Luxury Vacation Rentals in Healdsburg
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 4 vacation rentals – enter your dates for availability.
Welcome to Healdsburg
Make your next Wine Country escape effortless with Wander’s luxury vacation rentals in Healdsburg. Our handpicked homes pair the polish of a five-star hotel with the privacy of a designer residence, so you can settle in and exhale.
Choose from vineyard-view estates, modern farmhouses, and sleek hilltop retreats with indoor outdoor living. Expect chef-ready kitchens, spa-like baths, private pools or hot tubs, outdoor lounges, and dedicated workspaces with ultra fast WiFi. Every home is immaculately cleaned, professionally managed, and looks exactly like the photos, with 24/7 concierge support for anything you need.
Destinations near Healdsburg
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
All homes in Healdsburg
Discover more of Healdsburg
Framed by the Russian River, Dry Creek Valley, and Alexander Valley, Healdsburg brings together small-town warmth and a world-class culinary and wine scene. The historic plaza hums with tasting rooms, boutiques, and art, while nearby producers showcase the best of Sonoma’s seasonal bounty.
Long, sunny days invite cycling along quiet vineyard lanes, paddling the Russian River, and exploring towering redwoods within easy reach. Evenings glow with golden light over the hills, followed by star-filled skies. Each season has its own rhythm, from spring bud break to fall harvest. This is why Wander’s luxury vacation rentals in Healdsburg are the perfect choice, whether you are traveling for work or leisure.