Healdsburg Plaza
34 properties available
Perched above Dry Creek Valley with panoramic vineyard views, this newly furnished private retreat features a pool, hot tub, bocce court, and exclusive winery tastings included with your stay.Enjoy complete privacy on a quiet country road just 15 to 20 minutes from Healdsburg Plaza.Wine Country seclusion without sacrificing access._________________
Just 2 Blocks from Healdsburg Plaza – Step into Wine Country elegance at Heavenly Hideaway, a thoughtfully remodeled historic home that puts you at the heart of Healdsburg's culinary and wine scene. Walk to award-winning restaurants, boutique shopping, and premier tasting rooms, then retreat to your private sanctuary for relaxation and connection.B
Tucked along the Russian River, just 1.5 miles from Healdsburg Plaza, River View Lodge is a private, peaceful retreat perfect for romantic getaways, family vacations, or remote work with a view. With stunning river frontage, a private dock, two kayaks, a hot tub, and an expansive deck over the water, this home offers an unforgettable Wine Country e
Escape to a dreamy 4-bedroom farmhouse nestled among Sonoma’s rolling vineyards and quiet country roads. From sipping wine by the fire pit to watching sunsets over Mount St. Helena, Moore Family Farmhouse blends rustic charm with modern comfort — an inviting Wine Country retreat for families, friends, and wine lovers alike.What makes this home espe
Welcome to your own slice of Wine Country magic.
Just minutes from downtown Healdsburg, this private retreat is all about easy living, beautiful views, and time well spent—whether you’re here to celebrate, reconnect, or simply slow down and soak it all in.
Inside, the home is bright, comfortable, and made for gathering. The chef&rsq
Retreat to the exquisite Heron House, a riverside haven where the towering Redwoods meet the flowing beauty of the Russian River. This special riverfront home offers direct access to a private beach and is located just minutes from downtown Healdsburg. Tucked away on North Fitch Mountain’s wooded knoll, the setting feels wonderfully secluded—yet ne
Escape to Rosy Red Cottage, a charming two-bedroom getaway nestled among the lush vineyards of Calistoga. Perfectly blending rustic Wine Country charm with modern comforts, this serene retreat is ideal for couples, families, or friends seeking tranquility, relaxation, and a true connection to Northern California’s wine region.
Located on a
Welcome to The Dragonfly, an exquisite oasis of luxury nestled in the heart of wine country. This sophisticated vacation rental offers an unforgettable experience, combining tranquility, elegance, and modern comfort. With its stunning outdoor area this property promises the ultimate retreat for adults seeking an escape from the hustle and bustle of
Hot tub is in! (Pictures to come)Searching for that ideal sanctuary space that offers quiet respite for the weary soul? Look no further than this Sebastopol home which is perfect for family gatherings, couples getaways, artist/writing escapes, remote workers, and small groups seeking a comfortable, well-appointed retreat in the coveted town of Seba
Welcome to Eden – a rare one-acre estate tucked into the heart of Bennett Valley, where sweeping vineyard views meet effortless Wine Country living. Shaded by majestic heritage oaks and bordered by two seasonal creeks, this exclusive retreat offers three distinct residences on a single property, perfect for families, friends, or groups seeking both
Welcome to our stunning Barrel House nestled in the dry creek valley, the very heart of tranquility! This extraordinary getaway offers the perfect blend of relaxation and luxury, with a range of incredible amenities designed to make your stay truly unforgettable.
Situated on 2 acres, step into the enchanting Barrel House gardens where you will be
Nestled between towering redwoods and rolling vineyards, Puccioni Paradise offers an intimate Wine Country escape for couples or solo travelers seeking tranquility and romance. Just 15 minutes from Healdsburg Plaza's renowned restaurants and tasting rooms, this peaceful sanctuary combines modern comfort with natural beauty—perfect for romantic geta
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