Hostaway

Hostaway (founded 2015) is the other major short-term-rental platform in this category, competing directly with Guesty. Its AI automates guest communication — the company says its AI Replies feature handles up to 90% of guest messages — and runs dynamic pricing across listings. For an STR operator, automating guest comms is the workload that scales worst with portfolio size, so this is the right thing to point AI at.

As with Guesty, scope is the constraint: Hostaway is a vacation-rental tool, not a residential PMS. Pricing is quote-based with no public tiers, so you negotiate before you budget.

Pros

• AI Replies reportedly automates up to 90% of guest messaging — the heaviest STR task.
• Dynamic pricing across listings is built in, not a separate integration.
• Direct, feature-comparable alternative to Guesty for STR operators.

Cons

• No public pricing — quote-based even for small operators.
• Short-term-rental scope only; not built for long-term residential portfolios.

Pricing: Quote-based — 'get pricing' CTA, no public tiers. Free trial: No.

Alternative if it doesn't fit: Guesty for a comparable STR platform.

Short-term-rental managers who want AI to automate the bulk of guest communication and dynamic pricing.