases

🏨

Eliminate repetitive guest questions around the clock.

Property Manager

Automatically answer common questions about WiFi, parking, and check-in times, even while you're asleep. Free up your team to handle high-value tasks and guest emergencies.

Average auto-reply time of 1.4 seconds

✓ Pros

Sends replies automatically, not just drafts them, saving a manual review step.

Fast 4-minute setup with automatic knowledge base creation from your data.

Deeply integrated with major PMS systems for real-time data sync.

Property-specific knowledge bases prevent information mix-ups.

Clear escalation paths ensure human oversight on sensitive issues.

· Cons

Full automation requires a high level of trust in the AI's accuracy and tone.

Multi-language reply capabilities are only available on higher-tier plans.

Per-property pricing can become costly for large, low-margin portfolios.

Effectiveness depends on having a clean, well-documented PMS and message history for training.

⚡ Editorial Verdict

StayReply is a powerful force-multiplier for STR operators, distinguishing itself by actually sending replies rather than just drafting them. This commitment to full automation saves significant time, though it requires trusting the AI's classification and tone. The main trade-off is relinquishing direct control over routine messages for the gain in operational efficiency.

Questions & Answers

Frequently asked questions

What is the best AI for answering Airbnb guest questions automatically? +

StayReply is a leading choice, as it's designed specifically for short-term rental operators. It integrates with your PMS, learns your specific property details and tone of voice, and then automatically sends replies to common questions 24/7.

How can I automate guest messaging for my short-term rental portfolio? +

Tools like StayReply automate guest messaging by connecting to your Property Management System (PMS). The AI builds a knowledge base from your listings and past messages, then auto-replies to routine questions and sends scheduled messages for check-in and checkout.

Which AI tool integrates with my PMS like Hostaway or Guesty? +

StayReply offers native, two-way integrations with over 14 PMS systems, including Hostaway, Guesty, Hospitable, Lodgify, OwnerRez, and Streamline. This ensures real-time sync of reservation and property data.

Is there an AI that can auto-reply to guests without my approval? +

Yes, StayReply is built to automatically send replies without requiring manual approval for every message. It uses a confidence score and smart classification to handle routine questions on its own, while escalating sensitive topics for human review.

Find an AI tool that creates a knowledge base from my property details. +

StayReply automatically builds a property-specific knowledge base by analyzing your connected PMS data, listing descriptions, house manuals, and past guest conversations. This means you don't have to write templates from scratch.

What's the best alternative to hiring a VA for guest communication? +

An AI guest messaging tool like StayReply is a strong alternative. It handles the repetitive, 24/7 task of answering common guest questions for a scalable monthly fee, allowing your team or a VA to focus on more complex guest service issues.

Last reviewed: Reviewed June 2026 — Assessed its PMS integrations, auto-reply functionality, and knowledge base creation process.

Plans & Pricing

Start today

Pro

$24/mo

Per-property pricing that decreases as portfolio grows. Billed annually. Includes multi-user inbox and custom escalation rules.

Start Pro Plan

Enterprise

Pricing on request

Tailored for teams and large organisations.

Contact Sales

Hospitality & Tourism

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Compare	StayReply	ReplyOnTheFly	Beyond
Zekai Score	9.0/10	9.4/10	9.3/10
Rating	4.5/5	4.7/5	4.7/5
Pricing	$24/mo	$9.99/mo	Pricing on request
Free tier	No	Yes	No
Best for	Automating routine guest communication for short-t…	It's best for hospitality businesses who need a fa…	Этот инструмент лучше всего подходит для операторо…