AI Agents for vacation rental managers

One place to grow a vacation rental portfolio, not costs

EnsoAI runs the guest experience end to end: questions, check-in, door codes and upsells, flagging the rest to the team.

Triad Vacation Rentals: 12x more properties, 3x the team.

Works on top of all major Property Management Systems

See EnsoAI run your guest operations

See EnsoAI on properties like yours, with your policies and voice.

30 Minutes, No Commitment

Trusted by 1,000+ Vacation Rental Brands

Trusted by 1,000+ Vacation Rental Brands

Trusted by 1,000+ Vacation Rental Brands

QUICK ANSWER: What does Enso Connect do for vacation rental managers?

Enso Connect is an AI guest experience platform for short-term rental and vacation rental managers. It unifies messages from Airbnb, Booking.com, VRBO, WhatsApp, SMS, email and the website widget in one inbox. AI agents answer guest questions, build guidebooks and offer upsells 24/7, and alert the team when they cannot answer. The Boarding Pass guest portal handles digital check-in, ID verification, security deposits or damage waivers, add-ons and experiences. Enso Connect works on top of major PMS platforms, including Hostaway, Guesty, Avantio, Lodgify and Hospitable, across 70+ countries.

58% are the same questions

Guests find answers in the Boarding Pass guest app. AI answers the rest in seconds.

24/7 Responses

Under 30 seconds AI responses to guest queries at 2pm or 2am

4.7X Return

Upsell income covers the Enso Connect subscription 4.7 times over, on average.

AI Agent, Trained on Your Hospitality Business

Growing faster than your team?

EnsoAI takes on the work that grows with every new property. It answers guests, builds guidebooks, offers upsells and flags problems to the team, trained on your policies and messaging style. Grow without adding another VA.

Answers guest messages in seconds, in the guest’s language

Builds guidebooks from each property’s information

Offers personalized upsells at the right moment

Four phones showing the Boarding Pass: activities, guidebooks, upgrades and check-in, no download required, add to Apple Wallet
Four phones showing the Boarding Pass: activities, guidebooks, upgrades and check-in, no download required, add to Apple Wallet
EnsoAI agent building an Early Check-in upsell for all units and replying to the guest
EnsoAI agent building an Early Check-in upsell for all units and replying to the guest

One Inbox, 24/7 AI Agents

Messages across many channels?

Airbnb, Booking.com, VRBO, WhatsApp, SMS, email and direct booking website messages land in one inbox, so nobody juggles four apps to find a reply. One number for guests, one view for the team.

WhatsApp and SMS next to every OTA conversation

Assign conversations and leave notes for the team

Each guest’s history across every stay, in one place

Photo of the Unified Inbox

Automated Upsells and Fees

Margins under pressure?

Early check-in and late checkout are often given away for free. Guests rarely know they can book extra nights, so gap nights sit empty. EnsoAI offers each upsell at the right moment, checked against live availability, and the guest pays inside the Boarding Pass.

Gap nights, local experiences and flexible access offered automatically

Damage waivers as an alternative to security deposits

Pet fees and extra guest fees paid before arrival

Boarding Pass upsells collected

A day at a vacation rental, run by EnsoAI

Four moments, handled day and night

Mountain vacation homes at sunset

7:02 AM

Guest asks for late checkout

EnsoAI checks the calendar and offers 1 pm for $45. Paid in the Boarding Pass.

11:30 AM

New Booking.com reservation

ID and safety deposit collected before arrival. Door code sent once verified.

4:15 PM

“Where do we park?”

EnsoAI answers in seconds from the property’s own information, in the guest’s language.

10:48 PM

“The hot tub is cold”

EnsoAI flags an unhappy guest and texts the on-call manager. A task is created for the morning.

What vacation rental operators say

How Enso Connect helps vacation rentals grow efficiently

Case Studies

How Enso Connect helps vacation rentals grow efficiently

Case Studies

How Enso Connect helps vacation rentals grow efficiently

Case Studies

How Enso Connect helps vacation rentals grow efficiently

Questions about Enso Connect for Vacation Rental Managers

Does Enso Connect replace my PMS?

No. Hostaway, Guesty or your current PMS stays the system of record. Enso Connect adds AI agents to manage your guest experience end to end: one inbox, automated guest messaging, digital check-in, smart locks, guest verification, upsells and hospitality CRM.

Will the AI send wrong answers to guests?

Every answer comes from the property information and past conversations you give it. Most teams start with safe topics and expand as AI learns. When information is missing or a guest is upset, the AI agent stops and alerts the team.

Which channels does the inbox cover?

Airbnb, Booking.com, VRBO, WhatsApp, SMS, email and website chat, all in one inbox with one guest history.

Can I start with only the inbox?

Yes. Modules start one at a time. Most teams begin with the inbox, then add the AI agent, the Boarding Pass and upsells when they are ready.

How long does setup take?

Most vacation rental managers go live in one to three weeks, depending on the number of properties and which features they start with. Properties and reservations import from the PMS automatically, and the Enso team helps set up messaging, check-in and upsells.

Do guests have to resubmit details Airbnb already checked?

No. Verification rules are set by channel and property: lighter where Airbnb already screens guests, stricter for Booking.com and direct bookings.

Not quite you? Enso Connect for other hospitality businesses

AI guest experience platform

One tool for the whole guest journey

See EnsoAI at work on real properties, trained on real policies, messaging style and escalation rules.

AI guest experience platform

One tool for the whole guest journey

See EnsoAI at work on real properties, trained on real policies, messaging style and escalation rules.

AI guest experience platform

One tool for the whole guest journey

See EnsoAI at work on real properties, trained on real policies, messaging style and escalation rules.

Recognized as industry leaders

© 2026 Enso Connect ™ All rights reserved.

We improve our products and advertising by using Microsoft Clarity to see how you use our website. By using our site, you agree that we and Microsoft can collect and use this data. Our privacy statement has more details.

Recognized as industry leaders

© 2026 Enso Connect ™ All rights reserved.

We improve our products and advertising by using Microsoft Clarity to see how you use our website. By using our site, you agree that we and Microsoft can collect and use this data. Our privacy statement has more details.

Recognized as industry leaders

© 2026 Enso Connect ™ All rights reserved.

We improve our products and advertising by using Microsoft Clarity to see how you use our website. By using our site, you agree that we and Microsoft can collect and use this data. Our privacy statement has more details.