Hostaway

Name: Hostaway
Address: Toronto, ON, CA
Telephone: +1 416 821 3601
Price range: $$

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Hostaway

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The most loved AI-powered Vacation Rental Property Management Software for Short Term Rental operators: channel sync, unified inbox, AI automation & direct bookings. 🌍

09/01/2026

What we upgraded for you in August 👇

This past month, we focused on helping you respond to guests faster, expanding your invoicing coverage, and giving you more control over your listings and reporting, all to save you time, keep you compliant, and put everything you need right at your fingertips.

💬 Respond to guests faster with the redesigned Hostaway Inbox. It's cleaner and more organized, with AI Replies, Automations, and Templates just one click away. Apply templates as you type and translate guest messages instantly, all without leaving the conversation.

📱 Take AI CoHost with you. Now on the Hostaway mobile app, CoHost gives you instant answers about your properties, reservations, and performance right from your phone, so you can stay on top of your business wherever you are.

🧾 Generate invoices for all your OTA channels, now including Airbnb. A new Channels tab lets you choose exactly which channels create invoices, and compliant e-invoices are supported in Spain, Italy, and France, with standard invoicing everywhere else.

🏠 Showcase your listings with Property Pages, now live on Booking Website Pro. Enjoy a fully customizable design that gives you full control over how your listings look, for a browsing experience built to convert more guests.

Learn more here: https://linktr.ee/hostaway

08/31/2026

Every PMS says it has AI now. 🤖

The homepage says it. The demo says it. The sales deck says it. But almost any vendor can say that.

So "does it have AI?" isn't the real question. The real one: is that AI actually built into the system that already knows your business, or bolted on as one more thing you have to feed and manage yourself?

Here's the tell:
→ A chatbot that can't see your booking calendar
→ A pricing tool that needs your numbers typed in by hand
→ A review summary that only works once you've uploaded the reviews yourself

In each case, you're still doing the manual work. The AI just repackages it.

✨ Edition 03 of our AI STR Operator Series breaks down the four questions that separate real AI from the buzzwords:

→ Does it know my business?
→ Does it connect to my tools?
→ Where does my data live?
→ Can it actually act?

The right questions will tell you more than any features page.

Join the full series and access free AI resources: https://bit.ly/hostaway-ai-resources

08/28/2026

Meet this month's Hostaway Employee Spotlight: Kasey Evans, our Director of Sales, North America!

Ask Kasey what she loves most, and the answer is easy: the people. It is rare to find a team that is simultaneously so high-performing and so down-to-earth. We are winning on so many fronts as a business, but we never lose the fun, collaborative, and deeply empathetic environment that makes coming to work (from anywhere!) so rewarding.

🌱 On the growth side, Kasey says she's been focused on adaptability and rapid learning. Hostaway is growing fast, which means the product, the market, and our processes are constantly evolving. She's learned to embrace change as a constant, rapidly upskill when new tools or features are introduced, and stay agile.

👑 Looking ahead, she's most excited about finding new ways to integrate AI into her day-to-day operations. Continuous learning is a big priority for her, and she's excited to explore new AI tools that can automate routine tasks, analyze data quicker, and streamline her workflows.

✈️ As for her favorite travel destination? Tuscany! Endless rolling hills, incredible history, and easily the best food and wine in the world. It's impossible not to love the lifestyle there.

🧡 We are so lucky to have Kasey on the Hostaway team!

08/26/2026

When you can ask your data anything, where do you even start? 🤔

AI CoHost is powerful, free to use, and available in your Hostaway account today. But a blank prompt can feel intimidating.

So we pulled together some of the most popular questions Hostaway users have been asking CoHost since launch, to help spark your own ideas:

💰 "What were my total cleaning fees last month?"
📊 "Which channel drives the most revenue for me?"
⭐ "Show me my lowest-rated reviews from Airbnb."
🏠 "How is each of my properties performing this quarter?"
📅 "What's my occupancy rate for next month?"

The best way to learn what CoHost can do? Just ask.

What will your first question be?

08/24/2026

The difference between a good host and a great one usually isn't effort, it's a repeatable system. Here are the 6 checklists behind a clean, consistent operation:

🛏 TURNOVER: your highest-frequency job and where most problems start. Fresh linens, deep clean every room, restock to par, stage to match your photos.

