Checklist PM vs Outkeepr
Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.
Checklist PM
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Automate your property operations and maintenance by allowing Checklist to schedule your service providers. Take the headache out of coordinating property care and make your staff more efficient. Checklist is a property management tool used to automate the scheduling of service providers such as cleaning staff, gardeners, maintenance, catering, and much more. Spend less time scheduling service providers by setting up an assignment rule. Assignment Rules will automatically create and send jobs to your selected service providers. Checklist can send jobs to all service providers selected using a first come, first serve strategy, where any service provider selected can accept the job, or using a priority list strategy which allows for a round-robin style selection. NEW FEATURES: - Add visual checklists to show the service providers exactly what needs to be done. - Connect to booking sites via iCal to automate jobs when bookings are created. - Create Assignment Rules to automate job creation or cancellation. - Create manual jobs at any time, for any property. - View images, comments & incident reports submitted by service providers in real time. - Pay service provider invoices.
Outkeepr
Automate your vacation rental business with an AI co-host. Manage guest communication, cleaner scheduling, smart locks, and property performance from a single platform.
- AI-powered guest messaging
- Automated cleaner scheduling and payments
- Smart lock and climate automation
- Real-time arrival and activity alerts
- Unified inbox with conversation intelligence
- Property performance dashboard
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OutKeepr is the AI-powered operating system for vacation rental hosts who want to save time, eliminate chaos, and deliver consistently five-star stays—without burning out. Built for modern hosts and property managers, OutKeepr combines automation, intelligence, and real-time insights to run your business for you—like a professional co-host that never sleeps. Key Features • AI-Powered Guest Messaging Your always-on co-host handles common guest questions, check-in details, house rules, and issue triage—instantly and naturally—across all platforms. • Automated Cleaner Scheduling & Payments Schedule cleanings automatically, track completion in real time, and pay your team instantly when the job is done. • Smart Lock & Climate Automation Automatically generate and revoke door codes, and manage heating and cooling based on check-in and checkout—no manual work required. • Real-Time Arrival & Activity Alerts Get notified when guests arrive, cleaners start, or doors are accessed—so you’re always in the loop without hovering. • Unified Inbox & Conversation Intelligence One centralized inbox for every guest conversation, enhanced with AI suggested replies, and sentiment tracking. • Property-Level Performance Dashboard Instantly see which properties are clean, occupied, underperforming, or generating the most revenue—all in one view.
Screenshots
Verdict
The clearest difference is update cadence: Outkeepr at every 2 months against Checklist PM's every 50 months. Checklist PM's advantage is iOS requirement (9.0 vs 15.1). On price, ads, in-app purchases and device support there is nothing between them.
Scored on Price · Rating · Positive reviews · Number of ratings · Update frequency · Ads · In-app purchases · Monetization · Best chart rank · Devices · Requires iOS
Both are free to download. Neither carries in-app purchases, so what you see is what you pay.
Checklist PM ships an update every 50 months, Outkeepr every 2 months. The most recent releases landed on September 18, 2026 and September 21, 2026 respectively.
| Parameter | Checklist PM | Outkeepr |
|---|---|---|
| Price | Free | Free |
| Rating | — | 5.0 (2 ratings) — better |
| Positive reviews | — | 100.0% of reviews |
| Number of ratings | — | 2 — better |
| Update frequency | Every 50 months | Every 2 months — better |
| Ads | No | No |
| In-app purchases | No | No |
| Monetization | — | Free |
| Devices | iPhone, iPad, iPod | iPhone, iPad, iPod |
| Requires iOS | 9.0 — better | 15.1 |
| Further details — not scored | ||
| Size | 19 MB | 62 MB |
| Age rating | 4+ | 4+ |
| Developer | Tokeet Inc. | Fitzgerald Technologies LLC |
In-app purchases
Checklist PM
No in-app purchases
Outkeepr
No in-app purchases









