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Caldera Stays is a boutique short-term rental group in Toronto with several high-end listings and a reputation for quick, thoughtful service. To keep that standard flawless I want the daily flow of work around three core areas taken off my plate: • Guest communications – every inquiry, pre-arrival question, in-stay request, or review response handled through the Airbnb inbox with a warm, professional voice that matches our brand. • Booking coordination – calendar checks, alterations, blocking nights, and making sure every reservation is synced correctly between the Airbnb platform and our lightweight PMS. • Cleaner schedule management – assigning turnovers inside the PMS, confirming completion photos, and flagging any maintenance notes to me immediately. Everything happens inside the Airbnb website/app plus our property-management system, so hands-on experience with both is essential. A background in Airbnb hosting, broader hospitality work, and customer service will let you anticipate guest needs rather than simply react. Operational rhythm – Monitor messages throughout the day (EST focus) and keep response times under 5 minutes. – Double-check tomorrow’s arrivals each evening for smooth self check-ins. – Post daily wrap-up notes in the PMS so I have instant visibility on anything that needs owner intervention. Success for me looks like zero unanswered guest messages, a perfectly updated calendar, and cleaners who always know where to be and when. If you can deliver that consistently while working asynchronously, we’ll be a great fit.
Project ID: 40648168
78 proposals
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Active 12 hours ago
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78 freelancers are bidding on average $13 CAD/hour for this job

Hi, I have experience with short-term rental support, guest communication, booking coordination, calendar management, cleaner scheduling, and customer service. I’m comfortable working inside Airbnb and property-management systems, keeping response times fast, calendars accurate, and turnover tasks clearly coordinated. I’m organized, reliable, and able to manage daily guest requests professionally while flagging maintenance or owner-level issues immediately. I’d be glad to help Caldera Stays maintain a smooth, high-quality guest experience. Looking forward to hearing from you.
$12 CAD in 40 days
9.1
9.1

✍️ Hi, I will manage your guest communications and scheduling by actively monitoring your PMS dashboard for all updates. I previously maintained a five-minute response time for high-end Toronto rental listings. I am ready to handle your daily operations in the EST timezone to ensure your guests have a seamless, five-star experience every single time. Estimated timeline: Ongoing Budget: $8-15 CAD/hour Let's discuss and get started. - Ajhar
$12 CAD in 40 days
7.8
7.8

With my extensive background in website and eCommerce development, I am well-versed in the platforms that your business utilizes on a daily basis. Not only can I manage the Airbnb website/app and your property management system, but I can also troubleshoot any issues that may arise ensuring your listings are always updated and accurate. Additionally, my sharp skills in HTML and PHP give me the flexibility to adapt to new systems quickly, ensuring a seamless operation of your rentals. Moreover, my multifaceted expertise as a Virtual Assistant stretches far beyond just web development. I have comprehensive experience in various administrative tasks such as order and inventory management, schedule management, and even social media management. These skills partnered with my efficiency in working asynchronously will provide you with timely communications and quick resolutions without compromising quality. In conclusion, choosing me for this role means not only will you have someone who completely understands your unique operational needs but also someone who possesses a meticulous attention to detail and an unwavering commitment to providing a warm and professional service. Let's partner together to elevate the exceptional standard of Caldera Stays!
$12 CAD in 40 days
6.7
6.7

Hello, I’ve gone through your project details and this is something I can definitely help you with. I have 10+ years of experience in mobile and web app development, working with Flutter, Android, iOS, React, Node.js, and APIs. I focus on clean architecture, scalable code, and clear communication to ensure the project runs smoothly from start to finish. I will first review your requirements, suggest the best technical approach, and then proceed with development while keeping you updated at every stage. Here is my portfolio: https://www.freelancer.in/u/ixorawebmob I’m interested in your project and would love to understand more details to ensure the best approach. Could you clarify: 1. Do you need this for mobile, web, or both? 2. Do you already have UI/UX designs or should we create them? 3. Will there be any third-party API or payment gateway integration? 4. What is your expected timeline for completion? 5. Are there any reference apps or websites you like? Let’s discuss over chat! Regards, Arpit Jaiswal
$27 CAD in 21 days
7.1
7.1