🔎 INSPECTION: a scheduled look at condition and safety on a cadence, not just when something breaks. Catch the slow problems early, when they're cheap.

👋 GUEST WELCOME: working access codes, clear check-in, a stocked basket. Minutes of work, but skipping them is what starts the anxious "I can't find the door code" message.

📷 LISTING SETUP: accurate descriptions, photos that match reality, clear house rules. The foundation the other four depend on, so get it right once.

🔧 MAINTENANCE: HVAC and filters, plumbing leaks, dryer vents, detectors, run on a schedule not a complaint. The least visible checklist, and often the one that protects your margins most.

💡 Pro tip: once your process is defined, it's ready to hand off or automate. That's how you keep consistency without living on turnover day.

Grab all 6 free printable checklists (the 5 above plus the 20-step master list) here: https://bit.ly/4wNLDkL

08/21/2026

What if one small change could open up a whole new revenue stream? For Rather Be Properties, the answer was upsells.

🏡 Founded in 2021 by owner Al Sed, Rather Be started small, with just two vacation rentals. Today, the family-run business runs 34 active listings across California, North Carolina, Arizona and more, with 5 more on the way.

Since signing on with Hostaway in February 2023, it's become their hub for everything: OTA channel management, guest messaging, listing optimization, and integrations. But where they really shine? Their upsell strategy. ⚡

They started with the most requested extras, like early check-in and late check-out (plus pool heating and pet fees). And guests were happy to pay: around half booked and paid for upsells without asking, resulting in immediate extra revenue.

The results speak for themselves:

📈 $40K+ in upsell revenue in just 4 months (January–April 2024)
💵 ~300–400 per month for each listing from early check-in alone

🔧 With Hostaway, upsells were added across ALL OTAs, even ones without native upsell tools, right in the online check-in form

🏄 From silent disco sets to paddleboard rentals, they've turned amenities into revenue

Al's advice? "Make sure the value is already there on your nightly rates before charging more for add-ons."

Read Rather Be Properties' full success story here: https://bit.ly/hostawaycasestudies

08/20/2026

AI CoHost just got a major upgrade. ✨

📱 Now on Mobile: instant answers about your properties, reservations, and performance, right from your phone.

📥 COMING SOON in your Inbox: smart prompts and context-aware recommendations as you work through guest conversations.

Plus deeper data insights, better channel breakdowns, multi-unit support, and more.

Your AI operational partner is smarter than ever. Have you tried it yet?

08/19/2026

Know someone who'd love Hostaway? Get paid to tell them. 💸 Your recommendation is worth real rewards.

Through the Hostaway Referral Program, every friend, colleague, or fellow short-term rental manager who signs up using your unique link earns you a $300 Gift Card.

Here's how it works:
✍️ Sign up and get your unique referral link
📩 Share it with your network
🎁 Earn a $300 Gift Card for every successful referral
🔁 Refer as many people as you want, there's no limit

Our top referrer walks away with a $10,000 Grand Prize to redecorate or renovate their short-term rental, revealed live at our North American Conference, Hostaway Backstage in November! 🏆

Join the referral program here: https://bit.ly/hostaway-referral-program

08/18/2026

Still setting your nightly rates manually? Here's why the top STR operators stopped ⬇️

Static pricing made sense when supply was lower. It doesn't anymore. The best operators aren't guessing on rates, they're letting the data do the work.

Hostaway's Dynamic Pricing draws from billions of data points to provide strategic rates tailored to your rentals, and updates them automatically every day. So you save time, stay competitive, and stop leaving money on the table.

Want to see how it works? Learn more in our bio.

08/12/2026

We're a Finalist! 🏆

Hostaway has been shortlisted in the 2026 Skift IDEA Awards, recognized in the Property Management category by one of the most prestigious names in travel.

Thanks to the judges for recognizing our team's innovation and results this past year, and to our community of hosts and property managers. 🧡

See the full finalist list below. Winners announced August 26th!
https://skift.com/2026/08/07/2026-skift-idea-awards-meet-the-finalists/

Address

Toronto, ON

Telephone

+1 416 821 3601

Website

https://www.hostaway.com/

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