Guesty vs Dockwa: Which Should You Choose in 2026?
Choosing between Guesty and Dockwa comes down to understanding what each tool does best. This comparison breaks down the key differences so you can make an informed decision based on your specific needs, not marketing claims.
Short on time? Here's the quick answer
We've tested both tools. Here's who should pick what:
Guesty
The leading AI property management software for short-term rentals, simplifying operations and maximizing revenue.
Best for you if:
- • You need vacation rentals features specifically
- • AI-powered platform for managing short-term rental properties.
- • Centralizes listings, communication, and operations across 60+ channels.
Dockwa
Manage every aspect of your marina business on one comprehensive platform.
Best for you if:
- • You need property management features specifically
- • All-in-one platform for marina management, covering reservations, contracts, POS, and CRM.
- • Automates operations to save time, increase occupancy, and boost revenue.
| At a Glance |  Guesty | |
|---|---|---|
Price | Free + Paid | Free + Paid |
Best For | Vacation Rentals | Property Management |
Rating | —/100 | —/100 |
| Feature | Guesty | Dockwa |
|---|---|---|
| Pricing Model | Freemium | Freemium |
| Editorial Score | — | — |
| Community Rating | No ratings yet | No ratings yet |
| Total Reviews | 0 | 0 |
| Community Upvotes | 0 | 0 |
| Categories | Vacation RentalsChannel Managers | Property ManagementReservation Systems |
Understanding the Differences
Both Guesty and Dockwa solve similar problems, but they approach them differently.Guesty positions itself as "the leading ai property management software for short-term rentals, simplifying operations and maximizing revenue." while Dockwafocuses on "manage every aspect of your marina business on one comprehensive platform.". These differences matter depending on what you're trying to accomplish.
When to Choose Guesty
Guesty makes sense if you're looking for a budget-friendly option with a free tier solution.
When to Choose Dockwa
Dockwa is worth considering if you need a flexible option with both free and paid tiers tool.
Who Should Use What?
Bootstrapped or small team?
When every dollar counts, Guesty lets you get started without pulling out your credit card.
We'd pick: Guesty
Growing fast?
Your team doubled last quarter and you need tools that won't break when you add 50 more people. Dockwa is built for teams that are leveling up.
We'd pick: Dockwa
Enterprise with complex needs?
You need SSO, compliance certifications, and a support team that picks up the phone. Both have enterprise tiers—compare their security features.
We'd pick: Guesty
Still not sure? Answer these 3 questions
How much can you spend?
Tight budget? Start free with Guesty, upgrade when you're ready.
Do you care what other users think?
Both have similar review counts. Read a few before you commit.
Expert opinion or crowd wisdom?
Our team rated Guesty higher (/100). But the community has upvoted Dockwa more (0 votes). Pick your source of truth.
Key Takeaways
What Guesty Does Better
- Our recommendation for most use cases
Consider Dockwa If
- You want to start free and scale later
- Its specific features better match your workflow
- You prefer its interface or design approach
The Bottom Line
If we had to pick one, we'd go with Guesty. But the honest answer is that "better" depends on your situation. Guesty scores higher in our analysis, but Dockwa might be the right choice if its specific strengths align with what you need most. Take advantage of free trials to test both before committing.
Frequently Asked Questions
Is Guesty or Dockwa better?
Based on our analysis, Guesty scores higher with high/100. Guesty isfreemium while Dockwa is freemium. The best choice depends on your specific needs and budget. We recommend testing both with free trials if available.
Can I switch from Guesty to Dockwa easily?
Migration difficulty varies. Check if both tools support data export/import in compatible formats. Some tools offer migration assistance or have integration partners who can help with the transition.
Do Guesty and Dockwa offer free trials?
Most software in this category offers free trials or free tiers. Guesty is freemium with a free tier.Dockwa is freemium with a free tier. Visit their websites for current trial offers.