Re-engagement Sequence for Vacation Rental Owners Email Guide

Why Re-engagement Sequence Emails Fail for Vacation Rental Owners (And How to Fix Them)

You've poured your effort into attracting vacation rental owners, only to see some of them go silent. A silent inbox doesn't mean disinterest.

Often, it's just distraction. Owners are busy, managing properties, guests, and their own lives.

A single email won't cut through the noise. That's where a carefully crafted re-engagement sequence comes in.

It's designed to gently remind owners of the solutions you offer, understand their current needs, and bring them back into your orbit without feeling pushy. The templates below are built to help you revive those dormant connections, turning past interest into future opportunities.

The Complete 4-Email Re-engagement Sequence for Vacation Rental Owners

As a vacation rental owner, your clients trust your recommendations. This 4-email sequence helps you introduce valuable tools without sounding like a salesperson.

1

The Miss You

Acknowledge the silence and show you care

Send
Day 1
Subject Line:
Have we lost touch?
Email Body:

Hi [First Name],

I noticed we haven't connected in a while, and I wanted to check in. Running a successful vacation rental business takes constant attention.

From guest communication to maintenance, it's a lot to manage. My goal has always been to offer solutions that simplify your operations and boost your property's income.

Perhaps your needs have changed, or you found a different path. Whatever the reason for the silence, I'm here to support your success as a vacation rental owner.

If anything has shifted, or if you're facing new challenges with your properties, just hit reply. I'm always open to a conversation about how we might help.

Best, [YOUR NAME]

Why this works:

This email uses the principle of reciprocity by showing care and concern without asking for anything immediately. It acknowledges the silence gently, reducing any potential guilt, and positions you as a helpful resource, making it easier for them to re-engage on their terms.

2

The Value Reminder

Remind them why they subscribed

Send
Day 3
Subject Line:
Remember why you joined us?
Email Body:

Hi [First Name],

A while back, you showed interest in what we do for vacation rental owners. Maybe it was about maximizing occupancy, simplifying guest reviews, or finding efficient cleaning solutions.

Many owners come to us because they're looking to reduce the stress of property management while increasing their bottom line. We focus on providing results that truly make a difference in your day-to-day operations and long-term profitability.

We specialize in helping owners like you transform their properties from a source of constant work into a truly passive income stream. Our services are designed to address the specific pain points you face.

If you're still aiming for a more profitable, less demanding vacation rental business, I encourage you to revisit our offerings. We might have exactly what you need now.

Best, [YOUR NAME]

Why this works:

This email employs priming by reminding the recipient of their initial motivation for connecting. It reinforces the perceived value by highlighting the core problems you solve and your unique solutions, re-establishing your relevance in their current context and focusing on their potential gains.

3

The Survey

Ask what they actually want from you

Send
Day 6
Subject Line:
Quick question for you
Email Body:

Hi [First Name],

I'm reaching out because your insights are incredibly valuable to us. We're always striving to better understand the evolving needs of vacation rental owners.

Your experience helps us shape the services and solutions we offer. We want to ensure we're truly addressing the challenges you face, whether it's improving pricing, improving guest satisfaction, or managing property upkeep.

Could you spare a moment to tell me what's currently on your mind regarding your vacation rental business? What's your biggest challenge right now?

Just reply to this email with your thoughts, or if you prefer, click here to answer a very short, anonymous question.

Best, [YOUR NAME]

Why this works:

This email uses the principle of active participation and a sense of control. By asking for feedback, you make the recipient feel valued and heard. It's a low-friction way to re-engage, gather valuable data, and identify specific pain points that can inform future communication and offerings.

4

The Breakup

Give a final chance before removing them

Send
Day 10
Subject Line:
A quick update on your subscription
Email Body:

Hi [First Name],

This is our final check-in. We believe in providing valuable content and services only to those who truly want them, and we've noticed you haven't engaged with our recent emails.

