CHECKiN

What CHECKiN does

CHECKiN is a Montreal-based turnkey short-term rental property management company founded in 2016, operating under the brands TeamCHECKiN and Groupe CHECKiN. The company manages a portfolio of more than 150 urban furnished properties (apartments, condotels, townhouses, hotels) and vacation chalets/cottages across Quebec, Ontario, and a claimed 40+ cities globally, listing primarily on Airbnb and VRBO. Core services cover ad creation, calendar optimization, dynamic pricing, professional photography, guest screening and verification, housekeeping coordination, 24/7 messaging, and maintenance oversight.

The underlying technology stack combines an in-house transparency platform providing 24/7 real-time visibility into guest communications, pricing strategy, and operations; AI-driven dynamic pricing and demand forecasting delivered through third-party tools (Wheelhouse, Beyond Pricing, PriceLabs, DPGO); automated guest messaging; smart lock integrations with Schlage, August, and Yale that auto-generate per-reservation access codes; and owner-retained control of Airbnb/VRBO accounts. CHECKiN differentiates through an owner-first revenue model in which rental income flows directly to property owners and CHECKiN invoices its management fee on the 1st of the following month.

Revenue is generated through approximately 20% recurring management fees on rental income, one-time activation fees ($999 for urban, $1,399 for chalet), unit-priced professional services (coaching, financial forecasts, ad analysis, property visits), and managed real estate investment/development services. Go-to-market is sales-led with content marketing via blog and YouTube, community-building through the Planète Chalet Facebook group, and direct website conversion via a Typeform income estimator. Operating geographies are concentrated in Quebec and Ontario with regulatory adaptation to Quebec Bill 25 and Montreal's restrictive short-term rental permit regime.

Name

CHECKiN

Legal name

CHECKiN

Website

https://teamcheckin.ca

Company type

Private

Founded year

2016

Operating status

Operating

Headcount range

11–50 employees

Short description

CHECKiN is a Montreal-based short-term rental property management firm founded in 2016, providing turnkey management for 150+ urban and chalet properties across Canada via Airbnb and VRBO, with AI-driven dynamic pricing and full owner transparency.

Ownership category

akta.pro rank

Headquarters

HQ city

Montréal

HQ country

Canada

HQ region

North America

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Operations, Technology or R&D, Marketing or Sales, Supply Chain

Revenue model

1. Property Management Fees: Percentage-based management fees (approximately 20%) charged on rental revenue generated from managed properties. Clients receive all rental income first, with CHECKiN invoiced on the 1st of the following month.
2. Coaching and Consulting Services: One-time fee services including financial forecasts ($449-$599), consulting ($299/hour), ad analysis ($549 per ad), and property visits ($799 + travel).
3. Investment and Development Services: Complete management of real estate investment for passive investors, combining rental management with overall property investment management at negotiated rates.

Pricing tiers

Go-to-market motion1 record

Distribution channels4 records

Marketing channels5 records

Core offering

CHECKiN delivers turnkey short-term rental management for property owners of urban furnished units, waterfront chalets, cottages, and vacation estates. The company handles ad creation, calendar optimization, dynamic pricing, professional photography, guest screening, 24/7 guest communications, housekeeping coordination, and maintenance on Airbnb, VRBO, and other platforms, while owners retain control of their listing accounts and receive rental income directly.

Product overview

CHECKiN is a turnkey rental management platform operating a portfolio of over 150 properties across Canada. The core offering is built around four integrated service lines: Urban Rental Management (handling apartments, condotels, and townhouses on Airbnb and VRBO), Chalet Rental Management (managing waterfront chalets and nordic properties), Coaching & Consulting (advisory services for self-managing owners), and Investment & Development (partnership programs for passive real estate investors). The platform differentiates through its transparent owner-first revenue model, owner-retained Airbnb/VRBO account control, AI-powered dynamic pricing and demand forecasting, automated guest communication, and smart lock integration. CHECKiN's management model routes all rental revenue to property owners first, with CHECKiN billed on the 1st of the following month.

