In 2010, entrepreneur Tim Choate was planning a family vacation and ran into every frustration the vacation rental industry had to offer — confusing listings, inconsistent quality, unclear contracts, zero support when things went wrong. Coming off the back of two successful tech startups, Tim didn't just complain about it. He built the solution.
RedAwning launched with a simple idea: apply hotel-grade reservation and guest service standards to the vacation rental category. Consistent contracts. Transparent pricing. Real support — before, during, and after every stay. From day one, the platform was designed to make life easier for guests, owners, and property managers simultaneously.

RedAwning is the largest branded vacation rental network in the U.S. — and the most comprehensive hospitality platform in the short-term rental industry. We operate at scale without sacrificing service.




Our success is tied to yours. We only earn when you earn, ensuring we're always focused on maximizing your revenue.
Most vacation rental owners manage separate accounts on Airbnb, VRBO, Booking.com, Expedia — and that's before accounting for the dozens of other booking sites. RedAwning gives you one contract that spans all of them. List once. Sync everywhere. Manage from one place. We were the first vacation rental company invited to test the Airbnb platform, and we've been a top-tier partner to every major channel ever since.
We built RedAwning on the belief that guests deserve the same clarity, reliability, and support from a vacation rental that they'd get from a hotel. That means instant booking confirmation, transparent pricing, automated check-in, 24/7 live support, and damage coverage without security deposits. Every booking, every property, every time.
RedAwning's ConnectedStay platform combines dynamic pricing (powered by PriceLabs), smart home integrations, automated guest communications, centralized calendar management, and trust accounting — all in one place. Owners who switch to RedAwning see an average revenue increase of 52%+ over their prior management approach.
Whether you have one beach house or a portfolio of 500 properties, RedAwning scales with you. Our platform integrates with all major property management systems, and our enterprise team handles white-glove onboarding for large portfolios. Individual owners get the same quality of distribution and support as our largest clients.
You have a property — a beach house, a mountain cabin, a spare condo — and you want it to earn without becoming a second job. RedAwning handles the listings, the pricing, the guest communication, and the support. You get the revenue and the peace of mind.

You manage a portfolio and need distribution that keeps up with it. RedAwning integrates with your PMS, syncs your inventory to 50+ channels simultaneously, manages channel partnerships and performance, and provides the 24/7 guest support your guests expect. One relationship, maximum exposure.

The lines between vacation rental and hotel have blurred — and RedAwning is the platform designed for exactly that overlap. We provide independent hotels and boutique inns with vacation rental-style distribution, bringing your property in front of the millions of travelers who book through channels like Airbnb and Vrbo.

We've served over 1 million guests since launch. Our job is to make sure your vacation rental booking feels as easy, clear, and supported as any hotel booking. Real people answer your calls. Damage coverage protects your trip. And our app puts everything you need — check-in, directions, support — in your pocket.

RedAwning is the #1 U.S. supplier to the world's major booking platforms and a key partner to some of the most recognizable names in travel and technology.

One of the first vacation rental companies ever invited to test the Airbnb platform; active partner for 10+ years

Top-tier channel partnerships with dedicated integration and optimization teams

Top-tier channel partnerships with dedicated integration and optimization teams

Top-tier channel partnerships with dedicated integration and optimization teams

Direct integration for search and booking visibility

Homes & Hideaways by World of Hyatt, powered by RedAwning

Key partnership for connected home and guest services in select properties

Acquired in 2024, expanding full-service vacation rental management capabilities nationwide

Tim built RedAwning from a personal frustration into the largest branded vacation rental network in the U.S. With a background in technology entrepreneurship and a track record of building and scaling successful startups, Tim has led RedAwning through fifteen years of industry change — emerging consistently as the platform other companies benchmark against. His vision: make vacation rentals as reliable and bookable as hotels, everywhere in the world.

Lance leads the technology vision behind RedAwning's ConnectedStay platform, Smart Portal, and channel integration infrastructure. The RedAwning Portal began as a listing management system and has evolved under Lance's leadership into a comprehensive hospitality operating platform — handling reservations, pricing, communications, payments, smart home integration, and trust accounting across every connected channel.

We do that by combining the best of hospitality — consistency, transparency, genuine support — with the best of technology: scale, automation, and real-time data. The vacation rental industry was built on a great idea. We're building the infrastructure that makes it work the way guests and owners deserve.


Join millions of guests who have booked unforgettable stays through RedAwning's network of premium vacation rentals.
