Property Tag: 30+ Day Stays


Properties Available 33 properties available
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
Bodega Bay
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.8 (38)
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
River View Lodge
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 8 guests
Rating 4.8 (16)
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
Vineyard Vue
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (60)
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
Lux Wine Country Oasis
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 4.9 (44)
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
Jago Bay Vineyards
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (30)
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
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (5)
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
Trentadue Winery
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (7)
Experience the beauty of Sonoma County with a stay at this charming farm house. Boasting 3 bedrooms and 3.5 bathrooms, this historic property offers a glimpse into the rich heritage of wine country.As you step inside, you'll be greeted by a spacious gourmet kitchen that seamlessly flows into the dining area, living room, and wrap-around deck. This
Eastside Eden
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 (11)
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
Dragonfly Healdsburg
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (21)
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
Bennett Valley Eden
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests
Rating 4.8 (55)
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
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Rosy Red Cottage
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 1 baths
Guests 6 guests
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._________________
Chateau Chemise
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.3 (11)

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