Property Tag: 30+ Day Stays
34 properties available
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
6
bedrooms
5
baths
14
guests
4.8
(47)
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
3
bedrooms
2
baths
6
guests
5
(3)
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
3
bedrooms
3
baths
8
guests
4.9
(23)
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
3
bedrooms
2
baths
6
guests
5
(19)
Escape to Valley Vista, a newly renovated hillside retreat nestled among towering redwoods—just 1 mile from the Russian River and downtown Guerneville. Ideal for couples, families, or remote work, this private home offers cozy lodge charm, modern comforts, and peaceful outdoor living.Sleeps 6-8 | Main House + Private Studio (included)Your reservati
Valley Vista +Studio
House
3
bedrooms
3
baths
8
guests
4.9
(86)
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,
Calistoga Vineyard Getaway
House
4
bedrooms
2
baths
8
guests
4.4
(67)
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.
Sanctuary on Lytton
House
6
bedrooms
5
baths
18
guests
5
(4)
Escape to Private Vineyard Haven, a luxurious 2BR/2BA Sonoma home where modern comfort meets vineyard charm. Spanning 1,439 square feet, the home features a gourmet chef’s kitchen and floor-to-ceiling folding glass doors that open completely, blending indoor living with stunning views of your private Sauvignon Blanc vineyard and California sunshine
Private Vineyard Haven
House
2
bedrooms
2
baths
4
guests
4.8
(74)
Escape to Santini, an exclusive farmhouse estate in the heart of Dry Creek Valley, just 8 miles from Healdsburg Plaza. Surrounded by world-class vineyards, this newly built home combines seclusion, comfort, and modern luxury, making it perfect for families, couples, or groups of friends seeking a Wine Country retreat.This home offers a perfect blen
Santini Farmhouse
House
2
bedrooms
2
baths
6
guests
4.9
(63)
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
2
bedrooms
2
baths
4
guests
5
(13)
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
Rivers Breeze
House
3
bedrooms
2
baths
6
guests
4.9
(26)
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
Puccioni Paradise
House
2
bedrooms
1
baths
3
guests
5
(7)
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