Professional Services in Chicago, IL

Maverick STR is a boutique short-term rental company specializing in revenue management, direct booking STR website development, and full-service property management & co-hosting for high-performing vacation rentals. We partner with owners who want more than basic management with our revenue management and marketing expertise. We also are the premier STR website builder in the space, where we design and build conversion-optimized direct booking websites that help owners reduce platform fees, own their guest relationships, drive organic traffic, and build a brand. Our sites are SEO-forward, LLM (AI) search engine optimized, brand-driven, and integrated with booking engines, automation tools, and marketing funnels. Turning each property into a standalone hospitality brand, that is more than just an Airbnb listing. Maverick STR is an advanced revenue management company. We build custom pricing strategies using comp-set analysis, seasonality modeling, event-based demand, and dynamic minimum-stay rules to consistently outperform local markets. Every property receives a tailored pricing framework designed to maximize both occupancy and average daily rate, not one-size-fits-all automation. We on average outperform the market by 50%+. For owners who want true operational support, Maverick STR offers co-hosting services with a strong presence in Nashville, TN and Charleston, SC. We manage guest communication, listing optimization, pricing/revenue management, vendor coordination, marketing and on-the-ground execution while maintaining full transparency and owner alignment. Our co-hosting model is built for scale, performance, and peace of mind. Whether you need more revenue, a direct booking marketing strategy, or a trusted co-host in Nashville or Charleston, Maverick STR delivers data-driven decisions, elevated guest experiences, and results you can measure.

Serves: Global, Nashville, TN, Charleston, SC

Insurance Solutions Protect your business from uncertainty with insights on risk management, coverage strategies, and industry trends. CBIZ provides the knowledge you need to make informed decisions and safeguard what matters most.

Serves: Global

Autohost is a guest-screening and automation platform for fast-growing hospitality companies. Using machine learning and behavioral checks, we create a scalable process to review your guests and keep your properties safe. Autohost automates ID verifications, background and credit checks, security deposits and more, helping you reduce your insurance premiums, improve your guest experience and acquire more units without growing your headcount.

Serves: Global

Founded in 2012 by entrepreneurs with a passion for deal making, CriticalPoint strives to earn and maintain trust with its clients and stakeholders, providing a comprehensive full-service platform of tailored financial solutions, combining the best of Investment Banking and Private Capital.

Serves: Global

Marketing, Revenue Management, and Operational Support Services

Serves: Chicago, IL, United States +1 more

Step into our realm where payment mastery meets a passion for Short-Term Rentals. We're a team of payments specialists—self-proclaimed geeks—dedicated to reshaping and challenging the payment sphere specifically for the STR industry. Transparency and trust aren't just words to us; they're embedded in our vision, ensuring you navigate your financial landscape with confidence and clarity.

Serves: Global

Accounting/Financial Services, Channel Management, Reservation/Sales Management, Revenue Management, Tax Compliance

Serves: Global, San Francisco Bay Area, CA, Larkspur, CA

The most dynamic browser based rental software in the industry. Mature trust accounting-both short and long term, full yield and property management, CRM, remarkable communication tools for owners, guests, staff and vendors including unique social media and one of the most extensive API and partner programs including POS integrations in the industry. Our average client is 225 units, there is no system with a large average client size. Our retention rate is at 95% since inception because of our trust escrow accountin, support process and ourconsultative and designed approach. 20% of our clients have more than 1 check in office. Those that want to dominate their markets choose Barefoot.

Serves: Global

Abode Worldwide is a global public relations agency on a mission to supercharge the authority of the pioneers transforming the way we work, rest, and play. Launched in 2017 with a vision to raise the profiles of innovative brands serving the short-term rental space, Abode Worldwide now works across the lodging, living, and hospitality sectors. www.abodeworldwide.com

Serves: Global

With Clearing, property managers can automate the reconciliation of bank deposits by reservation, manage expenses through powerful AI-based categorization, and generate clean owner, management, and cohost financial statements. The platform intelligently pulls in transactions, receipts, and invoices, allocates them accurately, and streamlines reconciliation—eliminating the need for manual spreadsheets.

Serves: Global

At Booking Insights, our goal is to improve the vacation rental industry for both guests and property managers through cutting-edge technology. Direct Booking Tools is just the first of many platforms we are developing to achieve this goal. We understand that in today's market, guests expect transparency, good value, and an easy booking process. Our Vacation Rental Industry Price Comparison Tool aims to provide guests with the knowledge of honest vacation rental pricing across the internet and increase the conversion rate on your vacation rental website. Additionally, our Direct Booking Tools are designed to help property managers increase their direct bookings, retain more of their booking revenue, and gain valuable insights into future booking demand. In summary, everything we are developing at Booking Insights is focused on increasing awareness, revenue, operating insights, and efficiencies for property managers, while also providing an exceptional guest experience. We are committed to continue developing innovative technology platforms that will revolutionize the vacation rental industry.

Serves: Global

Avalara MyLodgeTax makes occupancy tax compliance a breeze for property managers and vacation rental property owners. For less than the cost of a CPA, MyLodgeTax will file all tax returns and remit all tax payments for you. We'll also determine the correct occupancy tax rate for your property. Occupancy taxes can be confusing with overlapping and compounding rates enforced at the state, county, and city level. There may also be additional "special tax jurisdictions" on top! Remembering when and to what agency to file your tax payments, as well as staying on top of the right occupancy tax rate to charge renters, is a burden that many vacation rental property owners would rather not have to deal with. Getting it wrong can be expensive. Getting it right can be easy with MyLodgeTax! Just report your rental revenues and leave the taxes to us.

Serves: Global

The #1 Guest Experience Software For Property Managers & Hotels. Online Check-in, Payment Collection, Security Deposit, Upselling, Rental Agreement, Verification & Guidebook with Smartlock Access.

Serves: Global