Deposits, contracts and invoices for vacation rentals

Collect a booking deposit and schedule the balance before arrival with Square Invoices, with a rental agreement the guest e-signs. Square Invoices sends estimates, e-signature contracts and invoices with deposits, payment schedules, recurring billing and automatic reminders. Roots Payments, an independent Square Reseller, sets it up and supports it.Free 30-minute consultation. Review your setup, compare options and leave with clear next steps.

How each solution supports vacation rentals & short-term rentals

See what each option adds to the way your business takes and tracks payments.

Square Invoices

For vacation rentals & short-term rentals: Send itemized invoices for room deposits, guest stays and hotel services and track deposits, due dates and outstanding balances. Collect a booking deposit and schedule the balance before arrival with Square Invoices, with a rental agreement the guest e-signs. Square Invoices sends estimates, e-signature contracts and invoices with deposits, payment schedules, recurring billing and automatic reminders. Roots Payments, an independent Square Reseller, sets it up and supports it.
  • We build invoice, estimate and contract templates in your brand
  • We set up deposit and payment-schedule rules that match your policies
  • We connect invoices to QuickBooks Online or Xero

Square Online (websites)

For vacation rentals & short-term rentals: Give customers an online storefront for room deposits, guest stays and hotel services, with ordering and fulfillment choices suited to your business. Sell local experiences, welcome baskets and gift cards on a Square Online site. Square Online builds a website or online store synced with your Square item library, including non-physical item types for event tickets, memberships and donations. Roots Payments, an independent Square Reseller, sets it up and supports it.
  • We build and configure your Square Online site and item types
  • We write confirmation emails with redemption details, since Square doesn't generate tickets automatically
  • We connect your domain, SEO settings and analytics
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E-commerce Payments

For vacation rentals & short-term rentals: Add online checkout for room deposits, guest stays and hotel services, with order references carried through payment and fulfillment. Take direct bookings on your own website with hosted checkout and fraud screening. A hosted or embedded checkout takes bookings and orders on your own website with fraud screening and 3-D Secure.
  • We connect checkout to your site or booking engine
  • We tune fraud rules to cut false declines
  • We support launch and testing
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Pre-Authorization & Deposits

For vacation rentals & short-term rentals: Authorize deposits for room deposits, guest stays and hotel services and reconcile the held amount against final charges. Authorize a refundable security deposit before arrival instead of collecting cash or a check. Pre-authorizations reserve funds on a guest's card for deposits and incidentals, then capture only what's owed.
  • We configure hold amounts and timing for your policies
  • We train staff on releasing holds promptly
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Payouts

For vacation rentals & short-term rentals: Distribute amounts owed to property hosts and hospitality contractors, with payment references matched to guest folios, booking deposits and room charges. Pay property owners their share of each booking automatically. Payouts send money to partners, owners and vendors from your platform, provided through our licensed banking and money-transmission partners. Roots Payments is not a bank or money transmitter.
  • We design the payout flow and connect it to your software
  • We coordinate onboarding with our licensed partners
  • We support you after launch
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Gig Worker Payouts

For vacation rentals & short-term rentals: Pay property hosts and hospitality contractors from approved jobs or service records, with earnings and transfer status tracked together. Pay cleaners and maintenance contractors per turnover. Pay freelancers and contractors per job to their bank account or debit card, provided through our licensed banking and money-transmission partners.
  • We connect payouts to your scheduling or job data
  • We set up onboarding with our licensed partners
  • Roots Payments is not a bank or money transmitter
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Marketplace Payments

For vacation rentals & short-term rentals: Collect customer payments for room deposits, guest stays and hotel services and allocate proceeds to property hosts and hospitality contractors within the marketplace workflow. If you run a booking platform, split each reservation between owner, manager and your platform fee. Marketplace payments collect from customers and split funds between sellers, hosts or vendors and your platform fee.
  • We design the funds flow with our partners
  • We integrate with your platform
  • Roots Payments is not a bank or money transmitter
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High-Risk Merchant Account

For vacation rentals & short-term rentals: Present your model for room deposits, guest stays and hotel services to specialist processing partners, with product and fulfillment documentation prepared. When long booking windows put you outside standard underwriting, a high-risk account keeps you processing.
  • We prepare a complete application to speed underwriting
  • We explain reserve terms before you sign
  • We watch your ratios and help you stay in good standing
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Chargeback Management

For vacation rentals & short-term rentals: Organize evidence for disputed room deposits, guest stays and hotel services, including customer authorizations, delivery details and service records. Roots coordinates chargeback-management services to help your business handle disputes and organize responses.
  • Discuss your business goals on a free consultation
  • Coordinate your provider introduction and setup
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Multi-Currency Payments

For vacation rentals & short-term rentals: Collect room deposits, guest stays and hotel services in the currencies your customers use and reconcile them against the original order or invoice. Quote international guests in their own currency. Show prices and charge in the customer's currency while you settle in U.S. dollars.
  • We review your international card mix
  • We set up currency display and receipts
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Crypto Payments & Conversion

For vacation rentals & short-term rentals: Plan a digital-asset payment option for room deposits, guest stays and hotel services, with conversion and reconciliation mapped to the sale. Accept crypto for direct bookings and receive U.S. dollars. Accept cryptocurrency and receive U.S. dollars, provided through service partners coordinated by Roots.
  • We introduce you to our service partners and support setup
  • Roots Payments is not a crypto exchange, bank or money transmitter
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ACH Payments

For vacation rentals & short-term rentals: Offer bank-account payments for room deposits, guest stays and hotel services, with authorization and invoice matching built into the workflow. Bank payments give vacation rental managers a lower-cost option for larger tickets and a backup if card processing is reviewed. ACH has its own risk rules, including return-rate limits under Nacha, so it is underwritten separately.
  • ACH underwriting alongside your card account
  • Authorization language and receipt templates
  • Integration into invoices, checkout, or your CRM
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Text to Pay

For vacation rentals & short-term rentals: Send a payment request for room deposits, guest stays and hotel services by text so customers can pay against a specific order or invoice. Keying card numbers from phone calls is costly and dispute-prone for vacation rental managers. Text-to-pay sends a secure link so the customer enters their own card, with 3-D Secure and a stored consent record.
  • SMS opt-in and TCPA-aware messaging setup
  • Template copy for links and receipts
  • Integration with your CRM or case system
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Merchant Account

For vacation rentals & short-term rentals: Arrange a processing account for room deposits, guest stays and hotel services, with checkout methods matched to how customers pay. A dedicated merchant account underwritten for your vacation rental company, with pricing you can read and a person to call. Underwriting sized for booking windows.
  • Analyze your current statements and quote side by side
  • Prepare the underwriting package so approval moves quickly
  • Set up terminals, gateway and software connections
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Square Invoices questions

Questions hotel operators ask about payments.
Square Invoices lets customers receive and pay invoices. Roots helps configure invoice templates, payment collection and reconciliation.
We review deposits, payment schedules and customer reminders, then configure the invoice workflow around how you bill.
Bring your invoice templates, deposit rules and payment schedule. Roots uses these details to plan the workflow for vacation rentals & short-term rentals and prepare a clear setup scope.
See Square’s official pages for current software, hardware and processing prices. Request a quote for your Roots setup or custom project. Consultations and payment reviews are free.

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Book a free 30-minute review. We’ll map your setup, explain the options and work through clear next steps.