About VacayStay Connect

VacayStay Connect is an all-in-one solution to grow your vacation rental business. We distribute and market vacation rentals and shared ownership resorts through a global network of distribution channels, digital marketing and reservation services. We also integrate your properties with our platform and distribute to strategic partner networks to make your vacation properties visible, available, and desirable to millions of global customers.

Our solutions are designed to suit a range of clients, including property management companies, shared ownership resorts, and individual vacation homeowners. Whether you manage hundreds of vacation properties or own a single vacation home,

VacayStay Connect makes it easy for you to deploy an attractive vacation rental webstore in a matter of days,with enterprise functionality and a centralized control panel to manage inventory, rates, content media and more. And, VacayStay Connect makes it easy to get started with minimal setup fees and pay-per-performance pricing.

We are experts in the travel and vacation rental industry and we understand how customers search, book and rent so we can help you maximize bookings and ROI through our global distribution networks. Based in Chicago, Illinois, VacayStay Connect seeks to exceed the expectations of the growing $85 billion global vacation rental industry.

Meet the Team

Meet our talented and hard working team that brings the most out of VacayStay Connect.

Partners, Integrations, Clients & Associations

We’ve chosen to partner with clients who make it simple to find and book rental properties, providing a booking experience our customers can trust. Our partnership with credible platforms like HomeAway and Choice Hotels International allows you to seamlessly integrate your existing listings.

Press & Media Center

Our Press & Media Center keeps our clients, customers and media informed, updated and aware about the company and allows access to digital assets.


We are looking for dynamic personalities that want to be part of an incredible team in our downtown Chicago office.

Contact Us

VacayStay Connect, LLC

200 W. Madison Street, Suite 650
Chicago, IL 60606

Phone – 847.784.9990
Email – connect@vacaystayconnect.com