The company

About TravelPal

TravelPal Inc. is the five-person company behind TravelPal, an AI guest messaging and upsell tool for vacation rental property managers, connecting to 33 property management systems. The product has been live on 144 Miami Beach units since August 2026.

TravelPal Inc.The company behind TravelPal
Builds forVacation rental property managers
Connects toGuesty
The productGuest messaging and upsells
Started asA service business

The service business came first. The software followed it.

5people on the team
1 of 5is the customer we built the product with
144Miami Beach units live
Aug 2026live since

What ships each month is in the changelog.

The story

How TravelPal started

TravelPal was a service business before it was software, and that is why it sells what it sells.

  1. Founded as a service business

    Brokering guest services for property management companies: late checkouts, extra cleanings, local experiences.

    Late checkoutsExtra cleaningsLocal experiences
  2. Answering guest messages led to the AI

    Answering guest messages came with the job, so the AI messaging engine came next, and the supply integrations followed it.

    The AI messaging engineThe supply integrations
  3. Today: software that sells the same services

    TravelPal connects to Guesty, answers guests, and sells the same services the company was founded to broker.

    Founded to broker these services. Now it sells them in chat.
What we believe

What we build toward

Everything above is history. These two decide what gets built next.

Answering fast is table stakes

A guest who messages at 2 AM expects an answer at 2 AM.

Speed isThe entry fee
Speed is notA feature to charge for
Worth paying forWhat happens after the answer

The tool should pay for itself

The fee has something on the other side of the ledger, because TravelPal sells while it answers.

You payA flat $25 per unit, per month
It sellsPaid guest services, in chat

The pricing page shows the math.

The one-sentence version of all of this:

TravelPal is an AI guest messaging and upsell tool for vacation rental property managers, connecting to 33 property management systems including Guesty and Hostaway, priced at $25 per unit per month.

Updated

See it answer a real guest message.

Book a 30 minute demo with a founder and watch it sell a late checkout.