Property Tag: Healdsburg Plaza


Properties Available 33 properties available
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
Hot HOT 10
Heron House Hot Tub and Wine Tastings Included
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (35)
Rental Property DescriptionWelcome 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. Th
Vineyard Daydream Wine Tastings Included
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
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
Heavenly Hideaway Wine Tastings Included
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (5)
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._________________
Hot HOT 11
Private HBG Retreat Pool Hot Tub Wine Tastings
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Escape to Valley Vista, a beautifully renovated hillside sanctuary nestled among towering redwoods—just one mile from the Russian River and downtown Guerneville. Perfect for romantic getaways, family vacations, or remote work retreats, this private home blends lodge-like charm with modern comforts, scenic outdoor living, and genuine Wine Country ho
Vista Retreat Hot Tub and Wine Tastings Included
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
Escape to Your Private Vineyard EstateJust steps from Trentadue Winery, this single-level retreat offers the ultimate Wine Country getaway. Surrounded by sweeping vineyard views and open Sonoma skies, enjoy relaxed luxury with a private pool, spacious interiors, and complimentary tastings at several renowned wineries. Ideal for couples, families, o
Farmstay with Pool and Wine Tastings Included
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (3)
Escape to the heart of California Wine Country at this stunning 4-bedroom, 2-bath Calistoga vacation rental. Surrounded by rolling vineyards and framed by picturesque mountain views, this private retreat offers the perfect blend of relaxation and modern comfort. Whether you’re here for a romantic getaway, wine tasting adventure, or family vacation,
Hot HOT 20
Calistoga Getaway Hot Tub and Tastings Included
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.4 (64)
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
Hot HOT 14
River View Lodge Hot Tub and Tastings Included
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 8 guests
Rating 5 (6)
Relax and recharge at Riverbend Retreat, a warm and inviting 3-bedroom, 1.5-bath bungalow nestled in a peaceful neighborhood just 5 minutes from Healdsburg Plaza. Perfect for couples, families, or a group of friends, this home blends rustic charm with modern comfort, offering an ideal base for exploring Sonoma wine country or simply unwinding by th
Hot HOT 10
River Retreat Hot Tub and Tastings Included
House
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 4.7 (4)
Perched on a private ridge above Clearlake, Jago Bay Cottage offers sweeping views of California’s largest natural freshwater lake, Mt. Konocti, and 14 acres of thriving Cabernet Sauvignon vineyards. This fully gated estate provides a serene, secluded retreat—perfect for relaxing, reconnecting, and enjoying Lake County’s natural beauty.The 3-bedroo
Hot HOT 20
Jago Bay Vineyard Home with Pool and Hot Tub
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (17)
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
Hot HOT 22
Elks Landing Hot Tub and Tastings Included
House
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (11)
Your Dream Wine Country Estate in Calistoga!Escape to Napa Valley's crown jewel – A stunning 3-bedroom, 2-bath estate nestled amidst rolling vineyards with breathtaking views of Mt. St. Helena. This magical Calistoga retreat combines indoor luxury with exceptional outdoor living, creating the ultimate Wine Country experience for families, friends,
Hot HOT 20
Calistoga Vista Pool Hot Tub Tastings Included
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (10)

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