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Healdsburg: Vacation Rental By Owner

Search result 1 to 20 Of 91
  • Property-1 Image 1
    Chateau / Country House $1,307 / Nightly
    • 4Bed
    • 4Baths
    Healdsburg, CA

    Xanadu Healdsburg Luxury Vacation home in Healdsburg. In the Heart of Sonoma County Wine Country, Healdsburg is the hub of the Dry Creek, Alexander Valley and... ...more

  • Property-2 Image 1
    Chateau / Country House $1,094 / Nightly
    • 3Bed
    • 3Baths
    • (69)
    Healdsburg, CA

    Just 10 minutes from town, every season is magical at the Dry Creek Farm Stay! Sweeping views of Geyser Peak and Dry Creek Valley may be highlighted by morning... ...more

  • Property-3 Image 1
    Villa $1,112 / Nightly
    • 4Bed
    • 5Baths
    • (17) Wonderful
    Healdsburg, CA

    This Elegant Villa offers World Class Views, High End Appointments, a Chef Inspired Kitchen, Indoor and Outdoor Dining and Entertainment Areas. The property is... ...more

  • Property-4 Image 1
    House $1,214 / Nightly
    • 3Bed
    • 4Baths
    • (27)
    Healdsburg, CA

    Welcome to Barrel House Vineyards in Sonoma County’s beautiful Dry Creek Valley. Surrounded by manicured lawns and lush gardens the Barrel House is the perfect... ...more

  • Property-5 Image 1
    House Select Dates for Price
    • 2Bed
    • 1Baths
    • (30) Excellent
    Healdsburg, CA

    Cozy Riverfront Home with Peace and Seclusion awaits you in the heart of Healdsburg. Tucked into one of the best locations on Healdsburg's Riverfront awaits this... ...more

  • Property-6 Image 1
    House Select Dates for Price
    • 5Bed
    • 4Baths
    Healdsburg, CA

    Amazing private estate. 14 acres of redwoods and sunny saline 60’x25’ pool and 2 ponds. Pool house with Murphy bed, steam room and sauna room, outdoor shower,... ...more

  • Property-7 Image 1
    House Select Dates for Price
    • 3Bed
    • 3Baths
    • (123) Excellent
    Healdsburg, CA

    This unique wine country two-acre property, with heated swimming pool, looks out on the beautiful Russian River Valley vineyards and the never-ending Western... ...more

  • Property-8 Image 1
    House Select Dates for Price
    • 3Bed
    • 3Baths
    • (70)
    Healdsburg, CA

    Is it possible to at once be away from it all and at the center of it all? It is if you spend your wine country vacation at our home less than 3 miles from... ...more

  • Property-9 Image 1
    Estate $1,029 / Nightly
    • 4Bed
    • 4Baths
    • (39)
    Healdsburg, CA

    Mill Creek Estate is an exceptional Vineyard Estate located in the heart of the Sonoma Wine Country near the quaint town of Healdsburg and less than 6 minutes... ...more

  • Property-10 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    • (43)
    Healdsburg, CA

    River View Lodge appeals to guests with its spectacular riverfront setting, spacious river view deck, charming décor, exceptionally comfortable beds and linens,... ...more

  • Property-11 Image 1
    House $558 / Nightly
    • 3Bed
    • 3Baths
    • (50) Wonderful
    Healdsburg, CA

    Healdsburg Bliss House is a noted unofficial hillside landmark. This comfortable ranch style home is high up on a ridge above the stunningly gorgeous Dry Creek... ...more

  • Property-12 Image 1
    House $380 / Nightly
    • 2Bed
    • 2Baths
    • (87)
    Wooded Restful Retreat, with broad... Healdsburg, CA

    This is a perfect spot for up to four adults who seek a restorative, restful experience of being pampered by nature, night skies, and a chance to be away in a... ...more

  • Property-13 Image 1
    House $764 / Nightly
    • 2Bed
    • 2Baths
    • (47)
    Healdsburg, CA

    Location! Location Location!!! Our property is smack dab in the middle of one of the most prestigious wine growing regions in Sonoma County - Dry Creek Valley.... ...more

  • Property-14 Image 1
    Estate $1,867 / Nightly
    • 5Bed
    • 3Baths
    • (18) Excellent
    Healdsburg, CA

    Set in the hills above Dry Creek Valley, this house is a glass and steel house made with prefabricated materials that sits on 80 acres.  Featured on the cover of... ...more

  • Property-15 Image 1
    House $348 / Nightly
    • 3Bed
    • 4Baths
    • (20)
    Healdsburg, CA

    Step into this beautifully updated mid-century modern house and enjoy the beautiful garden, the serenity, and the attention to every detail that anticipates your... ...more

  • Property-16 Image 1
    Country House / Chateau Select Dates for Price
    • 4Bed
    • 3Baths
    • (76) Wonderful
    Healdsburg, CA

    After a day of visiting the surrounding wineries, biking on the beautiful trails, canoeing on the Russian River, dining in Healdsburg’s famous bistros and... ...more

  • Property-17 Image 1
    House Select Dates for Price
    • 3Bed
    • 2Baths
    • (7) Exceptional
    Healdsburg, CA

    Welcome to our piece of paradise. This is a brand new contemporary home on a ten-acre parcel located in the Dry Creek Valley appellation. The house is quiet,... ...more

  • Property-18 Image 1
    House $688 / Nightly
    • 3Bed
    • 2Baths
    • (60)
    Healdsburg, CA

    Casa Colibri or 'House of the Hummingbird' is a single-story 3+ bedroom, 2-bath home is situated in the heart of Alexander Valley, one of the finest... ...more

  • Property-19 Image 1
    Studio $283 / Nightly
    • 1Bed
    • 1Baths
    • (72) Wonderful
    Healdsburg, CA

    In the heart of the wine country, a golden room with private bath and a hot tub just outside on the deck overlooking the vineyards of Dry Creek Valley in Sonoma... ...more

  • Property-20 Image 1
    House $1,531 / Nightly
    • 4Bed
    • 4Baths
    • (22) Exceptional
    Healdsburg, CA

    Overview: Welcome to your truly private escape in wine country with breath-taking views and ample space to relax and enjoy your vacation with friends and family.... ...more

Vacation Rental Filters are an easy way to help you personalize your search to find the ideal rental in Healdsburg. Many accommodations in Healdsburg provide "Non Smoking Only", there are 107, or there are 85 of Vacation Rentals in Healdsburg with a "Biking", there are also 82 with "Hiking", which is another great reason to visit Healdsburg.

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Healdsburg. The most expensive month of the next 12 months is in January, where prices hit an average of $945 a night. In , prices will hit an average low of $0 per night.