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Holiday Rentals in Healdsburg, CA

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  • 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
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₹42,176
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
10 photos Details
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₹39,164
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
30 photos Details
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₹27,113
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
20 photos Details
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₹11,749
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
25 photos Details
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₹10,544
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
29 photos Details
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₹17,774
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
8 photos Details
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₹33,139
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
11 photos Details
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₹9,038
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
30 photos Details
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₹18,076
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
6 photos Details
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From
₹9,038
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
6 photos Details
Reviews (6) Make Enquiry
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₹47,900
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
20 photos Details
Reviews (8) Make Enquiry
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₹20,486
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
29 photos Details
Reviews (1) Make Enquiry
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₹36,151
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 10
19 photos Details
Reviews (4) Make Enquiry
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₹17,172
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
5 photos Details
Reviews (1) Make Enquiry
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₹21,088
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
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₹47,900
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Reviews (2) Make Enquiry
From
₹30,126
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
27 photos Details
Reviews (23) Make Enquiry
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₹19,582
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
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₹36,151
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
27 photos Details
Reviews (1) Make Enquiry
From
₹11,749
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (6) Make Enquiry
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₹8,737
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
17 photos Details
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₹17,473
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
18 photos Details
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From
₹6,025
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (8) Make Enquiry
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₹45,189
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
44 photos Details
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₹26,511
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 10
23 photos Details
Reviews (1) Make Enquiry
From
₹87,365
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
22 photos Details
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₹35,850
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 6
20 photos Details
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From
₹23,799
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details
Reviews (1) Make Enquiry
From
₹72,001
Per Night
5 Bedrooms, 4 Bathrooms, Sleeps 12
24 photos Details
Reviews (1) Make Enquiry
From
₹23,799
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
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From
₹35,850
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Reviews (2) Make Enquiry
From
₹47,900
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
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From
₹23,799
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
20 photos Details
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From
₹37,657
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
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From
₹23,799
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details
Reviews (1) Make Enquiry
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₹29,825
Per Night
3 Bedrooms, 4 Bathrooms, Sleeps 10
20 photos Details
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From
₹59,951
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 8
24 photos Details
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From
₹72,302
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 10
30 photos Details
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From
₹28,318
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
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From
₹33,139
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
20 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)
  • View all amenities
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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.