Healdsburg Vacation Rentals Healdsburg vacation rentals will be listed here very soon! Through Wine Country Getaways' user-friendly website, planning a vacation is made easy. Vacationers will be able to search for a home based on their personal preferences, view interior photographs and virtual tours, check rates and availability, access area maps and much more! In addition to detailed photography, in-depth descriptions including amenities are provided for every vacation home.