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
Healdsburg Garden House
Home in Graton
Eco Luxury Private Sanctuary / The Farmhouse Oasis
Home in Healdsburg
Secluded Healdsburg Sanctuary on 10 Private Acres
Home in Healdsburg
Dry Creek w/Hot Tub, Bocce, Vineyard Views
Home in Cazadero
Ranch Stay for 2
Home in Santa Rosa
Sunshine cottage
Home in Sonoma
Zen House on 15 acres
Home in Healdsburg
Beautiful, Spacious, ArtHaus!
Other great vacation rentals in Healdsburg
Guesthouse in Sebastopol
Arbor View
Guesthouse in Healdsburg
Dog Friendly Healdsburg / Dry Creek Valley Cottage
Guest suite in Santa Rosa
The Suite Life! Permit Number#SVR22-078
Guesthouse in Sebastopol
Lemon Moon Cottage
Rental unit in Santa Rosa
Private Getaway in West Santa Rosa
Guesthouse in Healdsburg
Bunkhouse at Side Road Farm
Rental unit in Sebastopol
Amy's Local BNB - walk to town **and hot tub!**
Villa in Healdsburg
Hilltop Vista Villa
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 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.
What are the most popular amenities for House Rentals in Healdsburg?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Sacramento Vacation rentals
- Berkeley Vacation rentals
- Palo Alto Vacation rentals
- San Francisco Bay Area Vacation rentals
- San Francisco Bay Vacation rentals
- Napa Valley Vacation rentals
- Oakland Vacation rentals
- Mountain View Vacation rentals
- Napa Vacation rentals
- Stanford Vacation rentals
- San Jose Vacation rentals
- San Francisco Vacation rentals
- Monthly Rentals Healdsburg
- Villa rentals Healdsburg
- Rentals with pools Healdsburg
- Cottage rentals Healdsburg
- House rentals Healdsburg
- Rentals with a washer and dryer Healdsburg
- Rentals with an EV charger Healdsburg
- Rentals with a patio Healdsburg
- Rentals with a fire pit Healdsburg
- Family-friendly rentals Healdsburg
- Rentals with outdoor seating Healdsburg
- Rentals with a hot tub Healdsburg
- Cabin rentals Healdsburg
- Rentals with a fireplace Healdsburg
- Pet-friendly rentals Healdsburg
- 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