Differentiator

Problem solved

Functional benefit

Products and services

• Urban Rental Management Turnkey short-term rental management service for urban furnished properties (apartments, townhouses, condotels, hotels). Covers ad creation on Airbnb and VRBO, calendar optimization, dynamic pricing, professional photography, due diligence, housekeeping coordination, restocking, and 24/7 guest messaging. Owners retain control of their Airbnb and VRBO accounts. Pricing includes a $999 +tax activation fee and a 20% monthly management fee on rental revenue.
• Chalet Rental Management Turnkey rental management service for waterfront chalets, cottages, Nordic retreats, and private estates. Includes property optimization for seasonal spa amenities, fireplaces, and outdoor features, along with guest selection, housekeeping, and revenue management. Pricing includes a $1,399 +tax activation fee and variable management fees for short-term and monthly rentals.
• Coaching & Consulting Advisory services for property owners who want to self-manage or prepare for an investment, including financial forecasts ($449–$599), consulting ($299/hour), ad analysis ($549 per ad), and on-site property visits ($799 + travel). Delivered at the CHECKiN office in Montréal or via Zoom.
• Investment & Development Real estate investment partnership for passive investors entering the short-term rental market. CHECKiN provides full rental management expertise in exchange for capital contribution, supporting boutique-hotel conversions, tiny house developments, chalet construction, and acquisition/optimization of existing rental properties across Quebec and Ontario at negotiated rates.

Quantifiable outcome

• More than 15,000 cleaning services performed since 2016
• +3 more outcomes

Named customers2 records

Segments4 records

Ideal customer profiles4 records

Technology focussed Yes

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Integration9 records

AI capability7 records

Feature4 records

Scale indicators4 records

Recent moves6 records

Expansion highlights6 records

Direct peers

• Vacasa: Largest North American full-service vacation rental manager with vertically integrated technology, dynamic pricing, and 24/7 guest support — the most directly comparable scaled counterpart to CHECKiN's urban and chalet management offering.
• Evolve Vacation Rental: Full-service short-term rental manager that, like CHECKiN, uses a 'keep your listing' owner model and provides dynamic pricing plus guest support; comparable in business model and target customer (individual property owners).
• TurnKey Vacation Rentals: Premium full-service vacation rental management company with proprietary technology and local cleaning/maintenance operations, comparable to CHECKiN's turnkey urban and chalet offering.
• Guesty: Property management software platform powering professional short-term rental operators; competes head-to-head with CHECKiN's internal technology stack and increasingly offers full-service capabilities.
• Hostaway: Vacation rental PMS and channel manager used by professional property managers; competes with CHECKiN's proprietary platform for multi-platform Airbnb/VRBO management.
• AvantStay: Tech-enabled vacation rental manager combining asset-light cohosting with owned/operated boutique properties; mirrors CHECKiN's blend of fee management and Investment & Development.

Emerging players

• Hospitable (formerly Smartbnb): Automation platform for short-term rental hosts (auto-messaging, smart pricing, cleaning scheduling); competing with CHECKiN's automation and integration story for self-managing owners.

Broad incumbents

• VRBO (Expedia Group): Major short-term rental marketplace that is both a primary distribution channel for CHECKiN and a potential competitor through Expedia's broader lodging offerings.
• Airbnb: Largest global short-term rental marketplace and CHECKiN's primary channel; increasingly competing via Airbnb-friendly co-host tooling and direct PM partnerships.

Regional players

• Luxe Casa: Quebec/Canadian luxury vacation rental management firm with similar seasonal chalet exposure; serves as a regional peer for the Mont-Tremblant / Laurentians clientele CHECKiN targets.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks7 records

Key highlights6 records

Customer concentration

• YouTubeyoutube.com/@checkingestionlocative
• Facebookfacebook.com/gestioncheckin
• LinkedInlinkedin.com/company/gestioncheckin

Revenue estimate

Valuation estimate

Number of profiles

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about CHECKiN