Hi, I'm interested in your project "Airbnb Operations Virtual Assistant". I have relevant experience and can deliver quality results within your timeline and budget. I'd love to discuss the details. Please feel free to reach out.
$12 CAD in 40 days
6.4
6.4

Can start: Immediately Availability: EST coverage Rate: $12 CAD/hour I can support the daily operations for your Toronto Airbnb portfolio, including guest communication, booking/calendar coordination, cleaner scheduling, and daily PMS updates. I can maintain a professional guest-facing tone, closely monitor upcoming arrivals and booking changes, coordinate turnovers, and immediately flag maintenance or operational issues that need your attention. I’m also comfortable working with structured workflows and maintaining accurate daily records.
$12 CAD in 40 days
6.6
6.6

Hi Caldera Stays, I’ll take daily Airbnb inbox and ops follow-through off your plate: fast guest replies, careful booking coordination, and cleaner scheduling inside your PMS. I’ve built and maintained PHP web systems and integrations, so syncing status and handling edge cases (missed updates, calendar mismatches) won’t be guesswork. What I’ll deliver: - Monitor Airbnb messages in EST and keep replies under 5 minutes - Handle pre-arrival, in-stay requests, and review responses in your brand tone - Each evening, verify tomorrow’s arrivals and block/alter nights as needed - Assign turnovers in the PMS, confirm completion photos, and immediately flag maintenance notes - Write a short daily wrap-up in the PMS so owner intervention is obvious Available starting soon, working asynchronously with clear handoffs. Thanks, Slavko
$13 CAD in 23 days
5.7
5.7

Hi, I can take the daily Airbnb operations off your plate and keep everything running smoothly. I am a qualified and proficient virtual assistant with strong communication, organization, customer service, and administrative skills. I can assist with guest communications, booking coordination, calendar management, cleaner scheduling, follow-ups, and ensuring tasks are completed promptly. I understand the importance of quick response times, attention to detail, and keeping everything organized so guests have a smooth experience and you always know what needs your attention. As a fast learner, I can quickly adapt to your Airbnb and PMS workflows and follow your processes accurately. In hiring me, you get more than a virtual assistant; you gain a reliable professional who takes pride in staying organized, anticipating needs, and relieving you of the daily operational workload. Additionally, I am reliable, flexible, hardworking, and dedicated. I would love the opportunity to support Caldera Stays and help keep your operations running seamlessly.
$12 CAD in 40 days
5.9
5.9

Hi, I reviewed Airbnb Operations Virtual Assistant carefully and understand the core need. What you need: Caldera Stays is a boutique short-term rental group in Toronto with several high-end listings and a reputation for quick, thoughtful service. From your description, the priority is: to keep that standard flawless I want the daily flow of work around three core areas taken off my plate: - Guest communications – every inquiry, pre-arrival question, in-stay reque… I'll focus on React UI work. I'll approach this with PHP, HTML, keeping the implementation practical and easy to maintain. I'll keep the work clean, tested, and aligned with your priorities, and I'm happy to confirm any details before we start. Looking forward to working with you. Arslan Shahid
$8 CAD in 7 days
5.7
5.7

Senior Hospitality Operations Manager: With 15+ years of experience in customer service and property management, I'm excited to help Caldera Stays enhance its guest experience and streamline operations. I will ensure seamless communication and coordination while reflecting your brand's warm voice. Proposed Solution: - Manage all guest communications via Airbnb inbox, responding promptly to inquiries and requests. - Coordinate bookings by keeping your calendar updated, handling alterations, and ensuring synchronization with your PMS. - Oversee cleaner schedules, assigning turnovers, and managing maintenance issues proactively. Expected Outcomes: - Zero unanswered guest messages with a quick response time under 5 minutes. - A perfectly updated reservation calendar ensuring smooth self check-ins. - Daily wrap-up notes in the PMS, providing you with transparency on operations. Quality & Performance: - Consistent monitoring of guest messages to maintain high service standards. - Proactive issue flagging to minimize downtime and enhance guest satisfaction. Timeline & Next Steps: - I can begin immediately, with an initial assessment and strategy in the first week, followed by ongoing daily management. Best Regards, Karthik B Resonite Tech
$22 CAD in 40 days
5.1
5.1

