Datto vs Lets Encrypt: Pricing and Ratings Compared (2026)
Entry prices and free plans as read on each vendor's pricing page, and user ratings as published on review sites, for Datto and Lets Encrypt side by side. This page compares data; it is not a hands-on review.
On the data: On the data below, Lets Encrypt leads on higher user rating and a free plan. We do not name an overall winner for this pair.
Short on time? Here's the quick answer
Based on published vendor pricing and features and on public review data, here's who should pick what:
Datto
Comprehensive IT solutions for MSPs, encompassing backup, disaster recovery, endpoint management, and service...
Best for you if:
- • You want comprehensive suite of IT management tools tailored for MSPs
Lets Encrypt
Free automated SSL/TLS certificates
Best for you if:
- • You want a fully free tool (Datto requires payment)
| At a Glance | Datto | Lets Encrypt |
|---|---|---|
Starts at | Not published | Free 100% free |
Category | Security Cloud & Infrastructure | Security Developer Tools |
Rating | 4.6/5 G2 4.6 1,249 reviews | 4.8/5 G2 4.8 20 reviews |
Free plan | No | Yes |
Watch out for | n/a | Certificates valid for only 90 days |
Choose Datto or Lets Encrypt?
Choose Datto if
- You want comprehensive suite of IT management tools tailored for MSPs
- You want strong emphasis on business continuity and rapid disaster recovery
Choose Lets Encrypt if
- You want a fully free tool (Datto requires payment)
- You want free SSL certificates
- You want automated renewal
In-Depth Analysis
Datto
Comprehensive IT solutions for MSPs, encompassing backup, disaster recovery, endpoint management, and service...
Strengths
- Pro: Comprehensive suite of IT management tools tailored for MSPs.
- Pro: Strong emphasis on business continuity and rapid disaster recovery.
- Pro: AI-powered features enhance productivity and automation across backup and service delivery.
- Pro: Seamless integration between different Datto products like RMM and PSA.
- Pro: Offers protection for data across on-prem, cloud, endpoints, and SaaS applications.
Weaknesses
- Con: No free tier available for individual products.
- Con: Primarily designed for MSPs and IT teams, potentially complex for small businesses without dedicated IT staff.
Key features
Lets Encrypt
Free automated SSL/TLS certificates
Let's Encrypt offers an exceptionally fair and generous pricing model, as it is entirely free.
Watch out
Certificates valid for only 90 days
Strengths
- Pro: Free SSL certificates
- Pro: Automated renewal
- Pro: Wide support
- Pro: Open source
- Pro: Industry standard
Weaknesses
- Con: 90-day certificates
- Con: No wildcard easy
- Con: Setup complexity
- Con: Rate limits
- Con: No warranty
Key features
Plans and prices: Datto vs Lets Encrypt
| Tool | Plans and prices | Source |
|---|---|---|
| Datto | No plan prices on file | datto.com/pricing |
| Lets Encrypt |
| letsencrypt.org read Sep 29, 2026 |
Prices as read on each vendor's own pricing page on the date shown. Plans are listed per tool and are not matched against the other tool's plans: a plan name or price in one column says nothing about the same row in the other. Details on Datto pricing and Lets Encrypt pricing.
Key Takeaways
Datto
- Choose if you want comprehensive IT solutions for MSPs, encompassing backup, disaster recovery, endpoint management, and service..
Lets Encrypt
- Higher user rating: 4.8/5 vs 4.6/5
- Has a free plan
What the data shows
On the data below, Lets Encrypt leads on higher user rating and a free plan. We do not name an overall winner for this pair.
- Lets Encrypt has the higher user rating (4.6/5 from 1,249 reviews for Datto, 4.8/5 from 20 reviews for Lets Encrypt).
- Only Lets Encrypt has a free plan.
Criteria: user rating (only above 20 reviews on both sides, gap of 0.2 or more), entry price (only on the same billing basis), free plan. How we rate
Frequently Asked Questions
How do Datto and Lets Encrypt compare in 2026?
On the data below, Lets Encrypt leads on higher user rating and a free plan. We do not name an overall winner for this pair. Lets Encrypt has the higher user rating (4.6/5 from 1,249 reviews for Datto, 4.8/5 from 20 reviews for Lets Encrypt). Only Lets Encrypt has a free plan.
What are Datto and Lets Encrypt used for?
Datto: Comprehensive IT solutions for MSPs, encompassing backup, disaster recovery, endpoint management, and service. Lets Encrypt: Free automated SSL/TLS certificates.
What does Datto cost vs Lets Encrypt?
Datto has no public paid-plan price on file. Lets Encrypt is free. Prices read on the vendors' pricing pages, latest check Sep 29, 2026.
What's the main difference between Datto and Lets Encrypt?
Datto's main strength: comprehensive suite of IT management tools tailored for MSPs. Lets Encrypt's main strength: free SSL certificates.