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Weekend Getaways in Healdsburg - Vacation Rentals

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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
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All 61 Rentals in Healdsburg
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$700
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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$300
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$500
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$600
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5 Bedrooms, 3 Bathrooms, Sleeps 10
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$150
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$350
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$550
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$295
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2 Bedrooms, 1 Bathroom, Sleeps 6
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$325
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1 Bedroom, 1 Bathroom, Sleeps 2
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$285
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1 Bedroom, 1 Bathroom, Sleeps 2
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$650
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4 Bedrooms, 4 Bathrooms, Sleeps 10
30 photos Details
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$150
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2 Bedrooms, 2 Bathrooms, Sleeps 4
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$600
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$195
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1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
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$595
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3 Bedrooms, 4 Bathrooms, Sleeps 6
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$395
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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$145
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1 Bedroom, 1 Bathroom, Sleeps 3
17 photos Details
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$290
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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$440
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4 Bedrooms, 2 Bathrooms, Sleeps 10
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$750
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3 Bedrooms, 2 Bathrooms, Sleeps 8
44 photos Details
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$1,450
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5 Bedrooms, 4 Bathrooms, Sleeps 12
22 photos Details
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$395
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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$795
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
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$395
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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$795
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
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$625
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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$595
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4 Bedrooms, 3 Bathrooms, Sleeps 8
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$495
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 10
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$395
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3 Bedrooms, 2 Bathrooms, Sleeps 8
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$795
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3 Bedrooms, 3 Bathrooms, Sleeps 8
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$995
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
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$1,195
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
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$100
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3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (8) Make Inquiry
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$195
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
25 photos Details
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From
$345
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$175
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
29 photos Details
Reviews (13) Make Inquiry
From
$450
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
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From
$85
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
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$1,150
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4 Bedrooms, 3 Bathrooms, Sleeps 10
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From
$305
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2 Bedrooms, 1 Bathroom, Sleeps 6
17 photos Details
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Suitability

  • Wheelchair access (8)
  • Elder access (21)
  • Suitable for children (35)
  • Pet friendly (25)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (49)
  • Internet (38)
  • Hot Tub (35)
  • Air Conditioning (34)
  • Fireplace (29)
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Book Online(30)

Suitability

  • Wheelchair access (8)
  • Elder access (21)
  • Suitable for children (35)
  • Pet friendly (25)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (49)
  • Internet (38)
  • Hot Tub (35)
  • Air Conditioning (34)
  • Fireplace (29)
  • View all amenities
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.