✋ Hi There!!! ✋ THE PROJECT GOAL IS TO PROVIDE RELIABLE AIRBNB OPERATIONS SUPPORT WITH FAST GUEST COMMUNICATION AND ACCURATE BOOKING MANAGEMENT. 1. Handle guest inquiries, requests and reviews with a warm professional tone. 2. Manage calendars, reservation changes and PMS synchronization. 3. Coordinate cleaner turnovers, photos and maintenance notes. 4. Monitor Airbnb messages during EST hours with under 5 minute response times. 5. Check next day arrivals and provide clear daily PMS wrap up notes. Similar Airbnb and short term rental operations have been supported with guest service, calendar management, cleaner coordination and PMS workflows. <-- Questions --> Which PMS are you currently using alongside Airbnb? How many listings require daily operational management? Looking forward to chat with you for make a deal Best Regards Elisha Mariam!
$8 CAD in 40 days
5.0
5.0

As an experienced web developer with a focus on delivering high-impact digital solutions, I believe I bring a unique set of skills to the table for this Airbnb Operations Virtual Assistant project. While my background may be more technical than directly hospitality-focused, my ability to build clean, efficient, and scalable systems positions me well to handle the technical aspects of this role. For example, my proficiency in API integrations could prove invaluable for ensuring seamless communication between Airbnb's platform and your lightweight PMS. Moreover, being adept at using technologies like n8n and AI automation can streamline the management of your properties by automating repetitive tasks such as cleaner scheduling. Additionally, my strong problem-solving abilities and knack for providing lasting solutions align perfectly with your need for precise calendar management and prompt guest communication. Leveraging my expertise in website design, we can present the brand's voice warmly and professionally while reducing response times. Ultimately, I understand that success in this position requires more than digital proficiency: it takes intuition to anticipate guest needs and attention to detail to ensure smooth self check-ins – all of which I'm committed to bringing to the table for Caldera Stays.
$12 CAD in 40 days
4.8
4.8

Hello, the biggest risk here is message volume—if inquiries pile up during peak hours, a single missed notification can cascade into scheduling gaps or unhappy guests. That’s why the automation layer has to be reliable, not just reactive. I’ve spent a lot of time building tools that sync Airbnb with PMS systems, especially around booking logic and cleaner dispatching. Most of the work is in clean data mapping, conflict detection, and keeping both platforms in sync without manual overrides. I’d set up a lightweight service that watches the Airbnb inbox and PMS in real time, then routes messages and tasks based on triggers. Everything runs serverless so it scales with demand and stays online even if my local connection drops. I’ll log every action back to a shared sheet so you get a clear audit trail without extra tools. Only thing I need from you is API access and a list of your PMS endpoints. Everything else can be handled asynchronously. Thanks, Lazar.
$8 CAD in 40 days
4.8
4.8

⚠️ If you're not happy, you don’t pay. ⚠️ Hi, Thank you for checking my proposal and sharing the detailed project brief. I can streamline your guest management process using Airbnb and your PMS with a professional, efficient, and responsive service. I will deliver: • Prompt guest communications—responding to inquiries, requests, and reviews within 5 minutes • Accurate booking coordination—calendar checks, reservations syncing, and alterations • Efficient cleaner schedule management—turnover assignments, completion confirmations, and maintenance flagging • Daily wrap-up notes in PMS—ensuring you have visibility on all operations You will also receive: • Regular performance reporting to ensure service excellence I am confident I can execute your vision professionally and efficiently. Looking forward to discussing timeline and next steps. Best regards, Chirag Pipal.
$8 CAD in 30 days
4.5
4.5

