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Things have changed in the vacation rental business.
It’s no longer possible to manage listings by hand, keep calendars up to date on all platforms, and answer every guest message yourself especially if you’re expanding beyond one property.
Vacation rental software that makes things easier, automates bookings, syncs channels, and keeps everything in one place is what successful hosts use today.
If your website is built on WordPress, these two platforms always stand out:
What’s even better? You can now connect both directly to WordPress using powerful connector plugins made just for property managers.
Let’s look at why these platforms are the best in the business and how you can make the most of them on your own website.
Property managers usually look for the following when they search for the best vacation rental software:
Both Hostaway and Uplisting do a great job in these areas, but they each have their own strengths.
Many people know that Hostaway helps serious property managers run their businesses more efficiently. It’s perfect for people who manage more than one property and list it on more than one OTA.
Hostaway gives you the tools you need to grow your business without operational issues whether you manage 5, 20, or more properties.
Most property managers depend on their own website for:
👉 Hostaway WordPress Connector Pro
Instead of sending visitors to OTAs, you convert them directly on your own site while Hostaway handles backend operations.
Uplisting is known for being simple, reliable, and powerful. It is built to simplify operations while still offering strong automation tools.
👉 Uplisting WordPress Connector Pro
If you rely only on OTAs, your growth will always be limited.
You build a rental business that can scale independently instead of relying entirely on third-party platforms.
Integration matters just as much as features when choosing vacation rental software.
When you connect Hostaway or Uplisting to WordPress using professional connector plugins, you unlock a fully automated, high-converting, commission-reducing direct booking system.
If you’re serious about growing your vacation rental business, this is the setup that leads the way.
The best vacation rental software for managing multiple properties should offer advanced channel management, automated messaging, calendar synchronization, reporting tools, and scalable automation. Hostaway is ideal for larger portfolios, while Uplisting is a strong choice for growing hosts who want reliable automation with simplicity.
Essential features include channel management across Airbnb, Vrbo, and Booking.com, automated guest communication, real-time calendar syncing, integrated payment processing, direct booking capabilities, multi-property management, and reporting and analytics. Both Hostaway and Uplisting provide these features when integrated with WordPress.
Channel managers automatically sync availability, pricing, and reservations across multiple platforms. This prevents double bookings, reduces manual updates, and ensures accurate real-time information across all listing channels.
Small property managers should prioritize ease of use, reliable channel syncing, automation tools, and direct booking functionality. Uplisting is often preferred for simplicity, while Hostaway works well for businesses planning aggressive scaling.
Yes. With a dedicated WordPress connector plugin, platforms like Hostaway and Uplisting can sync property listings, calendars, and bookings directly to your website, enabling real-time updates and direct booking functionality.
Modern vacation rental software includes automated messaging workflows, booking confirmations, check-in instructions, and review requests. Automation saves time and ensures consistent guest experience across properties.
Yes. Growing hosts can start with streamlined platforms like Uplisting, which offer strong automation without enterprise complexity. As portfolios expand, more advanced platforms like Hostaway can support larger operational needs.
WordPress allows full branding control, SEO optimization, and reduced reliance on OTAs. When integrated with professional connector plugins, it becomes a powerful direct booking engine that lowers commission costs and increases long-term profitability.
NDA? Absolutely — your idea stays protected. 
