Managing Your Vacation Rental

Managing Your Bookings with Ease!

Written by Elizabeth Weedon
5/5 - (5 votes)

 Updated March 2024

Whenever we ask homeowners who use Booking Management what they think of it, they say things like,

It’s great! I love it! I don’t know how people manage without it! It’s so easy to use and SO helpful!

Keep track of:

  • Number of guests, names, and dates of their stays
  • Guest details such as the ages of kids and/or pet information
  • If they’ve visited the area before
  • Any other information about a guest’s party that might enable you to make their stay more enjoyable
  • When to send a reminder for a payment or the directions to my house

Additional features include:

  1. Additional fields for tracking fees and taxes
  2. Automatic calculation of taxes
  3. Ability to define multiple payments using the fixed rental rate or a percentage of it
  4. Tracking of check-in and check-out times
  5. Customizable fields for tracking your specific needs, either per booking or per property
  6. Ability to set default amounts and dates for ease of entry
  7. Ability to send automatic payment reminders, a pre-arrival email and a pre-departure email with attachments

For more information about our latest upgrades to the Booking Management system, watch this short video:

Some of the system’s many benefits: 

  • Because it’s online, you will always have instant access to your guests’ contact information.
  • You can use the system’s settings to generate weekly reminders of what needs to be sent out to or received from guests in the upcoming week and when a document or payment is overdue. 
  • In the sample below, on the left, you can expand each booking record to view its full details.  And in the upper right, you have the ability to Expand All, Collapse All, or to Export all your booking information into a spreadsheet!

  • Booking Management will sync with your listing’s calendar, keeping it up to date and preventing double-booking. 

Honestly, it’s such a valuable tool that will help you stay organized! 

How can you get started?

If you haven’t taken advantage of the Booking Management system, take a look! Simply log in to your Homeowner Center and click on the Booking Management link under the “Guest Tracking” section.

Need help? See the Booking Management Help page, including a tutorial video. 

About the author

Elizabeth Weedon

Elizabeth Weedon - Although I’ve worked for since 2008, I’ve been a loyal homeowner on the site since early 1998, just a few months after the website was launched by the Talmadges. I grew up summering on the Vineyard and managed my family's rental home there since the mid-1980’s. I’m passionately devoted to the Vineyard – and to WeNeedaVacation, which I credit with enabling me to hold onto the special property that has been in our family for nearly a century. An enthusiastic member of the WNAV Homeowner Support Team, I endeavor to keep my finger on the pulse of the Cape and Islands vacation rental industry so that I can provide homeowners advice about how to ensure their booking success with us. With owner Joan Talmadge, I am also responsible for editing and writing much of the text on our website, our monthly newsletters, and Homeowner Blog posts.