We understand that priorities change, and your inbox is likely busy. To respect your time and ensure our messages are reaching the right people, we'll be removing inactive contacts from our list soon.

If you still wish to receive updates, insights, and solutions for your vacation rental business, simply click here to confirm your interest. It's a quick one-click process.

Otherwise, we'll assume you're no longer interested in our communications and will remove you from our mailing list. We wish you the best with your properties.

Best, [YOUR NAME]

Why this works:

This email effectively uses loss aversion and a clear call to action. By stating the imminent removal from the list, it creates a sense of scarcity and urgency, prompting a decision. It respects the recipient's choice while simultaneously cleaning your list of truly disengaged contacts.

4 Re-engagement Sequence Mistakes Vacation Rental Owners Make

Don't Do ThisDo This Instead
Setting a fixed nightly rate year-round, regardless of demand.
Implement a dynamic pricing strategy that adjusts rates based on seasonality, local events, and competitor pricing to maximize revenue.
Responding slowly or inconsistently to guest inquiries and issues.
Establish a rapid response system and clear communication protocols to ensure guests feel supported and valued throughout their stay.
Neglecting regular property maintenance until issues become critical.
Schedule proactive, routine maintenance checks and preventive care to avoid costly emergency repairs and ensure property longevity.
Trying to manage every aspect of the rental business alone, leading to burnout.
Identify tasks that can be delegated or automated using specialized tools, freeing up your time to focus on strategic growth or personal life.

Re-engagement Sequence Timing Guide for Vacation Rental Owners

When you send matters as much as what you send.

Day 1

The Miss You

Morning

Acknowledge the silence and show you care

Day 3

The Value Reminder

Morning

Remind them why they subscribed

Day 6

The Survey

Morning

Ask what they actually want from you

Day 10

The Breakup

Morning

Give a final chance before removing them

Use after 30-90 days of no opens or clicks.

Customize Re-engagement Sequence for Your Vacation Rental Owner Specialty

Adapt these templates for your specific industry.

New Owners

  • Focus on securing your first few positive guest reviews by offering exceptional hospitality and a spotless property.
  • Create a comprehensive digital welcome guide with house rules, local attractions, and emergency contacts.
  • Start by listing on one or two major platforms to learn the ropes before diversifying your marketing efforts.

Growing Portfolio Owners

  • Invest in a centralized CRM or property management system to efficiently track bookings, guest communication, and maintenance across all units.
  • Develop standardized checklists for cleaning, inspection, and guest amenities to ensure consistency across your properties.
  • Explore partnership opportunities with local tour operators or businesses to offer unique guest experiences and generate additional income.

Multi-Property Managers

  • Delegate routine tasks like guest screening and inquiry responses to a dedicated virtual assistant or a specialized team.
  • Utilize advanced data analytics to identify market trends, improve pricing strategies across your entire portfolio, and forecast occupancy.
  • Build strong relationships with local contractors and service providers to ensure swift and reliable support for all your properties.

Luxury Property Specialists

  • Curate bespoke guest experiences, such as private chef services, personalized welcome amenities, or exclusive local activity bookings.
  • Focus on high-end photography and professional videography to showcase the unique design and premium features of each property.
  • Implement a rigorous quality control system for every aspect of the guest experience, from pre-arrival communication to post-stay follow-up, ensuring an impeccable stay.

Ready to Save Hours?

You now have everything: 4 complete email templates, the psychology behind each one, when to send them, common mistakes to avoid, and how to customize for your niche. Writing this from scratch would take you 4-6 hours. Or...

Skip the hard part and...

Get Your Vacation Rental Owners Emails Written In Under 5 Minutes.

You've got the blueprints. Now get them built. Answer a few questions about your vacation rental owners offer and get all 7 emails written for you. Your voice. Your offer. Ready to send.

Works in any niche
Proven templates
Edit anything
Easy export

Stop guessing what to write. These are the emails that sell vacation rental owners offers.

$17.50$1

One-time payment. No subscription. Credits valid 12 months.