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
Home in Healdsburg
4.82 out of 5 average rating, 135 reviewsSpectacular Vineyard View!! SPA, Close to Plaza!
Home in Sonoma
4.93 out of 5 average rating, 254 reviewsEclectic Hideaway with Backyard Pool & Hot Tub
Home in Windsor
4.87 out of 5 average rating, 120 reviewsCharming Windsor Home
Home in Healdsburg
4.93 out of 5 average rating, 562 reviewsHealdsburg Garden House
Home in Guerneville
4.92 out of 5 average rating, 179 reviewsRiverside Lodge House in Guerneville
Home in Santa Rosa
4.84 out of 5 average rating, 125 reviewsRenovated Downtown with private yard
Home in Sonoma
4.92 out of 5 average rating, 105 reviewsWine Country Escape w 4 King beds & hot tub!
Home in Monte Rio
4.94 out of 5 average rating, 140 reviewsColibrí - Villa Grande, 1 Bedroom, 1 Bath
Other great vacation rentals in Healdsburg
Home in Sonoma
4.92 out of 5 average rating, 273 reviewsSonoma Country Estate Near Square Hot-tub Fire Pit
Home in Glen Ellen
5 out of 5 average rating, 136 reviewsTuscan Wine Country Villa sleeps 6
Guest suite in Sebastopol
5 out of 5 average rating, 379 reviewsVILLA CIEL: Modern. Serene. Spectacular Views.
Villa in Napa
4.96 out of 5 average rating, 134 reviewsAn Italian Villa in the heart of Napa Valley!
Home in Sonoma
4.96 out of 5 average rating, 199 reviewsExceptional Wine Country Estate
Home in Bodega Bay
4.92 out of 5 average rating, 169 reviewsBodega Bay-Magical Ocean Front and Coastal View!
Home in Napa
4.93 out of 5 average rating, 119 reviewsCome and Visit the Valley Sleeps 4 to 8 Guests
Home in Sonoma
4.81 out of 5 average rating, 360 reviewsSonoma Hideaway: 3BD/2.5BA Beautiful Patio/Garden
Quick stats about vacation rentals in Healdsburg
Total rentals
110 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
20 properties have a pool
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 $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Healdsburg have wifi?
Absolutely! We offer over 60 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.
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.
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