The essential tool for vacation homes & short rentals
One-click Questura guest form transmission with direct connection, OTA calendar sync, electronic invoicing and stay tax calculation—all in one free platform for vacation home owners and short-term rental managers.
Why hosts choose Chekkando
Everything you need to run vacation homes and short rentals: one-click Questura transmission with direct connection, OTA calendar sync, free invoicing, and compliance tools in one place
Military-Grade Security
End-to-end encryption with GDPR compliance. Your guests' data is protected with the highest security standards.
- 256-bit encryption
- GDPR compliant
- Secure cloud storage
AI Document Recognition
Advanced machine learning algorithms that automatically extract and validate information from any document type.
- 99.9% accuracy
- Multi-language support
- Real-time processing
Smart Chip Reading
Professional-grade hardware that reads document chips for enhanced security and instant verification.
- Instant verification
- Anti-fraud detection
- Multiple chip types
Free electronic invoicing for your rentals
Create invoices from your check-ins and download a ready-made FatturaPA XML file you can import directly on the Italian Revenue Agency (Agenzia delle Entrate) portal—no extra software or monthly fees.
- Compliant XML file for upload to the Fatture e Corrispettivi portal
- Guest and stay data linked to check-in, fewer manual mistakes
- Free with Chekkando—part of your essential rental management toolkit
OTA calendar synchronization
Sync calendars with major OTAs like Booking.com, Airbnb and other booking platforms. Import availability and reservations, publish your calendar, and keep everything aligned in one place.
- OTA calendar sync with Booking.com, Airbnb and other booking platforms
- Publish an iCal feed so other platforms can subscribe to your availability
- Unified view, manual date blocks, and overbooking alerts
Revolutionary Check-In Reader Device
Our proprietary Check-In Reader device combines cutting-edge hardware with advanced AI software to provide instant, secure document processing right at your front desk.
Run your rentals with confidence
From guest arrival to invoicing and calendar sync, Chekkando brings the essential tools together so you can focus on hospitality—not paperwork.
Accuracy Rate
Check-in Time
Availability
Secure
Choose Your Perfect Plan
Flexible pricing for vacation homes, B&Bs and short-term rentals
Pay Per Check-In
Pay per check-in is currently free.
Reference list price after any free period: €1.50 / check-in (indicative).
Perfect for vacation homes and short rentals
- Secure document upload
- AI document recognition
- Standard processing
- Email support
- One-click Questura guest form transmission with direct connection
- Stay tax calculation
- Free electronic invoicing — XML file for Agenzia delle Entrate
- OTA calendar synchronization
Custom Solution
Enterprise solutions
- Check-In Reader Device
- AI document recognition
- Dedicated support
- Free electronic invoicing — XML file for Agenzia delle Entrate
- OTA calendar synchronization
- One-click Questura guest form transmission with direct connection
- Stay tax calculation
Ready to simplify your vacation rental?
Join hosts who use Chekkando to manage check-ins, calendars, invoicing and compliance in one place.