Property Category: Sebastopol & Guerneville
Discover our Sebastopol and Guerneville vacation rentals, ideal for guests seeking redwoods, vineyards, views, and peaceful West Sonoma County escapes. Enjoy space, nature, and walkable access to local favorites like The Barlow and downtown Guerneville.
34 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
Escape to Sanctuary on Lytton, an extraordinary 11.67-acre estate in the heart of Alexander Valley, just 7 minutes from Healdsburg Plaza. This exclusive retreat offers ultimate privacy, breathtaking mountain and valley views, and a serene bird refuge, making it ideal for family reunions, friends’ getaways, corporate retreats, or creative workshops.
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
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
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
THE SPACEWalk to the historic Healdsburg Plaza from this modern single-level farmhouse. Vineyard Vue features 2 king en-suites, a chef’s kitchen, a wraparound porch, and vineyard vistas. Enjoy complimentary wine tastings.Your Wine Country RetreatWhere urban sophistication meets wine country charm, Vineyard Vue is a beautifully remodeled farmhouse j
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 Redwood River House, a beautifully updated 2-bedroom, 1-bathroom riverfront cottage along the Russian River, just 1.5 miles from downtown Healdsburg. Thoughtfully designed for couples, small families, or friends, this inviting Wine Country retreat pairs peaceful river views and mountain scenery with modern comforts and easy access to town
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,
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 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
Tucked just eight minutes from downtown Healdsburg, this Luxurious Wine Country retreat invites you to slow down, reconnect, and savor the best of Sonoma County. Wake to peaceful vineyard views, spend sun-filled days exploring nearby wineries, and return home to evenings spent soaking in the hot tub, gathering around the fire pit, or laughing over
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