Oakwood
Oakwood: A free web-based toolkit for landlords who want core rental workflows centralized. Ranked #125 of 267 in Property Management Software by our editors (3.0/10); pricing: Free plan · 30-day trial; best for small landlords wanting free automation.
At a glance
- Editor score3.0 / 10
- PricingFree plan · 30-day trial
- Best forSmall landlords wanting free automation
- Free planYes
- Online rent collectionYes
- Facts checked22 Sep 2026
Where it wins
- Free plan includes rent collection, portals, leases, maintenance and documents
- AI lease extraction and tenant communication reduce administrative work
- Vendor coordination, reporting and e-signatures support broader workflows
Where it doesn't
- Web-only access does not provide a mobile app experience
- The free plan is limited to 15 units
- Autopilot is coming soon and currently uses a waitlist
Our verdict on Oakwood
Oakwood is cloud-based property management software for self-managing landlords handling 2–200 rental units. It brings online rent collection, tenant portals, lease management, maintenance tracking, vendor coordination, document storage, financial reporting and e-signatures into a central web dashboard. Tenants can pay rent, submit maintenance requests and communicate through the portal, while landlords can replace spreadsheets, texts and disconnected administrative tasks with one system. It is best suited to small landlords who want free automation for core property operations.
The published plans show a broad progression from essential workflows to more automation. Free includes rent collection and a tenant portal, lease management, centralized maintenance logging and document storage, with a stated 15-unit limit. Starter adds tenant messaging, basic financial reporting, maintenance request tracking and AI lease extraction. Growth costs $24.99 per month when billed monthly and adds the Smart Action Center, document auto-categorization, unlimited AI lease extraction, vendor management, e-signatures and late-rent reminders. Autopilot adds auto-dispatch vendors, AI rent pricing and market insights, SMS, automated lease renewal, public listings and advanced automation; it is marked as coming soon. A 30-day free trial is available without a card.
Oakwood’s strongest fit is for landlords who need rent collection, tenant communication, maintenance coordination and lease administration in one browser-based product. Its tenant portal and vendor features extend beyond basic payment collection, while AI lease extraction and document organization target repetitive administrative work. The main tradeoff is scope: the product is web-only, and the free plan is designed around 15 units. Landlords seeking mobile access or a broader operational setup may prefer an alternative. Those who want a straightforward web system for centralizing rental workflows should find Oakwood the more natural choice.
Your product? Our editors can test Oakwood in depth and publish a review, labelled as paid · from $149/mo →
Oakwood pricing
All 4 Oakwood plans and prices →
Oakwood fact sheet
| Free plan | Yes |
|---|---|
| Paid from | Not verified |
| Online rent collection | Yes |
| Tenant portal | Yes |
| Maintenance management | Yes |
| Property accounting | Not verified |
| Included units | 15 units |
| Lease management | Yes |
| Mobile app coverage | Web only |
| Free trial | 30 days · no card needed |
| Deployment | Cloud |
| Platforms | Web |
| Built for | Small business (editorial estimate) |
| Pricing | Free plan · 30-day trial (source) |
| Website | oakwoodpms.com |
| Facts checked | 22 Sep 2026 |
Alternatives to Oakwood
- RealPage OneSiteA connected multifamily suite spanning leasing, finance, maintenance, compliance, and automation.9.2
- GuestyA broad short-term rental platform with channel, operations, and owner-management tools.9.0
- RealPage Commercial Property ManagementA focused commercial leasing system for accounting, recoveries, tenant service, and portfolio reporting.8.8
See all Oakwood alternatives →
Used Oakwood? Be the first to review it
The editor score above is our own research. What this page doesn't have yet is a reader's view — what you used Oakwood for, what worked and what didn't. No stars are seeded and no review is paid for; an editor reads every one before it appears.
Write a reviewTwo minutes · verified accounts only · read by an editor before it appears
Featured on iTechGuides
Oakwood is listed in our Property Management Software directory. Add the badge to your site — it links back to this page.
<a href="https://www.itechguides.com/products/oakwood/"><img src="https://www.itechguides.com/best/badge/oakwood.svg" alt="Featured on iTechGuides" width="230" height="46"></a>
Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026
Advertiser disclosure: iTechGuides is reader-supported. Vendors can pay for top positions in our rankings and for a place on other products' pages, and we may earn a commission when you click some links. Bought places stand at the number bought; this page and our disclosure say so. Paying vendors may get a fuller, more detailed review from our editors, and that review can change their score. How we rank.
Last updated · How we research and update