I understand Caldera Stays needs a virtual assistant to manage guest communications and booking coordination with the same high-touch professionalism that defines your brand. My experience includes managing inquiries and reviews for luxury short-term rentals, ensuring a seamless guest experience that mirrors the detailed approach you've outlined. My approach will leverage structured communication templates and a streamlined calendar management system. I'll use your existing Airbnb inbox for all guest interactions, employing pre-approved responses for common queries and personalizing them for unique situations. For booking coordination, I will implement a dual-check system: first verifying availability on Airbnb, then cross-referencing with your provided calendar tools to prevent double bookings and ensure accurate blocking. How do you currently handle urgent in-stay guest issues outside of standard messaging, and what is your preferred method for escalating critical booking conflicts? I'm available for a brief call to discuss your specific needs in more detail.
$15 CAD in 7 days
4.4
4.4

Hi, I understand you need assistance with guest communications for Caldera Stays in Toronto. My experience in PHP and HTML can enhance your operational efficiency. Could you specify the expected daily hours or time commitment for this role?
$8.70 CAD in 7 days
4.5
4.5

Hi I specialize in Virtual Assistant services and would be happy to help with Airbnb Operations Virtual Assistant. Key Features: • Virtual Assistance • Executive Support • Inbox Management • Calendar Scheduling • Appointment Coordination • Customer Service • Live Chat Support • CRM Administration • Lead Prospecting • Data Entry • Online Research • Report Preparation • Spreadsheet Management • Workflow Support • Administrative Tasks I focus on delivering accurate, efficient, and professional support tailored to your needs. Best Regards, Naseeb A.
$13 CAD in 24 days
3.8
3.8

Hello! I can help you with Airbnb management. With over 10 years of experience in virtual assistance, customer service, and time management, I believe I have the ability to keep your Airbnb operations running seamlessly while providing your guests with prompt and warm responses. This, along with my expertise in using both the Airbnb website/app and property management systems, will ensure that your guests are always met with professional and efficient communication. I understand that operating a successful short-term rental group entails a constant flow of work and numerous moving pieces across different platforms. With my proficiency in handling large datasets through data entry, keen eye for accuracy in calendar updates, strong organizational skills for cleaner schedule management and my dedication to delivering error-free and high-quality work; I am confident that I can meet your requirements. Above all else, I am committed to adding value to every project and ensuring the satisfaction of both our clients and their customers. I'll guarantee you zero unanswered guest messages through my focused monitoring throughout the day and prompt response time of under 5 minutes. My comprehensive daily wrap-up notes will also eliminate the need for extensive owner intervention as they will provide you instant visibility on any issues that require your attention. Let's partner together to transform challenges into achievements!
$8 CAD in 40 days
4.0
4.0

With over seven years of experience in the industry, I have honed my skills in HTML and web design to build exceptional, user-focused websites and applications. My main priority is to create digital spaces that not only function seamlessly but also engage the users. Thus, my proficiency in Airbnb's website and app platform, along with property management systems, would allow me to navigate through your listings with ease. Having worked for numerous top brands, I understand the value of consistent and reliable communication. This aligns perfectly with your requirements for prompt and professional guest interactions, booking coordination, and cleaner schedule management. My knack for responding insightfully and within minutes to any guest query alongside my ability to anticipate their needs will undeniably elevate Caldera Stays' services. My strong sense of visual aesthetics coupled with my adaptability to different projects makes me an ideal candidate for your virtual assistant role. To reassure you further regarding my commitment towards smooth self-checkins and streamlining day-to-day operations, I always double-check every single detail; a trait that has helped me abandon errors—a quality you placed a high value on. Therefore, contracting me will ensure high-level precision and effective time management for your Airbnb operations. Couldn't be more excited to kickoff this job on a long-term!
$8 CAD in 40 days
3.5
3.5

Hello, I understand that you require Airbnb operations virtual assistant. I can seamlessly handle guest messaging, booking coordination, and cleaner schedules. I will manage your property management system and inbox daily. With 5+ years of experience and a 5 star rating, I am confident that I can provide you with the best solution regarding Airbnb operations and guest support. I assure you with professional communication until your work is done. Let's connect in chat so I can understand your requirements and get started right away. Regards, Faisal Javed
$9 CAD in 40 days
3.3
3.3

Scarborough, Canada
Member since Aug 14, 2026
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