Equipment Rental Business management made simple

With Windward Software's rental solution, you can get customers in and out quickly, control inventory and scheduling, instantly see up-selling opportunities, rent and sell on the same invoice, and earn more profit by automating your business processes from point of sale to back-end accounting. 

Start working smarter with Windward’s rental software.

Construction Worker Carrying Jackhammer

Optimize Your Rental Operation

Effective Inventory Management

Know where your rental inventory is at all times and stay on top of your maintenance with System Five’s detailed scheduling program. Whether you deal in lawn and garden equipment or heavy machinery, you’ll manage your inventory with ease.

All-in-One Business Management

Meet all of your business management needs with one complete software solution. Windward System Five is fully integrated, meaning individual modules work in unison to streamline every aspect of your operation.

Windward Expert Support

Operate with the reassurance that Windward Software’s expert support staff is with you every step of the way. From the installations to training to troubleshooting, we offer live global support seven days a week. We’re not happy until you are.

Equipment Rental Business Software Features

Manage your rental business from start to finish with Windward System Five

Point of Sale

Engage customers and increase profits by equipping your sales staff with the tools and knowledge they need to provide an exceptional level of customer service.

Read More | Point of Sale


Enjoy greater inventory control with barcoding for faster checkout service, improved customer satisfaction, fewer errors and quicker stock checks.

Read More | Barcoding

Signature Capture

Reduce paperwork, streamline administrative processes and incorporate a higher level of security with our POS software’s electronic signature capture capabilities.

Read More | Signature Capture

Multi-store POS

Keep your business network running smoothing and cohesively with our dealer management software. Oversee your operations from a single location and communicate business critical information between branches.

Read More | Multi-store POS

Credit Card Processing

With Windward Software’s integrated credit card processing, you’ll be able to conduct credit, debit and gift card transactions quickly, accurately and securely.

Read More | Credit Card Processing


By integrating your online and offline operations, you’ll keep administrative costs down while maintaining tight control over your expanding inventory.

Read More | eCommerce

Business Management

Buy better, market smarter and work more efficiently in your business. Windward System Five provides you with the knowledge and control to drive profits.

Read More | Business Management

Inventory Control

Control your inventory, track inventory movement, optimize stock levels and improve your cost control measures through reports.

Read More | Inventory Control

Customer Management

Create a database with your customer information to provide a smoother, more personal shopping experience, and increase your selling and marketing opportunities.

Read More | Customer Management

General Ledger

Windward Software's integrated accounting software allows you to view, print, enter and report data quickly and conveniently, providing and simple, error-free way of managing your books.

Read More | General Ledger

Serial Number Tracking

For businesses that require that extra level of inventory management, our software provides serial number tracking capabilities so you know where your product is at all times.

Read More | Serial Number Tracking

Admin & Control

Empower your employees with the access and information they need to perform their jobs properly, without compromising security or confidential data.

Read More | Admin & Control

Financial Reporting

Track and compare company performance with P&L statements. Use balance sheets to determine your financial standing.

Read More | Financial Reporting

Customer Reporting

Get remarkable insight into the people that matter most to your business - your customers. Slice and dice customer data 100s of ways to optimize processes.

Read More | Customer Reporting

Create Your Own Reports

The beauty of Windward's custom report designer is that you can analyze the details that matter most to you... whether that's staff in multiple locations, inventory levels, and another area of interest.

Read More | Create Your Own Reports

SMB & Enterprise Editions

Windward System Five is available in two versions: SMB lets you choose the modules you need most. Enterprise comes fully loaded to provide the most comprehensive business management system available.

Read More | SMB & Enterprise Editions

Installed or Cloud

Choose from two options for deploying our Rental Business Management software: through a tried and tested local installation, or by using our innovative cloud-based Windward Cloud model.

Read More | Installed or Cloud

Software Integrations

Configure Windward’s business management software to handle industry-specific processes and integrate with systems you already have in place.

Read More | Software Integrations

Recommended POS Hardware

Windward System Five point of sale software supports a range of optional hardware to help your business run smoothly - scanners, printers, computers, touch screens, and more.

Read More | Recommended POS Hardware

Fail Safe Technology

Whether you need reliable backup to protect against system failure, or you need to synchronize information across multiple locations, Windward’s fail safe technology has got your back.

Read More | Fail Safe Technology

Expert Support

Windward offers phone support, virtual assistance through screen sharing, or on-site support depending on edition and plan. Self-help is always available 24/7 through our extensive knowledge base.

Read More | Expert Support


Our comprehensive training materials are available for all customers. Whether you're just getting going or just need to train a new employee on one thing, you'll love the video library and how-to's.

Read More | Training


Maintenance and support packages are available for customers that like an ongoing support team available to fine tune software features. Our experts will handle the software issues so you can focus on your bottom line.

Read More | Maintenance

Designed with your everyday tasks in mind

Wedding Head Table

Designed For Both Rentals & Sales

Windward Software's equipment rental software includes point of sale (POS), reservations, inventory control and accounting modules designed to help you run your rental business, instead of just reporting on it. You’ll be able to monitor efficiency (rented hours vs. available hours) and profits by tracking every transaction in detail to meet management needs. This applies to both long-term (e.g. monthly) or short-term (e.g. daily or weekly) equipment rentals.

