Healdsburg Rentals for When You’re Dreamin’ of California

When you’re California Dreamin’, don’t leave your heart in San Francisco! Take it north around 65 miles and fall for the charms of Healdsburg, CA. Rentals direct from owners here are conveniently placed to access the wonder of California’s famous wine region. With Healdsburg vacation rentals as a base, you will find over 100 famous wineries to visit. Learn about the process of wine-making and, best of all, taste some of the world’s best wines.

Healdsburg Rental Properties Help You Find Your Heart


Healdsburg rentals, based in and around the town’s beautiful plaza, provide easy access to an abundance of shops, restaurants, spas and art galleries. Many Healdsburg vacation rentals are close to the center of town where you will find the wonderful whitewashed bandstand. Take a picnic, relax and enjoy the great weather and fun jazz or bluegrass music.

Healdsburg Vacation Rentals for Space and Scenery


To be comfortable with your surroundings is a vital ingredient in any vacation. Healdsburg vacation rentals are the ideal alternatives to hotels. With the advantage of space to spread out, Healdsburg rentals are homes with all the fixings. They provide easy access to the town and surrounding beauty of California. Go biking, hiking or horse riding and take in the wonder of the famous Redwoods. With so much to do at your doorstep, even the kids won’t be bored.

If you’re planning a vacation to include your four-legged family, they too will find a warm welcome in many Healdsburg, CA rental properties. They’ll also find an equally warm welcome in the local Doggy Park, with a specially-designed safe, fun environment catering to their every whim.

Healdsburg, CA Rentals by the Russian River


If you’re at home on the water, go canoeing or kayaking down the Russian River. The energetic can get from their Healdsburg vacation rental all the way to the Pacific Ocean without setting foot on dry land. For a more peaceful, less energetic experience, try getting a bird’s eye view and spot your Healdsburg, CA rental property from a hot air balloon! As a vacation location with something to do for every member of the family, including the dog, Healdsburg rentals put you right in the thick of whichever action you choose. It’s your vacation! Begin your search now!

While you are searching for California beach rentals, consider some coastal options like Los Angeles rentals, San Francisco apartment rentals, Santa Barbara rentals, or San Diego beach rentals. Other California areas include Big Bear Lake cabin rentals and Lake Tahoe vacation rentals.


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Healdsburg: Houses, Cottages & More(163)

163 Results
2 night minimum stay
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(17)
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(55)
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(15)
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(31)
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2 night minimum stay
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(59)
2 night minimum stay
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2 night minimum stay
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(53)
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(41)
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(23)
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  • 2 BA,
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(38)
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  • 2 BA,
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(48)
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  • Sleeps 10
(19)
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(23)
$1,395 - $1,595
per night
2 night minimum stay
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  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
2 night minimum stay
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  • 4 BA,
  • Sleeps 12
4 - 6 night minimum stay
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(5)
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(8)
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(8)
2 - 4 night minimum stay
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(88)
$999 - $1,250
per night
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  • 3 BA,
  • Sleeps 6
(3)
2 night minimum stay
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  • 2 BA,
  • Sleeps 6
1 Review
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  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(8)
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  • 4 BA,
  • Sleeps 17
(11)
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(3)
3 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 Reviews
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(47)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(16)
2 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 12
2 Reviews
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