Renting your vacation home is simple with The Wine Stay.

Managing vacation rentals isn’t easy, but with The Wine Stay, it is simple for homeowners.

Why? Because we take care of everything: we handle the bookings, paperwork, maintenance, cleaning, repairs, guest services — all of it. Really. You don’t have to worry about guests arriving late, fixing bathroom leaks, or keeping the spa clean. We do the work. You get the income. Simple.


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Property Management Expertise

Savvy marketing, detailed recordkeeping, impeccable customer service — our team of professionals understands how to market vacation rentals for highest occupancy, manage the experience for ultimate guest satisfaction, and create a seamless, simple process for homeowners.

Protecting Your Investment

You may think you could save money by managing the property yourself. But win/win vacation rental management means your guests are happy and your home is secure. For a reasonable fee, we offer the assurance that your investment is safe. All this, and it’s hands off and hassle free for you!

Monthly Income Options

Letting your wine country vacation home sit empty most of the year is leaving money on the table. Why not earn income from it when you’re not there? The Wine Stay helps you capitalize on your investment, and we’re different from other vacation rental managers because we offer you income options.

We partner with a worldwide leader in the vacation rental industry to make it easy for you to capitalize your real estate. You are guaranteed a fixed monthly income from your rental regardless of occupancy or seasonal fluctuations.

TrueRent Guarantee

Monthly Variable Rent

We market your vacation home online using a dynamic pricing scale — prices fluctuate with the day of the week and season so your listing always earns top dollar while staying competitive.

No stress. No hassle. Full-service property management.


We respond quickly to inquiries about rentals, as well as questions from guests and homeowners. Professional, friendly, efficient — we build strong relationships.


From reservation inquiries and secure online bookings to repair calls, convenience services, and housekeeping, we take care of our guests.


Clear, straightforward communication matters. Whether about property repairs, marketing initiatives, or changes in industry standards, we keep you in the loop.


We stay in contact with our trained housekeepers through an app so we can address any concerns immediately. Properties are inspected before and after every guest and kept to top industry standards, ensuring consistency and quality.


Our professional maintenance services keep properties in tip-top shape for a smooth guest experience and to protect the homeowner’s investment. We respond quickly to maintenance calls 24/7.


As professional property managers, we are the “eyes and ears” for your property. Instead of sitting empty, vacation homes are checked and maintained continuously.


We are primarily accountable to you, the property owner. We protect your investment property and provide monthly financial reports.


We market to 100,000 potential guests via social media, Google Ads, Instagram, and Facebook. Properties are professionally represented on our website, as well as other vacation listing sites.


We keep clean books — from revenues and repairs to lodging tax and 1099s – and you receive professional, monthly accounting updates. And we make sure homeowners have access to information at all times.

Owner Testimonials

We couldn't be happier with the level of service and response we are having.

- Abigail M.

We are very happy with the revenue we are getting from our property and love working with Mike and his team.

- Tom B.