AI agents don’t know your short term rental exists.

Travelers now ask AI agents where to stay. Showing up on Google isn’t enough anymore. If the AI doesn’t list your rental, guests never see it. Yaycation gets you listed.

Join the waitlist See how it works

See what’s changing

How guests find a place to stay

Guests used to search and scroll. Now they ask AI, and book from its answer.

Before

Mt. Hood · Dec 12–15 · 6 guests

Page 1 of 25

Guests typed a town, set filters, and scrolled. Even on page 4, you were on the list.

Now

Dog-friendly cabin near Mt. Hood with a hot tub, two families, Dec 12–15

Here are some great options:

1. Cedar Creek Cabin
2. Ridgeview A-Frame
3. Mossy Pines Lodge

There is no page 4. If the AI doesn’t list you, the guest never sees you.

It’s already happening. Next, AI books the trip too.

Travelers who plan with AI: 0%; of travelers already plan their trips with AI.
Of those, who use it to choose a stay: 2 in 3; of them use it to choose where to stay.
Growth in travelers using AI: 56%; of U.S. travelers used AI for a trip this past year, up from 43% in late 2025.
Booking inside ChatGPT: In chat; Expedia and Booking.com now work inside ChatGPT. Guests can search stays and check prices without leaving the conversation.

Sources: Kaspersky survey of 3,000 travelers in 15 countries, 2025. Phocuswright, The AI Surge, 2026. OpenAI apps in ChatGPT launch, October 2025.

Make your rental the one AI recommends.

Yaycation shows you what AI assistants say when guests describe a trip you’re perfect for, and exactly what to change so they name you.

Find us a dog-friendly cabin near Mt. Hood with a hot tub. Two families, one long weekend.

AI assistant

Your cabin fits every word of that request. It isn’t in the answer.

How Yaycation works

Ask ChatGPT yourself and you get one answer, once. Yaycation runs the same test every week, keeps the record, and tells you what to change.

We ask AI what your guests ask

Yaycation writes 25 test questions for each property from the guests it fits: families, dog owners, skiers, couples. Every week it asks ChatGPT each one, with web search on, the way your guests do.

Your cabin

Asking guests’ questions

Example property and results

What a one-off chat can’t tell you

The same test, every week

One answer is a snapshot. Yaycation asks the same questions every week, so you see whether you’re gaining or losing ground, and which change did it.

Who’s winning your guests

See which listings take the questions you should win, how often, and what they do differently, like naming the hot tub in their title.

What AI reads about your area

The sites ChatGPT cites when it answers, and whether they mention you. That’s where a listing, a guide or your own page actually counts.

Alerts when AI gets you wrong

If an answer gives guests the wrong facts, or confuses you with a listing that shares your name, you hear about it with the fix. This happened to our own cabin.

Fixes ranked by what they can win

Every fix is tied to the questions it targets, so you start with the change that reaches the most guests, not the one that’s easiest to write.

Every property, one screen

Built for hosts with more than one listing: every property’s score side by side, with co-hosts and managers working in the same account.

Get on the list.

We’re opening Yaycation to a small group of hosts first. Join the waitlist and we’ll email you when your spot opens.