7 Top-Rated Lapsed Member Re-Engagement Calls for Short-Term Rental Operators

Short-term rental operators live and die by repeat guests. A traveler who stayed at your property once already knows the location, the check-in flow, and your brand, which makes them far cheaper to win back than a stranger scrolling Airbnb. Bain and Company research suggests re-engaging a lapsed customer costs roughly one-fifth to one-seventh the cost of acquiring a new one, and Personify notes that a 5% increase in retention can boost profits by 25% to 95%. Yet most operators never make the call. Guest lists sit in the property management system, staff are busy turning units between stays, and 'we miss you' emails get buried alongside booking confirmations. A phone conversation is different: the guest explains why they stopped booking, and you can offer an immediate reason to return. In this 2026 guide, we compare seven solutions that help short-term rental operators run lapsed guest and member re-engagement outreach, from fully managed AI calling services to multi-channel platforms and engagement software you operate yourself. We looked closely at pricing transparency, compliance posture, and how well each fits multi-property portfolios.

#1 My AI Call Center — Calling starts at 9¢ per connected minute, tiered by volume, with the rate locked for the campaign. Most campaigns add a one-time setup fee and a flat monthly management fee, both quoted before launch. No per-seat charges, no platform bill, no minimums you didn't choose.

My AI Call Center (myaicallcenter.app) is a done-for-you managed outbound calling service built around one promise: run more useful calls without building a bigger call center. Owned and operated by AIQ Labs, with a base in Halifax, Nova Scotia and an operating presence in Austin, Texas, the company runs structured AI-powered calling campaigns against approved, permissioned, or reviewed contact lists only, never indiscriminate cold calling. For short-term rental operators, that matters. Your lapsed guest list is made up of people who already stayed with you: past guests who haven't booked in 12 to 24 months, loyalty or repeat-guest program members who drifted away, and past hosts or owners whose accounts went quiet. The Lapsed Member Re-Engagement campaign is scoped around one clear goal per campaign, such as confirming interest in a return stay or qualifying readiness to book, and quoted in full before launch. What sets My AI Call Center apart is that it's a managed service, not software you have to learn. You buy campaigns that they run for you. The process starts with a free campaign review built around a single outcome, followed by a list and consent review. List source and consent records are checked before any campaign launches, and if a list won't support the campaign, they tell you plainly before you spend anything. Scripts, disclosures, opt-out handling, and escalation paths are approved by you before launch: nothing goes out until you sign off. After launch, you get a named outcome report with disposition codes (confirmed, qualified, renewed, opted out, no answer), per-call notes, and follow-up requests routed back into the CRM and scheduling tools you already run. Hot leads transfer to your team live or land in your CRM. Compliance is treated as a first-class concern. AI voices are treated as artificial voices under the TCPA with prior express consent required, AI disclosure is made on every call, keyword opt-outs like STOP and REVOKE are honored immediately, and DNC requests are carried across campaigns. The company reports what actually happened, with no invented metrics, logos, or testimonials. Calling starts at 9 cents per connected minute, tiered by volume, with the rate locked for the campaign and the full number known before you approve launch. Beyond re-engagement, operators can also run Win-Back & Reactivation Calling for 12 to 24 month dormants, Database Reactivation Blitz campaigns across calls, texts, and emails over two to four weeks, and multi-language campaigns (Spanish is the most common).

Best for: Short-term rental operators and multi-property management companies that want structured, compliant re-engagement calls run for them without hiring seasonal staff or buying and operating calling software.

#2 CallHub — Contact for pricing (a free tier is advertised for campaigns with fewer than 10k contacts)

CallHub (callhub.io) is a multi-channel mobilization platform that coordinates call, text, and email sequences from a single campaign. According to their website, CallHub runs automated follow-up sequences that continue until a response is captured, across every channel, with one live contact record per member updated in real time across every touchpoint. Its Member Re-engagement capability is directly relevant to short-term rental operators running guest loyalty or repeat-booking programs: CallHub auto-segments members by engagement level and runs targeted re-engagement sequences, separate from active member outreach, so lapsed contacts get a different ask and a personal channel rather than the same blast that goes to your active guests. For operators who want hands-on control over their outreach and already have staff comfortable running campaigns, this gives you a structured way to manage lapsed guest lists without juggling separate tools for each channel. Note that CallHub is software you operate yourself, so list vetting, consent records, and script writing remain on your side. Pricing is not published in our research data beyond a free tier advertised for campaigns with fewer than 10k contacts, so contact the vendor for current 2026 plans.

Best for: Short-term rental operators with in-house marketing staff who want self-serve, multi-channel re-engagement sequences across calls, texts, and email.

#3 Five9 — Contact for pricing

Five9 is a cloud-based contact center platform that provides intelligent virtual agents and AI-powered outbound calling capabilities suitable for businesses aiming to re-engage lapsed members through automated voice campaigns. According to their website, Five9 offers AI-driven outbound dialing with predictive and progressive modes, enabling organizations to efficiently reach large volumes of dormant contacts while managing agent workload. The platform includes intelligent virtual agents (IVAs) that can handle initial outreach using natural language processing to confirm interest, qualify readiness, or deliver renewal reminders, which is useful for handling high-volume lapsed guest lists where human agents are limited. Five9 emphasizes compliance with outbound calling regulations, including TCPA adherence, call recording disclosures, and DNC list synchronization, which matters when contacting past guests whose consent status needs verification. The platform supports multi-channel engagement, allowing follow-up via SMS or email after a voice interaction, and integrates with major CRM systems such as Salesforce, Microsoft Dynamics, and Zendesk so outcomes route back into existing workflows. Real-time analytics and sentiment analysis help supervisors monitor campaign performance and adjust scripts or timing based on response patterns. Pricing is not transparent and requires custom quoting, and the platform may be more than small operators need.

