Head-to-head comparison · Updated July 2026

Guesty vs Uplisting

Our highest-scored PMS against a self-serve, flat-fee alternative built for smaller, hands-on portfolios.

Guesty logo
Guesty
4.8/5
95/100

Our highest-scored PMS (95/100) — enterprise automation and 60+ channel integrations

Uplisting logo
Uplisting
3.7/5
74/100

Flat $29/property/month, unlimited listings, no sales calls required

The quick verdict

Guesty (95/100) is our highest-scored PMS overall — 60+ channel integrations, AI-powered automation and enterprise reliability for portfolios scaling past 10 listings. Uplisting (74/100) is built for a different buyer entirely: $29/property/month flat, unlimited listings and users, no setup fee, and self-serve onboarding you control yourself. Guesty’s entry-level Lite plan ($39/month for 1-3 listings) is actually cheaper than Uplisting for very small portfolios, but Uplisting’s flat rate and published pricing scale more predictably once you’re past Guesty’s Pro-tier custom quote. Choose based on where your portfolio sits today, not just which scores higher.

Choose Guesty if…

you’re scaling past 10 listings and want enterprise-grade automation and integration depth, with budget to match.

Choose Uplisting if…

you run 1-20 properties and want simple, published flat-fee pricing with self-serve setup.

Guesty vs Uplisting at a glance

Scores come from our hands-on testing rubric — how we test STR software. Vendors can’t pay for placement.

GuestyUplisting
Our score95/10074/100
Best forScaling operations (10+ listings) wanting enterprise automationSmall-mid hosts (1-20 listings) wanting flat, published pricing
Starting price$39/mo (1-3 listings), custom Pro quote above that$29/property/month flat, unlimited listings
Integrations10/10 — 60+ channels, 200+ marketplace apps7/10 — core OTAs plus locks, pricing tools, Zapier
Automation9/10 — AI-powered messaging & revenue tools7/10 — solid automated workflows, no AI layer
Ease of use9/109/10
Setup9/10 with onboarding support9/10 — self-serve, no setup fee
Team scale9/10 — scales to 200+ listings7/10 — built for smaller teams
Dynamic pricingBuilt-in Guesty PriceOptimizerNone built-in — pairs with PriceLabs/Wheelhouse/Beyond
Full reviewGuesty review →Uplisting review →

Score battle: rubric results side by side

Sub-scores from the same testing rubric we apply to every tool in the property management software directory.

Guesty Uplisting
Automationout of 10
9/10
7/10
Channel syncout of 10
9.3/10
8/10
Ease of useout of 10
9/10
9/10
Setupout of 10
9/10
9/10
Integrationsout of 10
10/10
7/10
Team & scaleout of 10
9/10
7/10
Supportout of 10
9/10
7/10
Value for moneyout of 10
8/10
9/10
Reliabilityout of 10
9/10
8/10
Data exportout of 5
5/5
5/5

The full breakdown

4 dimensions that actually decide which tool fits, based on running both on real listings.

01Pricing & value for money

Winner: Uplisting

Uplisting’s single flat rate is far more predictable than Guesty’s custom Pro-tier quote.

Uplisting charges a flat $29/property/month with unlimited listings and users, no setup fee, and cancel-anytime terms — scoring 9/10 on pricing value in our rubric, ahead of Guesty’s 8/10.

Guesty’s Lite plan at $39/month (1-3 listings) is actually cheaper in dollar terms for a tiny portfolio, but most operators graduate quickly to the Pro tier, where pricing becomes a custom quote around $45+/listing — opaque compared to Uplisting’s published flat rate.

Guesty
  • Lite: $39/mo, 1-3 listings
  • Pro: custom, ~$45+/listing, 4-199 listings
  • Enterprise: custom, 200+ listings
Uplisting
  • Standard: $29/property/month
  • Professional: $24/property/month (annual)
  • Enterprise: custom, volume discounts

02Channel integrations & automation

Winner: Guesty

Guesty’s 60+ channels and AI-powered automation are simply a different tier of product.

Guesty scored 10/10 on integrations (60+ booking channels, 200+ marketplace apps) and 9/10 on automation, including AI-powered guest communication and dynamic revenue management.

Uplisting scored 7/10 on both — it covers Airbnb, Booking.com and Vrbo well, plus RemoteLock/August/Yale locks and PriceLabs/Wheelhouse/Beyond pricing tools, but its own review flags limited marketplace integrations beyond those core categories and no native dynamic pricing.

03Ease of use & setup

It’s a tie

Both score 9/10 here, but for different reasons — Guesty via onboarding support, Uplisting via genuine simplicity.

Guesty’s 9/10 usability score is helped substantially by personalised onboarding and dedicated account management — the platform itself is feature-dense and takes time to explore fully.

Uplisting’s 9/10 comes from the opposite direction: there’s simply less to learn, with self-serve setup, no sales call, and unlimited team members from day one.

04Team & scale

Winner: Guesty

Guesty is explicitly built to scale from 1 to 200+ listings; Uplisting is optimized for smaller portfolios.

Guesty scored 9/10 on team scale, with team roles and multi-unit management baked into its Pro and Enterprise tiers for portfolios well past 100 listings.

Uplisting scored 7/10 — perfectly capable for small-to-mid teams, but its own review doesn’t position it as an enterprise-scale solution the way Guesty does.

Current pricing, plan by plan

Pulled from our reviews and re-checked against vendor pricing pages. Always confirm on the vendor site before committing.

Guesty pricingCheck current price
Lite$39/month ($27/month annually)

1-3 listings, basic channel management, unified inbox, task management

Basic features only, limited integrations

ProCustom quote (est. $45+ per listing)

4-199 listings, advanced features, multi-unit management, revenue tools

Most popular for growing businesses

EnterpriseCustom deal

200+ listings, enterprise features, custom analytics, dedicated support

For large-scale operations

Uplisting pricingCheck current price
Standard$29/property/month

Unlimited listings, messaging, calendar sync, automations, direct booking website

No setup fee, cancel anytime

Professional$24/property/month (annual billing)

All Standard features + team roles, advanced automations, custom domains

20% discount for yearly payment

EnterpriseCustom pricing

Custom features, dedicated support, SLA

Ideal for agencies and large portfolios

Which one should you choose?

Choose Guesty if…

  • You manage 10+ listings and need enterprise-grade automation
  • You want the widest OTA channel coverage available (60+)
  • AI-powered guest messaging and revenue management matter to your operation
  • You’re scaling toward 50, 100 or 200+ listings on one platform
  • Built-in dynamic pricing (rather than a separate subscription) is a priority

Choose Uplisting if…

  • You run 1-20 properties and want one predictable flat monthly rate
  • You’d rather self-serve setup today than book a sales demo
  • Unlimited listings and team members at one flat price appeals to you
  • A no-setup-fee, cancel-anytime structure matters more than deep automation
  • You’re comfortable pairing Uplisting with an external pricing tool

The bottom line

Guesty and Uplisting sit at genuinely different points in the market despite occasional pricing overlap at the very smallest scale. Guesty is built to run large, complex portfolios with the automation and integration depth professional operators need — our highest PMS score, 95/100.

Uplisting strips that complexity away entirely: one flat published price, unlimited listings, and same-day self-serve setup. For hosts under 20 properties who want predictable costs without a custom quote, it’s the more practical starting point.

Guesty vs Uplisting: FAQ

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We test every tool hands-on and vendors cannot pay for rankings or scores. Some links are affiliate links — if you buy through them we may earn a commission at no cost to you, which funds independent testing. See our disclosure.