Healdsburg Vacation Rentals

02/20/2026

Such a pretty time to visit Sonoma County! 🥰

Mustard flowers are turning vineyards and valleys a vibrant yellow, adding a pop of color to the local landscape and social media feeds. Following winter rains, mustard flowers turn Sonoma County vineyards and valleys a vi [...]

01/21/2026

We've compiled a list of our favorite places to eat, drink and explore in and around Healdsburg. Discover Healdsburg’s best restaurants, wineries, wine tours, shopping, hiking, biking, kayaking, live music, and family attractions—all curated by local hosts to help you experience Sonoma Wine Country like a true insider.

Discover Healdsburg’s best restaurants, wineries, wine tours, shopping, hiking, biking, kayaking, live music, and family attractions—all curated by local hosts to help you experience Sonoma Wine Country like a true insider.

01/16/2026

Watch a fun tour of Healdsburg with No Chill Mustafa, including the Mugnaini Wood Fired Ovens factory, where our wood-fired pizza oven was made. ☀️🍕

12/06/2025

It's a "𝓢𝓮𝓪𝓼𝓸𝓷 𝓽𝓸 𝓢𝓹𝓪𝓻𝓴𝓵𝓮" in Healdsburg! Visit Stay Healdsburg to learn about all the exciting events happening in our charming little town this holiday season. We have some openings for bookings December 14-20! Enjoy Festive Healdsburg Plaza, Sip & Shop events and stay with us for 10% off the regular nightly rate using our Last Minute Discount. ❤️🎄🎅
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10/29/2025

This charming, historic town sits at the intersection of three different AVAs.

09/28/2025

Fun and educational day mingling with other Sonoma County Hosts at the End of Summer Soirée talking all things 🏡🗝️

08/30/2025

Fun (and tasty) day taking a Spanish Tapas cooking class at CIA Napa! Maybe they’ll hire us around the corner now at our favorite !! 🍷 Only 122 steps from Clementine Cottage. 😍

08/17/2025

Our second Healdsburg property Mid-Term (30+Day) rental is now available to rent, now through the end of the year! Enjoy an extended holiday or remote work location in California wine country near the Coast, and SF Bay Area. Five hospitals within 20 miles.

Welcome to Clementine Carriage House, a charming and fully furnished 1BR/1BA home located just steps from the renowned Healdsburg Plaza in Sonoma County. Perfect for executives, traveling nurses, or anyone seeking a comfortable extended stay, this private retreat combines modern convenience with sma...

08/12/2025

Coming Soon! We are excited to share that the Clementine family will have a new property launching this Fall — Villa Bella Clementina! Perfectly situated near Sonoma Square, with gorgeous views of Sonoma Valley … we can’t wait to share the details soon! 🍊

05/05/2025

We attended a Pink Party on Sunday ! Over 30 wineries pouring Rose all Day. 💞💗💓💕🌸💖
.rose.cellars

04/25/2025

A healthy ratio of Champagne to OJ here . Located within a 5 minute walk of Clementine Cottage! 🥂 🍊