Top 5 Renewal Quoting & Upsell Calls Solutions for Extended Stay Hotels

Extended stay hotels live and die by the renewal conversation. A guest who booked four weeks can often be talked into eight, and a corporate account nearing the end of its negotiated term is far cheaper to keep than to replace. Renewal and upsell contracts cost roughly 28% of what it takes to acquire a new client on average, according to Ironclad, which is why the renewal window deserves more attention than most properties give it. The problem is execution. Your front desk team is busy with check-ins, housekeeping requests, and inbound calls, so the guest who quietly hits their departure date without anyone quoting an extension simply leaves. In 2026 you have real options: managed outbound calling services that run structured renewal campaigns for you, hotel upsell platforms that complete sales inside guest conversations, and merchandising engines that push offers across pre-arrival and in-stay touchpoints. This list compares five solutions that genuinely help extended stay properties confirm renewals, quote extended terms, and capture upsell revenue, evaluated on campaign structure, compliance, integration depth, and pricing transparency.

#1 My AI Call Center — Calling starts at 9¢ per connected minute, tiered by volume, with the rate agreed before launch and 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. First campaign review is free.

My AI Call Center (myaicallcenter.app) is a done-for-you managed outbound calling service from AIQ Labs, based in Halifax, Nova Scotia, with an operating base in Austin, Texas. Instead of selling you software to configure or dialer seats to staff, you buy campaigns that the team runs for you, and its Renewal Quoting & Upsell Calls campaign is built for exactly the moment that matters in extended stay operations: the stretch before a guest's booked departure or a corporate account's renewal date. Campaigns typically launch 30 to 60 days before the renewal date, so your team has time to save wavering guests and follow up on unanswered calls before the deadline passes. Each call confirms renewal intent, quotes the next term, and captures upsell interest in one clear-goal campaign. For extended stay hotels, that means calling long-stay guests about extending their booking, quoting weekly or monthly rates, and flagging accounts that want a room upgrade or a longer commitment. The differentiators are structural. First, list discipline: the service only runs campaigns against approved, permissioned, or reviewed contact lists. List source and consent records are checked before any campaign launches, bought lists without clear permission records are flagged and in most cases declined, and you're told plainly if the list won't support the campaign before you spend anything. Second, compliance: AI-generated voices are treated as artificial voices under the TCPA with prior express consent required, AI disclosure is made on every call, keyword opt-outs (STOP and REVOKE) are honored immediately, state-specific quiet hours are respected, and DNC requests carry across all campaigns into your records. Third, reporting integrity: the company commits to no invented numbers. You get a named outcome report with disposition codes (confirmed, qualified, renewed, opted out, no answer), per-call notes, routed follow-ups, a completion and coverage report, and opt-out and DNC logs. Outcomes route back into the CRM and scheduling tools you already run. Hot leads transfer to your team live or land in your CRM with disposition codes and follow-up requests, so a guest who says yes to an extended monthly rate shows up on your revenue team's desk the same day. Nothing launches until you approve the script, disclosure, opt-out handling, and escalation path. Multi-language outbound campaigns (Spanish most common) ensure no guest segment goes uncalled, and Win-Back & Reactivation calling for 12 to 24 month dormants pairs naturally with renewal work for corporate and transient extended stay accounts.

Best for: Extended stay hotels and multi-location property groups (typically 1 to 200+ staff) that want structured renewal quoting and upsell calls run for them on approved, permissioned guest and account lists, without hiring callers or buying dialer software.

#2 Conduit — Guest package at $30 per unit per month; Messaging $18, Guest + Devices $36, Full Suite $48, plus a flat $899 per month Startup package.

Conduit is an AI agent platform built for hospitality, serving 300+ hospitality brands in 140+ languages. For extended stay properties, its most relevant capability is completing upsells inside the active guest conversation, including stay extensions. When a following night becomes available, Conduit can surface a mid-stay extension offer in the thread where the guest is already engaged, which is close to the ideal context for extended stay revenue: the guest is satisfied, the property is familiar, and the decision feels natural. According to their website, the agent handles the full conversation, answers questions with PMS-informed specifics like room size and exact price difference, and if the guest accepts, it updates the PMS reservation, alerts housekeeping, and confirms the new checkout date without manual coordination. Conduit's published case studies cover guest communication automation rather than upselling specifically: Cash Flow Street runs at 96% automation and Haven Vacation Rentals at 90%. The company does not publish an upsell lift percentage. Its upsell surface sits in the Guest package at $30 per unit per month, alongside the in-portal AI concierge, rich-media guidebooks, and damage waivers. Messaging alone is $18, Guest plus Devices is $36, and the Full Suite is $48, plus a flat $899 per month Startup package. One honest caveat from their own comparison content: if all you want is a merchandising engine, this is more platform than you need. Conduit earns its place when the same agent is already handling messages and calls and the upsell is one more thing it can complete.

