Comparison

Checklist PM vs Outkeepr

Price, ratings, monetisation and update history for both apps, side by side — with what reviewers say about each.

Head to head
About

Checklist PM

Read full description

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.

About

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.

Highlights
  • 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
Features
Read full description

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

Checklist PM4 screens
Outkeepr4 screens

Verdict

The call

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

CostPrice · In-app purchases · Ads · Monetization

Both are free to download. Neither carries in-app purchases, so what you see is what you pay.

UpkeepUpdate frequency

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.

Scorecard2 real differences · 8 level
Checklist PM versus Outkeepr: the parameters behind the verdict, then further details
ParameterChecklist PMOutkeepr
PriceFreeFree
Rating—5.0 (2 ratings) — better
Positive reviews—100.0% of reviews
Number of ratings—2 — better
Update frequencyEvery 50 monthsEvery 2 months — better
AdsNoNo
In-app purchasesNoNo
Monetization—Free
DevicesiPhone, iPad, iPodiPhone, iPad, iPod
Requires iOS9.0 — better15.1
Further details — not scored
Size19 MB62 MB
Age rating4+4+
DeveloperTokeet Inc.Fitzgerald Technologies LLC

In-app purchases

None

Checklist PM

No in-app purchases

None

Outkeepr

No in-app purchases

Questions

Is Checklist PM free?
Checklist PM is free to download, with no in-app purchases.
Is Outkeepr free?
Outkeepr is free to download, with no in-app purchases.
Do Checklist PM or Outkeepr have ads?
Neither Checklist PM nor Outkeepr shows ads.
Which is updated more often, Checklist PM or Outkeepr?
Checklist PM ships an update every 50 months, and Outkeepr every 2 months. Most recently, Checklist PM was updated on September 18, 2026 and Outkeepr on September 21, 2026.

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