Guest Communication
Chekin
Guest registration, ID verification, and EU compliance for short-term rentals
Best for Enterprise
The default guest-registration layer for EU short-term rental operators
From €3.95 • No free trial
Comparison
Chekin vs Besty AI
Pricing, pros and cons, and buyer-fit side-by-side. Pick the one that matches your operation — or see why neither should.
Guest Communication
Besty AI
AI guest messaging and automated upselling for short-term rentals
Solid Option
Strong upsell engine, but AI accuracy and low autonomy rate hold it back
From $12 • Free trial
✓Editorial verdict
Which Should You Pick: Chekin or Besty AI?
Pick Chekin if you operate European STRs and need police/tourism authority filing, ID verification, and tourist tax collection in one compliance layer. Pick Besty AI if you already handle compliance elsewhere and want an AI messaging plus automated upsell engine (gap nights, early check-in, late checkout) to generate incremental revenue across your portfolio.
Editorial perspective from the Chekin side; factual claims about Besty AI are drawn from its review.
Pricing Side-by-Side
Chekin
Full pricing →From €3.95 • No free trial
Basic
€3.95/property/mo
- Online check-in and guest registration
- Police/tourism authority reporting
- Tourist tax collection
Premium
€5.95/property/mo
- Everything in Basic
- One premium feature: ID verification, virtual keys, Guest App, digital guide, unified inbox, or e-invoicing
- Payment processing 1.5% + €0.99/transaction; 1% upselling commission
Enterprise
€7.95/property/mo
- Everything in Premium
- Customized configuration ('Personalizado')
- Same 3-unit monthly / 20-unit annual minimums
Besty AI
Full pricing →From $12 • Free trial
1-10 listings
$12/listing/mo
~$9.60/listing/mo with annual billing
Up to 10 listings
- AI guest messaging with PMS integration
- Automated upselling for gap nights, early check-in, and late checkout
- Guest sentiment dashboard
- 14-day free trial with no credit card required
11-20 listings
$10/listing/mo
~$8/listing/mo with annual billing
Up to 20 listings
- AI guest messaging with PMS integration
- Automated upselling for gap nights, early check-in, and late checkout
- Guest sentiment dashboard
- 14-day free trial with no credit card required
21-50 listings
$8/listing/mo
~$6.40/listing/mo with annual billing
Up to 50 listings
- AI guest messaging with PMS integration
- Automated upselling for gap nights, early check-in, and late checkout
- Guest sentiment dashboard
- 14-day free trial with no credit card required
51-100 listings
$7/listing/mo
~$5.60/listing/mo with annual billing
Up to 100 listings
- AI guest messaging with PMS integration
- Automated upselling for gap nights, early check-in, and late checkout
- Guest sentiment dashboard
- 14-day free trial with no credit card required
101-200 listings
$6/listing/mo
~$4.80/listing/mo with annual billing
Up to 200 listings
- AI guest messaging with PMS integration
- Automated upselling for gap nights, early check-in, and late checkout
- Guest sentiment dashboard
- 14-day free trial with no credit card required
201-400 listings
$5/listing/mo
~$4/listing/mo with annual billing
Up to 400 listings
- AI guest messaging with PMS integration
- Automated upselling for gap nights, early check-in, and late checkout
- Guest sentiment dashboard
- 14-day free trial with no credit card required
401-500 listings
$4/listing/mo
~$3.20/listing/mo with annual billing
Up to 500 listings
- AI guest messaging with PMS integration
- Automated upselling for gap nights, early check-in, and late checkout
- Guest sentiment dashboard
- 14-day free trial with no credit card required
501-999 listings
$3.50/listing/mo
~$2.80/listing/mo with annual billing
Up to 999 listings
- AI guest messaging with PMS integration
- Automated upselling for gap nights, early check-in, and late checkout
- Guest sentiment dashboard
- 14-day free trial with no credit card required
What each tool does well — and where it falls short
What Chekin does well
Police reporting coverage spans 20+ countries
Hotel Tech Report (accessed 2026-04-25) says Chekin handles 'police reporting (20+ countries)' alongside ID verification, digital signatures, tourist tax, and deposits. Removes manual filing for operators in Spain, Italy, Portugal, Germany, and beyond.
Slots alongside ~35+ named PMS and channel partners
The vendor integrations page lists Guesty, Hostaway, Cloudbeds, Lodgify, Smoobu, Mews, OwnerRez, Hostfully, Avantio, Hospitable, and more. Operators don't need to swap their stack to add a compliance layer.
Documented public REST API with self-serve API key generation
Chekin's public API documentation covers Reservations, Housing, Rooms, Police, and Stats endpoints with HTTPS-only access. Operators can build embedded check-in pages or pipe data into custom dashboards.
What Besty AI does well
Automated upsells generate thousands in monthly incremental revenue
Multiple operators report material gains from automated gap-night, early check-in, and late checkout upsells. One Capterra reviewer reports $2,000+/mo; NowiStay cites managers earning $10,000–$15,000 in quarterly upsell revenue.
Fast PMS onboarding with minimal configuration
Besty integrates with Hostaway, Hostfully, Guesty, and Smily (formerly BookingSync). BNBCalc notes 'setup requires minimal configuration' and Enso Connect cites '5-minute deployment.'
