We make booking a vacation rental as easy as a hotel room!


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Over 100,000 properties worldwide, all at your fingertips with easy search and filtering by destination, travel dates, and any features or amenities you’d like. Find the one that’s just right for you!



Reserve your stay right now - we make booking a vacation rental as easy as a hotel room. Just select your dates, enter your information and you can start dreaming about your trip!



Stay with peace of mind. Our reservations staff is standing by 24/7 to answer questions and help you have a great trip. With no security deposits and RedAwning at your side, there no worries. We also guarantee all properties are accurately presented.

Our Story

We built RedAwning for people and families who prefer all the benefits of vacation rentals over a hotel -- the extra space and freedom, full kitchens, flexible pet policies, and the enormous selection. All without any unexpected hassles. 

How do we make everyone happy? By providing the same customer service you would expect from a hotel. All of our bookings offer 24/7 guest support and service before or during your stay, a guarantee you'll get the property that's advertised, clear payment processes, and insurance coverage that's included in your price -- so that you don't have to worry if there's an accident. 

No matter what your budget and travel needs are, we have a property you’re going to love! Choose from 1,000s of destinations worldwide. Book directly with us or with one of our world class partners, including HomeAway, Booking.com, Airbnb, and more. We've now served over 300,000 satisfied customers!

Wishing you happy travels!

About RedAwning

RedAwning is the world’s largest branded network of vacation rental properties offering 24/7 guest support services. With over 100,000 unique rental properties in over 10,000 destinations, RedAwning is the leading supplier of vacation rentals to major online travel agents and channels, including Booking.com, Expedia, HomeAway/VRBO, Flipkey/TripAdvisor, and Airbnb. Our mission is to offer the easiest, most transparent, guest-supported vacation rental experience available, for every budget.

Our Team

Every great business is backed by a great team of people. We've been fortunate to attract a stellar base of supporters who will help make RedAwning.com your first choice for all your vacation rentals.  Our team includes :


  • Tim Choate | Founder/CEO | This is my third Internet venture and I'm having a ball | Favorite Destination: the North Shore of Kauai...Aloha!
  • Lance Nelson | Chief Technology Officer | Former SVP, Apollo Group, Inc. Second venture with Tim. |
  • John Wade | Chief Financial Officer | Former CFO, Aptimus. Second venture with Tim. Favorite Destination: Dublin, Ireland.
  • Brent McCullough | Chief Product Officer | Former Product Manager, PhotoMed Technology. Favorite Destination: Costa Rica. Diay!
  • Amitav Chakravartty | Senior VP Research and Development, Operations | Former CTO VaycayHero, Inc.
  • Dave Davis | General Counsel | Partner, Evolution Legal Group LLC. Second venture with Tim.
  • Sean Raftree | Vice President, Business Development | Former Owner Ski Butlers Lake Tahoe. Favorite Destination: Patagonia, Chile!
  • Tony Genth | Vice President of International | Former Senior Vice President at VacayHome Connect |
  • Dustin Warr | Vice President of Sales | Former Chief Revenue Officer, BookingPal, Inc. |
  • Johnathan Robinson | Vice President, Client Relations | Former VP, Sales & Marketing, LeadTail. Favorite Destination: Paris, France and Manhattan. The High Life!


  • David Riemer | Former VP, Marketing, Yahoo!.
  • Mike Dodson | SVP, Sales, OpenTable.
  • Jef Loyola | CEO, The-M-Line creative agency.


  • Silversmith Capital Partners | Boston, MA
  • Elephant VC | Boston, MA
  • Alpine Pacific Capital | Seattle, WA