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Healdsburg

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Vacation Rentals in Healdsburg, Sonoma County

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Healdsburg Vacation Rentals

Beautiful Northern California has many fabulous destinations, and the town of Healdsburg in Sonoma County is at the top of the list. And if you are looking for a vacation rental in this slice of world famous wine country, we’ve got you covered. We have a huge variety of Healdsburg vacation rental listings. You might be looking for a large house for the whole family, or a quaint cottage for a special romantic getaway. Whatever your needs and budget, we can help you find the perfect vacation rental that will make your stay in Healdsburg even more amazing. We can also provide you with helpful user reviews of vacation rentals in Healdsburg and the surrounding area, so you’ll be sure to get good value for your money.

Healdsburg a Slice of Paradise

Small town charm, beautiful landscapes and outstanding weather are just a few of the trademark qualities that make Healdsburg so popular. Healdsburg combines five-star cuisine, rolling hills and world-acclaimed wine growing appellations for an experience you will never forget. When it’s time to relax at the end of the day, why stay in a cramped hotel when you can enjoy the comforts of home in one of our rental cottages, houses or cabins?

Lots of Activities

If you love the vibrant outdoors and colorful festivals, you will love Healdsburg. In April, you can help harvest roses and distill them into fragrant rose oil and rosewater as part of the Classic Perfume Rose Harvest & Distillation Tours. An annual sea food dinner at the Healdsburg Fire Department is also in April. From February to June, enjoy the "Russian River Good Old Days" exhibit at the Healdsburg Museum. And on the first Friday of the month, Williamson Wines sponsors an Epicurean Dinner at the Dry Creek Kitchen at Hotel Healdsburg.

Food, Wine and Fun

Speaking of eating, you won’t want to miss the chance to dine at Healdsburg’s amazing restaurants, including Affronti, Agave Mexican Restaurant &Tequila Bar, Thai Orchid Cuisine, Willi's Seafood & Raw Bar and Zin Restaurant & Wine Bar. And don’t forget to visit the beautiful wine country all around you, featuring names like Alexander Valley, Chalk Hill, Dry Creek Valley, and Russian River Valley. We’re here to help you make the most of your visit to Healdsburg. Let us help you find the perfect cozy cottage, cabin or house to make your stay in Healdsburg one you will always remember.

 
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
California, Sonoma County, Healdsburg Holiday Rentals
Healdsburg Russian Riverfront Wine Country Retreat
Slideshow
4.5 of 5 stars 2 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
164 AUD - 262 AUD
Week:
898 AUD - 1,308 AUD
Month:
1,899 AUD - 1,924 AUD
Minimum rental - 2 nights
Check availability
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California, Sonoma County, Healdsburg Holiday Rentals
Gated Estate Solar Heat Pool  Vineyard Bocce Court
Slideshow
4 of 5 stars 1 review
  • Villa
  • 3 Bedrooms, sleeps 6
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
513 AUD - 1,108 AUD
Week:
3,592 AUD - 6,650 AUD
Month:
15,394 AUD - 21,552 AUD
Minimum rental - 3 nights
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California, Sonoma County, Healdsburg Holiday Rentals
Zinscape
Slideshow
4.5 of 5 stars 2 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
128 AUD - 287 AUD
Minimum rental - 1 night
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California, Sonoma County, Healdsburg Holiday Rentals
The Farm on West Dry Creek
Slideshow
4.5 of 5 stars 5 reviews
  • Guest Room
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
128 AUD - 180 AUD
Minimum rental - 2 nights
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California, Sonoma County, Healdsburg Holiday Rentals
Big Oak House - 30 Dry Creek Vineyard Acres
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 3 Bedrooms, sleeps 10
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Night:
405 AUD
Week:
2,309 AUD
Minimum rental - 2 nights
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California, Sonoma County, Healdsburg Holiday Rentals
Luxury Hillside Haven W/ Spa & Plunge Pool
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 4 Bathrooms
  • Professional
EMAIL AGENT
Night:
508 AUD
Week:
3,181 AUD - 3,335 AUD
Month:
12,726 AUD
Minimum rental - 4 nights
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California, Sonoma County, Healdsburg Holiday Rentals
Modern Sophisticated Private Views & Hot Tub
Slideshow
4.5 of 5 stars 4 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
303 AUD
Week:
1,899 AUD
Minimum rental - 2 nights
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California, Sonoma County, Healdsburg Holiday Rentals
Healdsburg Farmhouse, Home & Cottage ~near  Plaza
Slideshow
4.5 of 5 stars 15 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
462 AUD - 564 AUD
Week:
2,874 AUD
Minimum rental - 2 nights
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California, Sonoma County, Healdsburg Holiday Rentals
First Crush Cottage - Healdsburg, CA
4 of 5 stars 1 review
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
334 AUD - 564 AUD
Minimum rental - 1 night
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California, Sonoma County, Healdsburg Holiday Rentals
Gorgeous Riverfront House in Wine Country
Slideshow
4.5 of 5 stars 2 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
354 AUD - 405 AUD
Week:
2,124 AUD - 2,432 AUD
Month:
9,729 AUD
Minimum rental - 2 nights
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California, Sonoma County, Healdsburg Holiday Rentals
Redwood Tree House Riverfront Home
Slideshow
4.5 of 5 stars 8 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
402 AUD - 503 AUD
Week:
2,471 AUD - 3,089 AUD
Minimum rental - 2 nights
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California, Sonoma County, Healdsburg Holiday Rentals
4BR/4BA hm w/solar htd pool surrounded by vineyard
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 4 Bedrooms, sleeps 10
  • 4 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
667 AUD
Week:
3,079 AUD
Minimum rental - 2 nights
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California, Sonoma County, Healdsburg Holiday Rentals
Bright, Sunny & Spacious
Slideshow
4.5 of 5 stars 5 reviews
  • Speciality Holiday Rental
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
180 AUD - 231 AUD
Week:
1,232 AUD
Minimum rental - 2 nights
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California, Sonoma County, Healdsburg Holiday Rentals
Domenichelli Farmhouse, Gorgeous Charm, POOL & SPA
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 5 Bedrooms, sleeps 12
  • 3 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
590 AUD - 744 AUD
Week:
3,592 AUD - 4,823 AUD
Month:
16,420 AUD
Minimum rental - 2 nights
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California, Sonoma County, Healdsburg Holiday Rentals
Charming Dry Creek Getaway
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 1 Bathroom
  • Professional
EMAIL AGENT
Night:
303 AUD - 508 AUD
Week:
1,899 AUD - 2,309 AUD
Minimum rental - 2 nights
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California, Sonoma County, Healdsburg Holiday Rentals
Country Garden Cottage
Slideshow
4.5 of 5 stars 5 reviews
  • Holiday Rental House
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
154 AUD - 180 AUD
Minimum rental - 1 night
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Healdsburg Holiday Rental Advice