Guest sentiment dashboard gives at-a-glance satisfaction visibility
Built-in sentiment scoring categorizes conversations as upset, neutral, or happy with conversation summaries, letting operators spot problems without reading every thread.
Where Chekin falls short
Customer support repeatedly described as unresponsive in 2024–2025 reviews
A January 2025 Capterra review says 'Support is zero. We sent several emails... without success.' Capterra customer service score sits at 2.3/5 across multiple reviews — the most consistent negative signal across independent sources.
Minimums force small hosts to overpay
Vendor pricing page requires 3 units monthly or 20 units annually. A 1- or 2-property host pays for 3 units they don't have on monthly billing, and the annual discount is locked behind a 20-unit commitment.
Compliance value is overwhelmingly EU-centric
Authority connectors include Policía Nacional, Guardia Civil, SES.HOSPEDAJES, Alloggiati Web, ISTAT, SEF Portugal, eVisitor, and Feratel — with limited non-EU coverage (Dubai Police, EMAAR). US operators pay the per-property rate without the police-reporting feature that anchors the value prop.
Where Besty AI falls short
AI accuracy degrades significantly outside standard FAQs
Enso Connect reports ~60% of user reviews mention inaccurate responses beyond standard FAQs. Capterra reviewers corroborate with complaints about 'sometimes irrelevant responses.'
Autonomous messaging rate is well below competitors
Besty handles only 30–40% of guest communications without human intervention, which NowiStay describes as 'on the lower end of the spectrum' compared to competitors claiming 80%+.
PMS integrations break and support is thin for smaller operators
Multiple 1-star Capterra reviews cite Guesty integration failures, messaging delays, and limited weekend support. One reviewer states Besty does 'not help customers with less than 20 listings.'
Which Should You Pick
Pick Chekin if
European STR operators in Spain, Italy, Portugal, Germany, and France who must submit guest data to police or tourism registries and want online check-in, ID verification, and tourist tax collection in one workflow.
Skip Chekin if
You're a sub-3-property US/non-EU host with no police-registration obligation, or you require fast, responsive customer support.
Pick Besty AI if
Operators with 50+ listings who want automated upselling (gap nights, early check-in, late checkout) to generate incremental revenue with minimal effort.
Skip Besty AI if
Small operators under 10 listings (cost is highest tier at $12/listing plus upsell commission, and reviews report poor support for accounts under 20 listings) or anyone needing near-full messaging automation (Besty handles only ~30–40% autonomously).
Where Chekin and Besty AI actually differ
- Chekin is a compliance-first platform — police reporting in 20+ countries (SES.HOSPEDAJES, Alloggiati Web, ISTAT, SEF Portugal), ID verification, tourist tax, and refundable deposits. Besty AI is a guest-messaging and upsell tool with a sentiment dashboard and zero compliance, registration, or ID verification capability.
- Chekin starts at €3.95/property/mo (Basic) with a 3-unit minimum on monthly billing or 20-unit minimum on annual; Besty AI starts at $12/listing/mo (1–10) dropping to $3/listing/mo (1,000+) with a 14-day free trial and no minimum unit count.
- Chekin offers open API access for developer integrations; Besty AI has no public developer API or partner documentation.
- Chekin charges 1.5% + €0.30 on deposit transactions and $2.50–$4 per booking for Waivo damage protection; Besty AI takes a reported 9–15% commission on upsell revenue (Enso Connect cites 9%, NowiStay cites 10–15%).
- Chekin integrates with 35+ PMS, channel, and smart-lock partners including Guesty, Hostaway, Cloudbeds, Nuki, and Rentals United; Besty AI lists 14+ PMS integrations including Guesty, Hostaway, Hostfully, and Stripe.
Common objections
- Besty AI generates $2,000+/mo in reported upsell revenue per operator — doesn't that beat Chekin's compliance value for any operator?
- Not if you're an EU operator with a legal filing obligation. Police reporting in Spain, Italy, and Portugal isn't optional — manual filing eats hours per booking and risks fines. Chekin removes that burden in 20+ countries; Besty doesn't address it at all. If you're outside the EU and have no police-filing obligation, Besty's upsell engine is the more relevant value, and we honestly flag US/non-EU small hosts as a 'skip' segment for Chekin.
- Chekin's customer service rating is 2.3/5 on Capterra — isn't Besty AI more reliable?
- Chekin's support responsiveness is a documented weakness across 2024–2025 reviews and we don't whitewash it. But Besty has its own reliability issues — multiple 1-star Capterra reviews cite integration failures, messaging delays, and limited weekend support, and the AI's 30–40% autonomous messaging rate falls below competitors. Both tools have support concerns; Chekin's compliance feature set is harder to replicate elsewhere, while Besty's upsell automation isn't.
- Besty AI has a 14-day free trial with no credit card. Why pay Chekin's per-property fee with a 3-unit minimum?
- If you're testing AI messaging, Besty's trial is friendlier — Chekin doesn't offer a free trial. The trade-off is product scope: Chekin's value is compliance filing, ID verification, and tourist tax that Besty doesn't attempt. A 1- or 2-property host without police-filing obligations shouldn't pay for Chekin's 3-unit minimum, and we say so in our segment fit. Many EU operators run both — Chekin for the compliance layer, a separate messaging/upsell tool on top.
Keep Digging
Chekin
The default guest-registration layer for EU short-term rental operators
Besty AI
Strong upsell engine, but AI accuracy and low autonomy rate hold it back