View 5 more homes
Yes, 48 of our Healdsburg homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).Browse dog-friendly homes >
Yes. 84 of our Healdsburg vacation rentals have internet access, so you can stay connected throughout your trip.Browse homes with internet access >
Absolutely. Our local Healdsburg team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.Learn more about Vacasa Premium Clean >
Guests need not venture far from the central downtown plaza to find outstanding local, sustainable food. Between the artisan breads at Costeaux French Bakery, the specialty pantry goods at SHED, and a local bottle of wine or two, you'll have the makings of an easy and memorable vineyard picnic. For dinner, grab a table on the square at Bistro Ralph, celebrate a special occasion at Dry Creek Kitchen, or sample the creations of a true hometown chef at Valette.
Just beyond the downtown tasting rooms, restaurants, breweries, and art galleries, Healdsburg offers adventures for outdoorsmen of all stripes and interests. Golfers can play nine holes at the Healdsburg Golf Club overlooking Dry Creek Valley, while avid cyclists can join Adventures in Cycling for tours that range from a one-day outing in wine country to a five-day journey to the Pacific Ocean. The 110-mile-long Russian River also passes through central Healdsburg on its journey to the Pacific Ocean, offering countless opportunities for kayaking, canoeing, swimming, and sunbathing.
With so many culinary, viticultural, and outdoor wonders at their fingertips, visitors to Healdsburg can easily forget that the surrounding region is one of the most serene and beautiful in all of Northern California. Be sure to hike though the majestic coastal redwoods at Armstrong Redwoods State Natural Reserve, where the trees reach astounding heights of up to 310 feet. An additional 14 miles will bring you to the stunning Sonoma Coast State Park near Jenner, where wildlife enthusiasts can spy on ever-present colonies of California sea lions, northern elephant seals, and Pacific harbor seals.
Have a bit more gas in the tank? Drive 32 miles west of Healdsburg to Bodega Bay, the rugged coastal town made famous as the setting for the classic Alfred Hitchcock film, The Birds. The stretch of Highway One that runs from Bodega Bay nearly 100 miles north to Mendocino is one of the great coastal drives in the United States, full of rocky bluffs, towering cliffs, and blissfully deserted roads. Drink in spectacular landscapes, charming towns, and the best of California wines - book one of our Healdsburg vacation rentals today.