$6,500
Available: 01/09/2024
Listed: 23/06/2024
902 Harold Lane
Newly available Sept 1 - Sept 30 for prime harvest enjoyment in wine country! Welcome to Harold House, a lovingly renovated home in charming Healdsburg, CA. This is a furnished monthly rental with a 30 day minimum. Perfect for remote workers, traveli...
$6,600
Available: Right Now
Listed: 20/06/2024
Healdsburg, CA
Welcome to your charming retreat in the heart of Healdsburg, CA! Nestled within walking distance to the vibrant Healdsburg Plaza, this cozy 2-bedroom cottage is a perfect blend of comfort and convenience.As you step inside, you're greeted by a wa...
$6,360
Available: Right Now
Listed: 20/06/2024
Healdsburg, CA
Conveniently located in the beautiful Dry Creek Valley Appellation, Pony Ranch Vineyards is a 12 acre gated private estate, home to the Award Winning Mazzocco Pony Zinfandel and Petite Syrah. Minutes from Healdsburg, Santa Rosa, Alexander and Napa Va...
$10,740
Available: Right Now
Listed: 20/06/2024
Healdsburg, CA
MTR is a perfect starting point to Alexander Valley and Dry Creek wineries and a short walk to the banks of Russian River where you can float, kayak, paddle board or just lay in the sun. Nested on Fitch Mountain, MTR is in the heart of nature. Yo...
$7,800
Available: Right Now
Listed: 20/06/2024
Healdsburg, CA
This cottage is a true retreat. Our cottage has very reasonable rates for a house on the river with scenic views and a large spa. It is truly a different experience to be on the river. The large deck and dinning room have wonder views of the r...
$7,980
Available: Right Now
Listed: 22/06/2024
Healdsburg, CA
Enjoy floor to ceiling windows, amazing light and a beautiful grove of Redwood trees. Private deck with outdoor fireplace. Pool, jacuzzi, Viking bbq grill. Walking distance to the Farmers' Market, and popular farm-to-table restaurants like Little Sai...
$4,020
Available: Right Now
Listed: 22/06/2024
Healdsburg, CA
Great location for a wine country getaway!Please use the VRBO app/website for self-check-in instructions! The owner is severely allergic to animals, so please do not request or bring any animal with you. We have an automated backup generator for ...
$36,000
Available: Right Now
Listed: 19/06/2024
Healdsburg, CA
Exceptional Vineyard & winery Estate in Chalk Hill- Russian River Appellation. Designed for indoor/ outdoor living. Sip wine from the surrounding vines on the veranda overlooking the private pond and vineyard. Dine alfresco in our outdoor dining pavi...
$2,975
Available: 06/06/2024
Listed: 23/06/2024
204 Foss Creek Cir, Unit D
Great location in Heavenly Healdsburg and only half a mile (walking distance) from the Downtown Plaza with all of its events and especially the Tuesday evening summer concert series from Memorial Day through Labor Day. Located in the very desirable F...
$9,720
Available: Right Now
Listed: 21/06/2024
Healdsburg, CA
Quiet country charm, yet less than ten minutes to the historic Healdsburg square, where world class restaurants await you as well as upscale shops and tasting rooms.Enjoy our custom suite with a comfy queen bed, vaulted ceiling, kitchenette with ...
$54,840
Available: Right Now
Listed: 20/06/2024
Healdsburg, CA
This four bedroom, three bathroom luxury villa is situated in the pristine confines of Dry Creek Valley, just ten minutes from downtown Healdsburg. You get all of the charming amenities of country life—stars, peace, beauty, views, farm animals—while ...
$3,780
Available: Right Now
Listed: 22/06/2024
Healdsburg, CA
Welcome to The Bird Nest. We invite you to Explore Healdsburg with an extended stay in our charming 600 sq ft fully furnished luxury studio residence, nestled in the heart of Healdsburg's Johnson Street Historic District. With a location just 4 b...
$66,000
Available: Right Now
Listed: 19/06/2024
Healdsburg, CA
Nestled between the year-round flowing Dry Creek and the low traffic West Dry Creek Road, our Creek Front Vineyard property offers the best of biking, lazing and sampling Dry Creek & Sonoma Valley award winning wines. Our 6,800 sq ft home has wide op...
$32,370
Available: Right Now
Listed: 20/06/2024
Healdsburg, CA
The space Situated just a short 5-minute drive from downtown Healdsburg, local wineries, and world-class restaurants, this location is ideal for your upcoming wine country escape. Tucked away on a tranquil street in the renowned Dry Creek ...
$13,800
Available: Right Now
Listed: 20/06/2024
Healdsburg, CA
Beautifully located, perched just above the Russian River, on S. Fitch Mountain, this vintage 1927 river home has been beautifully renovated and modernized with central heat/AC, new dual-paned windows, high open-beamed ceilings, and all the modern co...
$35,850
Available: Right Now
Listed: 22/06/2024
Healdsburg, CA
Location, Location, Location! Only 1.4 miles from Downtown Healdsburg and the famed Healdsburg Plaza Square. You'll be staying as close to the center of culinary delights yet wakeup in the country! There is a main house with 3 bedrooms, 2 baths adjac...
$3,510
Available: Right Now
Listed: 20/06/2024
Healdsburg, CA
The newly remodeled Healdsburg Loft is located in a prime neighborhood only 4 short blocks from the famed Healdsburg Plaza. Walk to restaurants, wine tasting rooms and shopping. The loft offers all the privacy you may desire as it is located in its o...
$87,360
Available: Right Now
Listed: 22/06/2024
Healdsburg, CA
This is a unique & spectacular 12 acre View estate nestled in the heart of Dry Creek/Lytton Springs wine country. Home to Dudley Vineyards an estate grown, small production fine wine. Only 5 minutes from the Healdsburg town center. This rolling viney...
$8,970
Available: Right Now
Listed: 19/06/2024
Healdsburg, CA
The Roost - Sun Room is a licensed guest room located 2 blocks from Healdsburg's central plaza in a quiet residential neighborhood. The Sun Room occupies a corner of a historic 1860s farmhouse with a separate secluded porch and private entrance. ...
$23,850
Available: Right Now
Listed: 22/06/2024
Healdsburg, CA
This stunning, newly constructed modern home sits on a picturesque 10-acre property, complete with a thriving vineyard that provides a serene and secluded backdrop for your getaway.As you approach the property, you'll be immediately struck by the...
$7,560
Available: Right Now
Listed: 20/06/2024
Healdsburg, CA
This charming one bedroom cottage in Healdsburg is known as the bunkhouse at side road farm built in1949.The bunkhouse is 592 ft.² consisting of a bedroom with vaulted ceiling’s and hardwood floor’s queen size bed and walk-in closet. The living room ...
$18,780
Available: Right Now
Listed: 20/06/2024
Healdsburg, CA
Nestled amidst the picturesque landscapes of wine country, this charming 3-bedroom country home offers a captivating escape just minutes away from the vibrant Healdsburg Plaza. Known for its renowned tasting rooms and top-rated restaurants, the plaza...