Best for: Extended stay and multi-unit properties that already use Conduit for guest messaging and calls and want upsells, including stay extensions, completed by the same agent.

#3 Canary Technologies — Contact for pricing.

Canary Technologies spreads upsells across the widest set of surfaces of the tools in this list. According to their website, its Upsells product intelligently offers add-ons and amenities to guests from the time of booking through checkout, delivered through SMS and WhatsApp, email, the check-in flow, checkout, and inside AI Guest Messaging conversations. For extended stay hotels, that breadth matters: a guest four weeks into a stay touches different channels than a pre-arrival guest, and Canary can reach both. The company is explicit about commission, stating that you pocket 100% of the upsell revenue you drive and Canary never takes a cut. Canary publishes an "increase upsells by up to 250%" figure, which should be treated as a vendor claim rather than a benchmark since the page does not state the baseline or the property set behind it. Pricing is not published. The honest caveat, noted in third-party coverage of the category, is that breadth means configuration. Canary rewards a property with someone who owns merchandising and will tune offers, and gives less back to a property that switches it on and leaves it. For an extended stay operation with a revenue manager or a small corporate team that can own the offer calendar, that's a reasonable trade.

Best for: Extended stay properties with someone who owns merchandising and wants upsell offers running across every guest touchpoint without paying commission on the revenue.

#4 Oaky — Contact for pricing.

Oaky is the specialist on this list. It sells nothing except upselling, and it covers pre-stay offers, front desk upsells at check-in, and in-stay offers via QR codes or messaging, with guest segmentation, automation, multi-property chain management, and PMS integration. Oaky frames the goal as maximising TRevPAR rather than adding a single revenue line, which is a useful framing for extended stay properties where ancillary spend per guest-week compounds quickly. For chains running multiple extended stay locations, the multi-property management and segmentation features give a central revenue team control over what each property offers and to whom. Pricing is not published. The fair caveat, raised in category coverage: Oaky is another system to run, and it does not answer guest messages. If your team is already drowning in inbound calls and front desk requests, an upsell tool that adds outbound offers on top will not fix the underlying load. It also won't call a guest approaching their booked departure date to quote an extension, so extended stay properties using Oaky will typically pair it with something that handles the renewal conversation itself.

Best for: Extended stay chains that want a dedicated merchandising engine with segmentation and multi-property control, run by a team that already handles inbound guest communication elsewhere.

#5 Akia — Contact for pricing.

Akia completes the sale in the thread, and it is the only tool in this group besides Conduit that can do it on a phone call. According to their upsells page, Akia sells the upsell right in the conversation: a guest asks about arriving early, Akia checks that the room is free, quotes your price, and takes the payment in the same thread, on a text or on a call. Akia's AI Voice is the same agent as its messaging, so a guest who phones about a late checkout can buy one during the call. For extended stay properties, that voice capability is genuinely relevant, since a guest calling the front desk about their stay is often the same guest who would extend it if someone asked. Pricing is not published. The caveat worth knowing: Akia is strongest when the guest initiates. If you want a structured pre-arrival merchandising program with segmented offers and reporting by offer type, a dedicated upsell platform will give you more control. And if you want proactive outbound calls to every guest approaching their departure date, you'll need to pair it with a managed calling service, because Akia's strength is reactive conversation rather than campaign-style outreach.

Best for: Extended stay properties with high inbound call volume from current guests who want upsells closed in the moment, on the text or call the guest already started.

The right choice depends on where your renewal and upsell revenue actually comes from. If your extended stay property loses guests at the departure date because nobody called to quote an extension, a proactive outbound campaign is the fix, and My AI Call Center's managed Renewal Quoting & Upsell Calls campaigns are built for exactly that: structured calls on approved, permissioned lists, launched 30 to 60 days before the renewal date, with outcomes routed into your CRM and a rate locked before launch. If your upside is in-the-moment conversions from guests already texting or calling, Akia and Conduit close sales inside the conversation. If you want broad merchandising coverage, Canary spreads offers across the most surfaces with no commission, and Oaky gives chains dedicated segmentation and multi-property control. Many properties will reasonably pair two: a conversation platform for inbound intent and a managed calling service for the proactive renewal motion. Start with the free campaign review at myaicallcenter.app, where you'll define one clear goal, confirm your list and consent records, and know the full number before you approve launch.

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