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All tools/Chekin

Best for Enterprise
How we reviewBy STRStack · Last updated 2026-04-25

Chekin for large portfolios (20–100 listings)

Professional operators and small-to-mid property management companies running 20–100 listings, typically with dedicated staff and systems.

Our verdict for large portfolios (20–100 listings)

Okay fit — consider alternatives

Enterprise tier ('Personalizado') exists for 500+ units, but published thresholds stop at €7.95/property/mo and exact volume-discount terms aren't disclosed.

Why it fits you

  • Public REST API supports custom embedded check-in flows
  • Authority coverage spans 20+ countries for multi-market operators

What might bite you

  • Volume-discount thresholds are not published — requires sales negotiation
  • Support concerns scale with portfolio size

Best-for-you alternatives at this size

  • Besty AI Great fit

    Besty's bestFor explicitly targets 50+ listing operators — you're in the core audience. The upselling automation earns back its per-message cost fastest at high reservation volume.

    From $12 • Free trial · Strong upsell engine, but AI accuracy and low autonomy rate hold it back

  • Enso Connect Great fit

    Volume pricing drops to $7/listing at 500+ units, and AI automation becomes essential at this scale.

    From $15/listing • No free trial · Best-in-class guest experience automation with strong upsell ROI

  • SendSquared Great fit

    Designed to scale to 5,000+ units with enterprise PMS integrations and AI voice — fits large operators consolidating vendors.

    Contact sales • No free trial · Enterprise-grade unified inbox for PMS-attached operators willing to commit to a multi-week rollout

Still think Chekin is right for you?

From €3.95 • No free trial