Healdsburg Vacation Rentals

Healdsburg vacation rental

Life is Good in a Wine Country Vacation Home

Wake up in a modern farm house that sits at the end of a quiet country road. Enjoy views of the garden and watch horses graze in the pasture as you make breakfast. Relax and enjoy life at a slower pace at this ideal vacation home for rent in Sonoma County. The Healdsburg Experience has the perfect Healdsburg vacation rental options for family and friends to gather together.  

Healdsburg vacation rental wine tasting

It's All About the Experience 

The Healdsburg Experience was founded by Mike Little to meet the need for high-quality Wine Country vacation rentals that offer more than attractive destinations, but an unforgettable first-rate vacation experience as well. The Healdsburg Experience loves sharing the good life of beautiful Sonoma and Napa counties. The team brings more than 40 years of experience and knowledge on the unique area and its world-class restaurants and wineries, artisan food, and handcrafted products. The Healdsburg Experience offers a number of services that they can provide you during your stay including boutique winery tours and tastings, on-site massage, gourmet meals prepared by a Michelin-starred chef, personalized grocery shopping and transportation! Sit back an enjoy, you don't have to worry about a thing! 

Healdsburg Vacation Rentals 

All Healdsburg vacation rentals  are squeaky clean and maintained to the highest standard.  High-end furnishings in prime condition, homes fully equipped for real living and amenities that pamper the guests are included at each Healdsburg vacation rental.  They ensure each guest feels at ease and want you to make yourself at home.

Your Own Private Resort

Healdsburg vacation rental

Enjoy Tuscan lifestyle from your Healdsburg vacation home in Sonoma County. Set atop rolling hills among the vineyards, this exquisite estate has everything you could want for a relaxing vacation in wine country.  Located off a quiet country lane yet only a short drive to charming downtown Healdsburg, this comfortable, luxury home has a private pool, spa and even a fire pit to roast marshmallows at under the stars. 

Quiet Healdsburg Cottage 

Healdsburg vacation rental

Want a comfortable Healdsburg vacation home within walking distance of downtown? This cozy house in a quiet neighborhood is for you. The open and bright living area has space for you to spread out and settle in. 

Vintage Healdsburg Estate

Healdsburg vacation rental

This 1930s, Tudor-style manor gives your Healdsburg vacation a whole different vibe.  Surrounded by Healdsburg Wine Country vineyards and anchored in history, you're sure to feel at ease here. Vintage details – inlaid oak floors, tall multi-paned windows, iron handrails – blend with modern upgrades to create a warm, welcoming atmosphere at the Healdsburg vacation rental. 

Healdsburg Area Guide

Healdsburg vacation rental

Sonoma-Napa Wine Country offers so much to do and see including amazing shopping, dining, and fun activities for the whole family. Looking for a good restaurant? There are plenty to choose from, Barndiva and Chalkboard Restaurant to name a few. More recommendations here. 


Feeling adventurous? Choose from balloon adventures, bike riding or horse back riding through vineyards, boating, golfing, kayaking and more! 


Staying in a Healdsburg vacation rental is so much more, its a luxury Healdsburg Experience. 

View more rentals from Healdsburg Experience HERE!