Inventory Types

Equipment rental inventory can be moved from rental to retail and back effortlessly. Prices can also be marked down according to condition.

Serial Number for Inventory Support

Sales, warranties and floor planning are all tied to the serial number of each item. With some warranties lasting 10 years (or longer), the issue is more important now than ever. Windward Software's serial number control is superior to others because it's based on the real world.

Rental History

If you have equipment that gets rented for months at a time, our recurring rentals feature lets you create a template of the rentals for your customer. It then creates invoices and can even process credit cards with the click of a button. Rental history can be quickly displayed on-screen or printed, showing the past history of a piece of equipment for any date range selected (e.g. last three months etc.).

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Real customers, real results.


Altra Rental & Supply

Windward Software's Rental POS Edition has revolutionized the way we do business. It allows us to track the full history of every single item: rentals, repairs, warranty, sale date, owner, etc. If a barcode does not come with the item from the manufacturer, it is easy to generate one using the Windward solution.

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e-commerce settings

Upselling Made Easy

Additional supplies can be automatically suggested or added to invoices. For example, renting a photocopier may also prompt the salesperson to ask if the customer would like extra toner or paper. Renting a forklift may prompt the salesperson to ask if the customer would like an additional tank of propane, or the new extended forks. This allows you to effortlessly increase your ‘add-on’ sales to generate extra revenue.

Touchscreen Technology

You can create either a global (system wide) or local (this workstation only) button layout for retail counter sales. This allows certain key retail features to be displayed in an intuitive fashion.

E-Commerce Solutions

Whatever your Internet goals, Windward E-Commerce has the customizable shopping cart software solutions to help your business succeed online. This powerful software package integrates your online and offline businesses, providing you with optimal control and flexibility.

Audio / Visual Rentals

Whether renting equipment for big movie productions or family birthday parties, our rental software can be tailored to suit the unique AV subsector where the core value is customer relationships. This includes:

  • Teaching customers how to use equipment
  • Servicing rental and non-rental equipment
  • Deliveries
  • Upselling lights, cameras and other equipment

In order to manage all these things, you need to have a strong and robust business management solution that frees up your time to spend with each and every customer.

Consumer Electronics

Accounting Features

Windward’s rental software is a more complete solution than many of its competitors. It comes fully integrated with a built-in accounting program so you can manage all of your company's accounting needs with one convenient package. The system includes general ledger, accounts payable, check writing, financial statements and much more. There’s no need to switch programs or duplicate your business entries. System Five is also fully scalable so that as your business grows, our rental software grows with you.

Easy Access to Rental Equipment

Your customers will enjoy fast and efficient checkouts of on-hand rental inventory and reserved inventory and services. Payment methods can be configured by time period, and the system can be set up to automatically incorporate late fees and reservation updates. Rental equipment is easily set up to make future inquiries extremely fast. Based on individual items or groups of similar items, rental inquiries are quickly performed allowing you to answer most inquiries over the phone.

Lawn and Garden Rentals Made Easy

More than any other sub-segment of the rental business, lawn and garden businesses have to be able to do it all:

  • Service inventory and products
  • Dealing with warranties and brands you may not even sell or rent
  • Sell or rent to contractors and DIYs
  • Provide a one-stop-shop for everything related to your customers project

If your customer is installing an irrigation system, you have to be able to rent a trencher, sell irrigation pipe and fittings, and/or service sprinkler heads. 

What's more, there’s never really a seasonal downtime in the lawn and garden sector. As soon as fall projects come to completion, snow removal starts. After that, spring vigor brings retaining walls and water features.

Create Time for Your Customers

Windward’s rental software solutions manage all of the back-end processes, freeing you and your staff to build customer relationships. You can show a weekend warrior how to operate a Bobcat, make sure he has the right tools for the job, and make sure he has all the piping, blades, etc. to do it right the first time. 

Our rental software will also save you time by streamlining inventory management, order tracking, quote creation, reservations and contract printing. 

What's Working in Your Business? Reports Will Tell You

Windward’s powerful reports give you all of the information you need to make informed decisions about your rental business.  Report on sales, customers, staff, departments, even multiple locations - find out where the money is made and lost.

Elegant Seaside Wedding

A Party They Won’t Forget

Windward’s event and party rental software for businesses is all about customer relationships. Whether it's a birthday party or a wedding, every customer expects the event to be perfect. The chairs need to be just right, the silverware must sparkle...basically, everything has to go off without a hitch. Whether you’re selling or renting equipment (or both), Windward’s rental software can make it happen.

From Quote to Pickup

In the party and events supply rental business, you’re usually involved with the client from the moment you start quoting.  You need a strong rental software solution that allows you to focus on building customer relationships and providing the best service possible. Windward System Five manages all the back-end processes so that you can manage your business efficiently and smoothly.

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Management Software for yourself!

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