Learn How To Capitalize On Your Vacation Home

How do you turn your second home into a primary investment? To get in on the growing vacation rental industry, it pays to know all you can about booking, management, maintenance, and providing great guest service.

The 33 Amenities & Services That Boost Guest Reviews eBook Cover

The 33 Amenities & Services That Boost Guest Reviews

How To Choose The Right Vacation Rental Management Company eBook Cover

How to Choose the Right Vacation Rental Management Company

2 FREE Books For Higher Rental Returns

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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 advertising, promotion, bookings, paperwork, maintenance, cleaning, repairs, guest services — all of it. Really. You don’t have to worry about fixing bathroom leaks, keeping the spa clean, or guests arriving late. We do the work. You get the income. Simple.

Proven Results

The Wine Stay has more bookings and better customer reviews than the rest.

Average Occupancy vs. Market Median
Average Occupancy vs. Market Median*
Average Impressions vs. Market Median
Average Impressions vs. Market Median*
4.8 Stars
196 Reviews | 4.8 Average*
Top 5 Percent
Market Rank

* Airbnb and VRBO 4-25-19

We are an Airbnb Superhost and soon-to-be Airbnb Plus host -
the highest designation available!

To stay at the front of the market, we are continuously monitoring market trends and innovations. We utilize high-tech tools such as drone videos, 3-D floor plans, and virtual tours, as well as advanced software that lets you as a homeowner have 24/7 access to everything that's happening with your property. In addition, we use smart home tech to control the thermostat and lights, and measure the noise to ensure we stay within local regulations.

Airbnb Superhost
VRBO Premiere Partner
Home Away Premiere Partner

Property Management Expertise

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

Investment Protection

Handing off the management to us helps you capitalize on your investment. We utilize a proprietary pricing algorithm so your home stays booked for more nights each month. What’s that mean for you? For a reasonable fee, the majority of your costs are covered, you get more income, and it’s hands off and hassle free!

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 make the most of your investment, and we’re different from other vacation rental managers because we offer you income options.

No stress. No hassle. Full-service property management

Quick Response

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


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

Internet Marketing

We market to potential guests using SEO, emails, social media, and ads on YouTube, Google Ads, Instagram, and Facebook. Properties are professionally represented on our website, as well as many other vacation listing sites.

Guest Services

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

Owner Portal. Up-To-Date Property Info 24/7


Our specialized software includes an owner portal where you get real-time data about your property — calendar, reservations, financial statements, inspection reports, work orders and related receipts, owner manuals, and more.


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.


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 are able to respond quickly to maintenance calls 24/7.


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

See What Our Guests Have To Say

Quiet wine country retreat!

We loved our days at the Vintage Healdsburg Estate! Comfortable, relaxing, and easily accessible to Healdsburg and wineries. Communication and responsiveness was amazing.

- Nancy

Wonderful house with gorgeous views and perfect location!

We loved our visit and the house, location, and ambiance could not have been any better. Morning coffee overlooking the vineyards, great kitchen to cook breakfast, easy access to Westside road vineyards, up the road to grab lunch from Dry Creek, 3 mins to drive into town.

- Jane

Already planning to return!

The outdoor space is absolutely amazing! We had a blast swimming, dining outside, making pizzas in the outdoor pizza oven and sitting by the fire pit at night with friends. Already planning a return stay to this beautiful property.

- Aaron


This was my first experience renting a home. The home, location, was truly awesome. Its a pleasure to deal with professionals like Mike. Thank you!

- Mark.

Great location!

This house is great for enjoying the wine country. Its location is great and it is a comfortable fully stocked house for three couples. The garden is an outstanding bonus. We really enjoyed our stay.

- Robert

Nicely Appointed!

Very nice, upscale modern home. Well equipped and nicely appointed. Would definitely come back here.

- Jack