Wine & Dine Downtown Healdsburg | Walk Everywhere

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House in Healdsburg, California

4 guests2 bedrooms2 beds2 full baths
5.00
• 6 reviews
Welcome to your charming downtown Healdsburg retreat. A stylish and comfortable getaway just one block from world-class wine tasting rooms and three blocks from the historic Town Plaza. This modern 2-bedroom, 2-bath home offers over 1,500 square feet of thoughtfully designed living space, perfectly blending comfort, convenience, and Sonoma wine country elegance. This home is perfect for your 30+ day getaway (possible discounts for stays outside of 30 days). Inside, an open-concept living area invites you to unwind with a plush sectional, a cozy gas fireplace, and a 60-inch Smart HDTV with premium sound. The fully equipped kitchen features granite countertops, stainless steel appliances, and all the essentials for cooking and entertaining. A writing desk and pub table provide space for casual dining or remote work between wine country adventures. Upstairs, vaulted ceilings and natural light create an airy feel in the two spacious bedrooms, each with a queen bed and high-quality linens. The elegant master bath includes a soaking tub for ultimate relaxation after a day exploring Healdsburg’s tasting rooms and boutiques. Step outside to enjoy two private decks; ideal for morning coffee or an evening glass of wine and take advantage of the gas BBQ for home grilled meals. The community offers access to a serene saltwater pool, gas BBQ area, and bocce court, perfect for laid back afternoons in the sun. Whether you’re here for the Tuesday and Saturday Farmers Markets, summer concerts on the plaza, or simply to unwind in one of California’s most celebrated wine regions, this downtown Healdsburg home places you right in the heart of it all. Sleeping Arrangements: Bedroom 1: Queen Bed Bedroom 2: Queen Bed
What this place offers
  • Crib
  • Bathtub
  • Shower
  • Hair dryer
  • Board games
  • Books
  • Children's books
  • Toys
  • Indoor fireplace
  • Desk
Where you'll sleep
Bedroom 1
1 queen
Bedroom 2
1 queen
About the neighborhood
Set in the heart of downtown Healdsburg, this home offers the perfect balance of small-town charm and upscale Wine Country living. Just three blocks from the historic Healdsburg Plaza, you’ll be surrounded by tasting rooms, boutique shops, award-winning restaurants, and weekly farmers markets—all just a short stroll away. This vibrant neighborhood is one of the most desirable areas in Sonoma County, known for its walkability, friendly community, and sophisticated yet relaxed atmosphere. Guests can start their morning with coffee from a local café, spend the afternoon wine tasting or exploring nearby galleries, and end the day with an unforgettable meal at one of Healdsburg’s Michelin-rated restaurants—all without ever needing to drive. For those looking to venture out, scenic drives lead to the rolling vineyards of Dry Creek Valley, Alexander Valley, and Russian River Valley—all within 10–15 minutes. Outdoor enthusiasts will appreciate the nearby hiking and cycling routes through vineyard-lined backroads, while the Russian River offers kayaking and paddleboarding just a short drive away. Entertainment & Activities: • Healdsburg Plaza – 0.3 mi • Raven Performing Arts Theater – 0.3 mi • Healdsburg Museum & Historical Society – 0.4 mi • Hand Fan Museum – 0.4 mi • Tayman Park Golf Course – 1.3 mi • Francis Ford Coppola Winery Movie Gallery – 10.0 mi • Luther Burbank Center for the Arts (Santa Rosa) – 15.0 mi Wine Tasting: • Williamson Wines – 0.2 mi • Banshee Wines – 0.3 mi • Portalupi Winery – 0.3 mi • Ferrari-Carano Vineyards – 9.0 mi • Jordan Vineyard & Winery – 6.0 mi • Dry Creek Vineyard – 6.5 mi • J Vineyards & Winery – 7.0 mi • Rodney Strong Vineyards – 3.5 mi Dining & Culinary Experiences: • Valette – 0.4 mi • Chalkboard – 0.3 mi • The Matheson – 0.3 mi • Costeaux French Bakery – 0.2 mi • Bravas Bar de Tapas – 0.5 mi • Barndiva – 0.3 mi Outdoor Adventures: • Healdsburg Ridge Open Space Preserve – 2.8 mi • Riverfront Regional Park – 5.0 mi • Lake Sonoma Recreation Area – 12.0 mi • Armstrong Redwoods State Natural Reserve – 17.0 mi • Sonoma Zipline Adventures – 20.0 mi Local Towns for Shopping & Day Trips: • Geyserville – 8.0 mi • Windsor – 10.0 mi • Santa Rosa – 16.0 mi • Cloverdale – 17.0 mi • Sebastopol – 19.0 mi Nearest Airports: • Charles M. Schulz–Sonoma County Airport (STS) – 10 mi • Oakland International Airport (OAK) – 78 mi • San Francisco International Airport (SFO) – 83 mi
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Getting around
Staying in downtown Healdsburg makes getting around easy and convenient. Most of the town’s best restaurants, tasting rooms, and shops are just a short stroll or bike ride away, so you can leave the car parked and explore on foot. For longer outings—like visits to nearby wineries in Dry Creek or Alexander Valley—driving is the easiest option, though local rideshare services such as Uber and Lyft are available in the area (wait times can vary slightly during peak wine-tasting hours). Bike rentals, private drivers, and wine-tour shuttles are also easy to arrange through several local companies.
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House rules
  • Check-in after 4:00 PM
  • Check-out before 10:00 AM
  • 4 guests maximum
Safety & property
  • Fire extinguisher
  • First aid kit
  • Carbon monoxide alarm installed
Cancellation policy
Add your trip dates to get the cancellation details for your stay.