
Summary
- Why event-driven travel is a huge opportunity for vacation rental operators
- How to communicate effectively before, during, and after the stay
- Ways to make one-time guests feel like VIPs worth returning
- How to check in mid-stay to catch and fix issues early
- Strategies to stay top of mind post-event
- Subtle, guest-centric ways to integrate upsells and follow-ups using tools like Lasoh
Travel behavior is shifting. Many guests are choosing where and when to travel based on experiences rather than just destinations. From concerts and food festivals to major sports events, cultural celebrations, and seasonal holidays, these occasions are driving noticeable spikes in short-term rental demand.
According to the 2025 American Express Global Travel Trends Report, 60% of global travelers are planning trips around entertainment or sporting events, reinforcing that traveling for experiences continues to be a driving force. For vacation rental operators, this opens up a huge opportunity but also a challenge.
While events can deliver a surge of bookings, they often result in one-time stays. The real value comes from turning those guests into repeat visitors who remember your brand, not just the event.
In this guide, we’ll explore how you can go beyond the booking and turn event-driven demand into lasting relationships and long-term business growth.
Why Event Guests Are High-Value
Event guests often:
- Travel to destinations for a specific event (sports, music, cultural festivals)
- Represent a large segment of the tourism market
- Travel in groups, which can enhance spending and shared experience
But they may also be:
- Be less familiar with your brand than repeat guests
- Have their attention focused on the event, not your property
- Provide significant opportunity for loyalty and direct bookings if nurtured thoughtfully
The challenge is that many operators treat event guests as transactions, not opportunities for relationship-building.
5 Strategies to Turn Event Guests Into Repeat Demand
1. Capture Full Guest Data — Not Just the Booker
Most OTAs only give you access to the lead guest’s contact details. That means you’re missing out on the 50–80% of guests who joined the trip — friends, family, or colleagues who could book in the future.
Adopt tools that help you:
- Collect emails and phone numbers for the entire group
- Create separate guest profiles, even for OTA bookings
- Build a growing remarketing list from every stay
2. Automate Thoughtful Pre-Arrival Communication
Your guest experience starts the moment they book. Sending relevant, timely communication before they arrive helps set expectations and enhance their experience.
Send automated communications to:
- Share check-in instructions and curated local recommendations
- Offer upsells like early check-in or event transfers
- Build anticipation with personalized welcome messages
3. Automate In-Stay Touchpoints
A well-timed check-in during the stay shows your guests you care and gives you a chance to solve problems before they lead to bad reviews.
A simple message like “Hope you’re enjoying your stay, let us know if you need anything” can:
- Build trust and goodwill
- Encourage upsells like late checkout or amenities
- Reduce the risk of negative reviews from unresolved issues
4. Create a System for Post-Stay Reengagement
The key to converting a one-time guest into a repeat one is staying in touch after they’ve left.
Send:
- Thank-you notes and personalized follow-ups
- Exclusive return offers and booking incentives
- Invitations to future local events or seasonal promos
- This ongoing communication keeps your brand top-of-mind and increases the chance of guests returning, even if their first stay was purely event-driven.
5. Segment and Retarget Based on the Event Type
Not all event guests are the same. Segment your audience by the type of event they attended, so you can personalize your follow-up.
For example:
- Music festival guests might want early access to next year’s dates
- Holiday travelers might appreciate off-season family rates
- Sports fans might return for the same tournament or venue
- Tailoring your messaging makes it more relevant and more likely to drive another booking.
Where Lasoh Fits In
Lasoh is designed to help operators win repeat demand, even from one-time event travelers or OTA bookings.
With Lasoh, operators are able to:
- Capture every guest’s details, not just the booker’s, so you can stay connected with the whole travel party
- Provide a branded guest portal that centralizes stay details and is accessible by the whole group, keeping everyone engaged and informed
- Give guests access to a personalized AI Guide for recommendations tailored to their event and local interests
- Launch remarketing campaigns with built-in tools and email templates that make follow-up seamless
Lasoh helps you stay connected with guests at every touchpoint, turning one-time demand into long-term loyalty.
Final Thoughts
Events may bring new travelers to your doors, but it’s your follow-through that brings them back.
By being intentional with how you engage before, during, and after each stay, you create more than just a place to sleep. You create a connection that guests remember and a brand they want to come back to and tell their friends about.
Combine thoughtful hospitality with the right tech stack, and you’ll be able to personalize the guest experience at scale, without adding pressure to your team.
About the Author
Meet the people behind the ideas, insights, and expertise shaping every experience.
About Orlie Benjamin
Orlie Benjamin is a hospitality technology entrepreneur and former Fortune 500 executive helping vacation rental operators grow revenue through lasting guest relationships. After a career at American Airlines, Victoria's Secret, and NetJets, she founded Lasoh—bringing enterprise-level marketing and guest relationship management to the vacation rental industry.
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