Reservation Booster

Fill gap and orphan nights with the Reservation Booster upsell.

Overview

The Reservation Booster is used to fill unbooked "gap" and "orphan" nights on either side of upcoming reservations. When enabled, this upsell will automatically detect unfilled nights around upcoming reservations, and send a message to the guest asking them if they would like to book any of those nights at a discounted rate. If the guest confirms, the message will be routed to you (the host) for confirmation.

Setup & Configuration

To access this upsell, simple select Workflows and Upsell Settings from your left-hand menu. You will then be presented with the following options:

Enable / Disable Upsell

To enable the upsell, simply toggle this switch to the On position.

Enabling this upsell will activate it for all listings, even those with AI Autopilot disabled.

📅 Upsell Scheduling

Once enabled, you can select the upsell's scheduling window by setting the parameter labeled "When should we send this upsell to guests?" Any upcoming reservation with a checkin date within that window will receive the upsell message, assuming there are available nights.

🪟 Offer Window

You can also set the upsell's Offer Window in the section labeled "How many nights should we offer on either side of the original reservation?" This tells your AI Agent how many nights to check on either side of the reservation for availability before messaging the guest.

💯 Discount Rate

You can set a Discount Rate under the section titled "What discount should we offer for the extended nights?" This rate must be greater than 0% and will be applied to the base nightly rate set on your PMS for the listing in question.

❓ Frequently Asked Questions

Can you give me an example of how this works?

Let's start with some example settings for your upsell:

• Upsell Scheduling: 7 days before check-in

• Offer Window: 2 days on either side of the reservation

• Discount Rate: 20%

And the scenario:

• Guest A is arriving on April 15 and departing on April 19

• Guest B will arrive on April 20 and depart on April 27

• Your nightly rate for this period is $200 per night

So how does this work?

• Seven days before their arrival, Guest A receives an upsell message, offering Guest A the following nights at a discounted rate:

  • Earlier check-in on April 13 and April 14 (original price $200, now $160)

  • Later departure on April 19 (original price $200, now $160)

  • The message does not offer Guest A the night of April 20, since this has already been booked by Guest B

If Guest A accepts any part of the extension, your AI will route the conversation to you for completion. If Guest A declines the extension, your AI will write back a polite acknowledgement.

What if the conversation is already flagged?

If a conversation with a guest has already been flagged by the AI as Needs Attention, the upsell will not be sent to that guest.

What happens when the guest accepts/rejects the upsell?

• If the guest accepts the upsell, your AI will route their response to you for confirmation. You must update their reservation manually on your PMS or OTA.

• If a guest rejects the upsell, your AI will pen back a polite message acknowledging the guest's response.