Healdsburg Plaza
35 properties available
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
Slow down, unplug, and breathe in the beauty of riverfront living at Rivers Breeze, a charming 2-bedroom, 1-bath main house with a private 1-bedroom, 1-bath lower-level suite, nestled along a peaceful stretch of the Russian River, just minutes from downtown Healdsburg and nearby wedding venues. Perfect for couples, families, or friends, this retrea
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
Serenity on Dragonfly is a charming 3-bedroom country home nestled in the heart of Wine Country, just minutes from the vibrant Healdsburg Plaza with its top-rated restaurants and renowned tasting rooms. Merriam and Limerick Lane wineries are within walking distance, offering a truly immersive wine country experience.Beyond the stunning home and loc
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.Designed with groups in mind, your reservation includes both the main house and a separate one
**The Space**This is a true off-grid escape, powered by radiant heat and Starlink internet rather than a traditional grid connection, so you're unplugged from the noise but never disconnected. The property is spread across several structures: the main house, a separate cabin, and a pool tower, giving groups room to spread out and find their own qui
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,
Wake up to ocean views, vaulted ceilings, and salty coastal air—just steps from the sand.Bodega Bay Oasis is a light-filled, 3-bedroom, 3-bath coastal retreat with panoramic ocean views, two private decks, a fire pit, and three king beds, offering the perfect blend of comfort, scenery, and location. Just a short walk to Portuguese Beach and moments
Step into Fitch Street Escape, a chic and recently remodeled historic home just 2 blocks from Healdsburg Plaza. Perfectly located in the heart of Sonoma Wine Country, this sophisticated retreat offers easy access to award-winning restaurants, boutique shopping, and world-class wine tasting.Blending modern design with historic charm, this bright, op
Escape to this peaceful 3-bedroom, 3-bath farmhouse on nearly two acres of oak-studded gardens, just 8 minutes from downtown Calistoga. Overlooking a charming horse pasture, the home perfectly blends rustic elegance with modern comfort—ideal for families, groups, or couples seeking space to relax. Inside, vaulted ceilings, curated farmhouse décor,
Welcome to Healdsburg Homestead!In the heart of Sonoma County’s Dry Creek Valley, this peaceful farmhouse sits along a quiet country road, surrounded by vineyards, gardens, and the gentle sound of a seasonal creek. Though it feels worlds away, you’re just 5 minutes from downtown Healdsburg’s tasting rooms, boutiques, and acclaimed restaurants.Wake
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
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