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Healdsburg vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Healdsburg
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Healdsburg vacation rentals
Healdsburg home rentals
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Home in Healdsburg
4.93 out of 5 average rating, 537 reviewsHealdsburg Garden House
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Home in Healdsburg
4.91 out of 5 average rating, 128 reviewsDry Creek w/Hot Tub, Bocce, Vineyard Views
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Home in Healdsburg
4.98 out of 5 average rating, 105 reviewsBeautiful, Spacious, ArtHaus!
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Home in Windsor
4.99 out of 5 average rating, 154 reviewsLuxury Wine Country Estate with pool & hot tub
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Home in Graton
5 out of 5 average rating, 572 reviewsEco Luxury Private Sanctuary / The Farmhouse Oasis
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Home in Healdsburg
4.92 out of 5 average rating, 242 reviewsThe Wine Ranch
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Home in Healdsburg
4.88 out of 5 average rating, 140 reviewsModern Home in Hburg Wine Country
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Home in Sonoma
4.95 out of 5 average rating, 408 reviewsZen House on 15 acres
Other great vacation rentals in Healdsburg
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Guesthouse in Healdsburg
4.93 out of 5 average rating, 300 reviewsHealdsburg Cottage-Workspace, Walk to Plaza
Guesthouse in Sebastopol
4.93 out of 5 average rating, 691 reviewsSun Drenched Flat
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Guesthouse in Healdsburg
4.96 out of 5 average rating, 102 reviewsDog Friendly Healdsburg / Dry Creek Valley Cottage
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Guesthouse in Sebastopol
4.96 out of 5 average rating, 312 reviewsArbor View
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Cottage in Healdsburg
4.96 out of 5 average rating, 119 reviews❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
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Rental unit in Santa Rosa
4.97 out of 5 average rating, 776 reviewsPrivate Getaway in West Santa Rosa
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Guesthouse in Sebastopol
4.9 out of 5 average rating, 1,141 reviewsLemon Moon Cottage
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Home in Healdsburg
5 out of 5 average rating, 78 reviews10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
Quick stats about vacation rentals in Healdsburg
Total rentals
100 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
4.3K reviews
Nightly prices starting at
$80 before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Healdsburg?
Yes! Work meets play with ease at over 60 vacation rentals in Healdsburg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Healdsburg?
Four-legged friends are welcome in Healdsburg. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there Healdsburg vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Healdsburg, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Healdsburg?
Experience the best of Healdsburg with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there family-friendly vacation rentals in Healdsburg?
Healdsburg has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Healdsburg have wifi?
Absolutely! We offer over 50 house rentals with wifi in Healdsburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Healdsburg have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Healdsburg. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Healdsburg have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Healdsburg. Enjoy a tailored experience with all the comforts you desire.
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