Healdsburg or surrounding
Posted by Puter, 27 Jan 2012
How many persons in each room? Have you considered a vacation rental with several bedrooms? ... more
Del Rio Woods Beach
Posted by riovino, 25 Jan 2007
Glad I could help. If they don't have availability let me know. I also have a vacation rental at Del Rio Woods Beach, although it's not directly on the water. Good luck and let me know if you need additional info about the area. ... more
Healdsburg Modern cottages
Posted by HPROPMGMT, 20 Oct 2007
... being out). The tradeoff on vacation rental is more privacy, and not having to be on anyone's schedule, regarding breakfast, cleaning, etc., however for those guests that want the true hotel experience, I can understand where there might be some let down. I just wanted to make sure reviewers ... more
Dog Friendly Lodging
Posted by juliemonaco, 2 Dec 2007
Yes, we have a vacation rental here in Healdsburg, you can view more about it at www.media94.com/studio there is also a studio under the oaks, if interested let us know at juliemonaco@gmail.com or 707 548 3086 Thanks Julie ... more
Honeymoon in Healdsburg
Posted by ijia, 4 Aug 2006
... tennis, swimming pools and saunas which is included. You might want to look into it, you can rent a house or cottage within pretty much any price range. Try Beach Rentals, we've used them before and they're great. Don't use Don Berard aka Sea Ranch Vacation Rental ... more
Healdsburg Itinerary Critique please
Posted by StantonHyde, 27 Aug 2008
... staying at the Old Town Apartment run by Camellia Inn). I am a big cheese fan and I enjoy wine (zins, pinot, syrah, chardonnay and sauvignon blanc. DH is a big wine fan--really likes big reds as well as sweet Alsace type wines and gevertz(??) (I cannot spell that ... more
itinerary help
Posted by SWIRLSIFFSIP, 18 Jun 2009
... highly recommend staying at a vacation home rental ... ... like being in little italy or france. take care! all of their vacation homes are on here and as you can see from the reviews, its a trustworthy company. www.sonomacountyvacations.com or 800-454-6674 and 707-433-8899 Happy trails ... more
Spa and wine
Posted by Lemons&Limes, 29 Sep 2006
try www.ehomespa.com they are great and they bring the spa to your location, great if you are a group renting a vacation home as you can relax all day long... more
Lodging help in northern wine country!
Posted by marykect, 28 Jan 2008
... the lines of a small house or condo with kitchen amenities. Nothing fancy, just two comfortable bedrooms and a kitchen to make breakfast and sandwiches for the day. Any dinner recommendations welcome. We plan to be in the area for 4-6 days in mid-May with a rental car ... more
B and Bs in healdsburg/Windsor
Posted by dianeg, 20 Sep 2006
... Sonoma County (seems like a condo in the country???) 2. Stay in Healdsburg at Piper Street Inn, Irish Rose Inn (cottage) or Case Ranch Inn? info would be GREATLY appreciated. Anyone who knows about the Resort at Sonoma - Windsor, please let me know. Is it in the boonies, or a ... more