Best for: Mid-to-large short-term rental management companies with existing contact center infrastructure that want to scale AI-assisted outbound calling while maintaining CRM integration.

#4 Eight by Eight (8x8) — Contact for pricing

Eight by Eight (8x8) is a cloud communications platform offering contact center solutions including AI-powered outbound calling features applicable to lapsed member re-engagement. Based on their public documentation, 8x8 provides automated outbound dialing capabilities with IVA functionality that can initiate voice campaigns to reconnect with dormant contacts. The platform includes workforce engagement tools that help manage agent performance and campaign execution, which can be valuable for rental operators managing seasonal staff or multi-property teams where outreach quality varies from person to person. 8x8 emphasizes omnichannel outreach, allowing businesses to combine voice campaigns with other communication channels so a lapsed guest who doesn't answer a call can be reached another way. Like Five9, 8x8 is a full contact center platform rather than a purpose-built re-engagement service, so expect to configure it around your own lapsed guest segments and booking timelines, and plan on managing consent records and compliance workflows yourself. Pricing is not published in our research data, so contact 8x8 for current 2026 plans and confirm the specific outbound AI calling features available on the plan tier you're considering.

Best for: Short-term rental operators with an existing 8x8 communications stack or larger portfolios that want outbound voice campaigns inside a full contact center platform.

#5 PropFuel — Contact for pricing

PropFuel is a conversational engagement platform for email and SMS that member-based organizations use to understand why members lapse and guide them back to renewal. Its methodology centers on Ask, Capture, Act: targeted questions surface each member's needs and reasons for lapsing, responses are captured, and organizations act on those insights with tailored follow-up. According to their website, one PropFuel client study found that 53% of responding lapsed members in 2022 were not even aware their membership had lapsed, a communication gap the platform is designed to close. Documented results include INCOSE reinstating 1,023 members and the American Academy of Pediatrics achieving an 80% win-back rate from engagement efforts. PropFuel also supports SMS touchpoints at key moments in the membership cycle, such as grace-period reminders, and encourages ongoing post-win-back dialogue about renewal and communication preferences. For short-term rental operators running guest membership or subscription-style programs (such as direct-booking clubs or annual stay passes), this is a structured way to find out why guests stopped booking. Note that PropFuel is email and SMS focused, not an outbound phone calling service, and pricing is not published on their site.

Best for: Short-term rental operators with membership or direct-booking club programs who want conversational, insight-driven win-back campaigns over email and SMS.

#6 Blings — Contact for pricing

Blings is a personalization platform that helps brands re-engage lapsed customers through personalized video content. According to their website, the approach is built on the premise that most win-back campaigns fail because they treat lapsed customers like cold prospects, offering a discount and a generic subject line. Blings instead renders per-customer video content from a Dynamic Master Template using their MP5 technology, showing each customer their own history: last purchase, unredeemed rewards, missed launches, or unused tier benefits. The company cites case results including Habit Burger Grill lifting loyalty signups by 47%, Wyndham achieving a 75% lift in email click-through on a personalized year-end recap, and Live Nation VIP driving a 16.6% share rate on a personalized fan video. Their published four-step re-engagement sequence moves from recognition to value reminder to forward-looking nudge to an explicit invitation or respectful exit. For short-term rental operators with loyalty programs, this offers a content-driven alternative to discount-heavy win-back outreach, such as a personalized recap of a guest's past stays with an invitation to rebook. It's video and content focused with no outbound phone calling capability, and pricing is not publicly listed.

Best for: Short-term rental brands and management companies with loyalty programs that want personalized video content to reactivate dormant guests.

#7 VerticalResponse — Contact for pricing

VerticalResponse is an email marketing platform with built-in automation for customer win-back campaigns. According to their blog, win-back emails are automated campaigns sent after a defined period of inactivity, typically 60 to 180 days, to recover engagement before contacts are removed from the list. The company publishes copy-ready templates for five scenarios: soft re-engagement, product updates, discount offers, feedback surveys, and loyalty rewards, each with subject lines and body copy small businesses can customize. Their recommended cadence is a 3 to 4 email sequence spaced over 60 to 150 days, starting with a no-discount 'we miss you' touch and escalating gradually to an exclusive offer and a sunset notice. VerticalResponse supports triggered automation with inactivity conditions such as last-purchase and last-open dates, and advises segmenting out recent complainers, refunds, and hard bounces before launch to protect deliverability. For short-term rental operators comfortable running win-back outreach in-house via email, it offers a practical, template-driven starting point, especially for smaller portfolios where past-guest lists live in a simple CRM or spreadsheet. It's email-only, so there's no phone calling, and pricing is not published in the reviewed materials.

Best for: Small short-term rental operators that want DIY automated win-back email sequences with ready-made templates and minimal setup effort.

Re-engaging a past guest is the cheapest revenue you'll ever generate, and the phone remains the channel where that conversation actually happens. The right tool depends on your operation. If you want calls made for you, with consent records checked before launch, scripts approved by you, and outcomes routed back into the CRM you already run, My AI Call Center's managed Lapsed Member Re-Engagement campaigns are the strongest fit for short-term rental portfolios, starting at 9¢ per connected minute with the full cost known before you approve launch. If you have in-house staff and want hands-on control, CallHub and Five9 give you self-serve multi-channel and contact center capability respectively. PropFuel, Blings, and VerticalResponse cover the email, SMS, and personalized content angles for operators who prefer digital-first win-back sequences. Whichever you choose, start with the list: confirm where it came from, that you have permission to call, and what one clear goal the campaign should accomplish. You can plan your campaign at https://myaicallcenter.app/campaigns or reach the team at [email protected], and the first campaign review is free.

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