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 Sonoma
4.98 out of 5 average rating, 190 reviewsTre Sorelle Cottage and Casita on Sonoma Vineyard
Home in Healdsburg
4.82 out of 5 average rating, 134 reviewsSpectacular Vineyard View!! SPA, Close to Plaza!
Home in Sonoma
5 out of 5 average rating, 140 reviewsSonoma Vineyard House, Pool Hot Tub near Plaza
Home in Sonoma
4.93 out of 5 average rating, 254 reviewsEclectic Hideaway with Backyard Pool & Hot Tub
Home in Healdsburg
4.93 out of 5 average rating, 561 reviewsHealdsburg Garden House
Home in Santa Rosa
4.85 out of 5 average rating, 124 reviewsRenovated Downtown with private yard
Home in Sonoma
4.92 out of 5 average rating, 104 reviewsWine Country Escape w 4 King beds & hot tub!
Home in Monte Rio
4.94 out of 5 average rating, 139 reviewsColibrí - Villa Grande, 1 Bedroom, 1 Bath
Other great vacation rentals in Healdsburg
Home in Sonoma
4.92 out of 5 average rating, 272 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, 377 reviewsVILLA CIEL: Modern. Serene. Spectacular Views.
Villa in Napa
4.95 out of 5 average rating, 133 reviewsAn Italian Villa in the heart of Napa Valley!
Home in Sonoma
4.96 out of 5 average rating, 197 reviewsExceptional Wine Country Estate
Home in Bodega Bay
4.92 out of 5 average rating, 169 reviewsBodega Bay Beach Front-Oct Weeknite Spec - $200Off
Home in Napa
4.93 out of 5 average rating, 118 reviewsCome and Visit the Valley Sleeps 4 to 8 Guests
Home in Sonoma
4.81 out of 5 average rating, 359 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 hotel rentals in Healdsburg?
Experience the best of Healdsburg with our hotel rentals, starting at about $460 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do hotel rentals in Healdsburg have wifi?
Absolutely! We offer over 10 hotel 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.
Destinations to explore
- Sacramento Vacation rentals
- Berkeley Vacation rentals
- Palo Alto Vacation rentals
- San Francisco Bay Area Vacation rentals
- Napa Valley Vacation rentals
- Oakland Vacation rentals
- Mountain View Vacation rentals
- Napa Vacation rentals
- Santa Clara Vacation rentals
- Stanford Vacation rentals
- San Jose Vacation rentals
- San Francisco Vacation rentals
- Rentals with a fireplace Healdsburg
- Rentals with a washer and dryer Healdsburg
- Rentals with pools Healdsburg
- Rentals with a hot tub Healdsburg
- Villa rentals Healdsburg
- Rentals with a fire pit Healdsburg
- Family-friendly rentals Healdsburg
- Pet-friendly rentals Healdsburg
- Rentals with an EV charger Healdsburg
- Rentals with outdoor seating Healdsburg
- Monthly Rentals Healdsburg
- Cottage rentals Healdsburg
- House rentals Healdsburg
- Cabin rentals Healdsburg
- Rentals with a patio Healdsburg
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes