House vacation rentals in Healdsburg
Find and book unique houses on Airbnb
Top-rated house rentals in Healdsburg
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Occidental
4.96 out of 5 average rating, 116 reviewsModern mid-century-inspired, Deer Ranch
Home in Santa Rosa
4.92 out of 5 average rating, 116 reviewsStunning Estate home near Healdsburg/Wineries
Home in Sebastopol
4.91 out of 5 average rating, 101 reviewsThe Deer Retreat – Privacy and Comfort
Home in Kenwood
4.99 out of 5 average rating, 275 reviewsSonoma Vineyard Home With Pool & Stunning Views
Home in Cloverdale
4.86 out of 5 average rating, 110 reviewsWoodhawk Manor of Alexander Valley
Home in Windsor
4.93 out of 5 average rating, 148 reviewsLuxurious home and pool
Home in Sonoma
4.99 out of 5 average rating, 217 reviewsQuiet Mid Century Sonoma with Pool/Spa
Home in Glen Ellen
5.0 out of 5 average rating, 130 reviewsTuscan Wine Country Villa with Pool sleeps 6
House rentals with a hot tub
Home in Windsor
4.96 out of 5 average rating, 383 reviewsWinelight Vineyard Home With Spa
Home in Sonoma
4.95 out of 5 average rating, 413 reviewsA sophisticated Wine country Cottage
Home in Healdsburg
4.81 out of 5 average rating, 125 reviewsSpectacular Vineyard View!! SPA, Close to Plaza!
Home in Sonoma
4.98 out of 5 average rating, 119 reviewsEasy elegance in this wine country home
Home in Marshall
4.99 out of 5 average rating, 180 reviewsTomales Bay: Tranquility, Bay Views, Kayaks &
Home in Healdsburg
4.81 out of 5 average rating, 107 reviewsRedwood River House
Home in Bodega Bay
4.94 out of 5 average rating, 159 reviewsBirdwatch Bodega Bay
Home in Monte Rio
4.9 out of 5 average rating, 270 reviewsVilla Habana: Mediterranean-Style Home -River View
House rentals with free parking
Home in Santa Rosa
4.88 out of 5 average rating, 239 reviewsSunshine cottage
Home in Sebastopol
4.96 out of 5 average rating, 371 reviewsSebastopol Guest House
Home in Santa Rosa
5.0 out of 5 average rating, 110 reviewsVINEYARD VIEW - Beautiful 3 bed/2 bath, Santa Rosa
Home in Windsor
4.99 out of 5 average rating, 102 reviewsGorgeous Victorian in the HEART of Windsor
Home in Santa Rosa
4.92 out of 5 average rating, 206 reviewsCharming 1-Bd Boho Flat Amid Wineries
Home in Forestville
4.87 out of 5 average rating, 129 reviewsNEW! Charming Milk Barn Home on Vineyard Estate
Home in Forestville
4.96 out of 5 average rating, 243 reviewsForest Cozy Home
Home in Healdsburg
5.0 out of 5 average rating, 71 reviews10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
Quick stats about house rentals in Healdsburg
Total rentals
50 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
$100 before taxes and fees
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
- Earth house rentals United States
- Lighthouse rentals United States
- Guesthouse rentals United States
- Townhouse rentals United States
- House rentals United States
- Guesthouse rentals San Francisco
- Townhouse rentals San Francisco
- House rentals San Francisco
- Beach house rentals San Francisco
- Treehouse rentals California
- House rentals California
- Earth house rentals California
- Guesthouse rentals California
- Lakehouse rentals California
- Townhouse rentals California
- Beach house rentals California
- Tiny house rentals California
- House rentals Sacramento
- Guesthouse rentals Sacramento
- House rentals Berkeley
- Townhouse rentals Berkeley
- Guesthouse rentals Berkeley
- Rentals with pools Healdsburg
- Rentals with a hot tub Healdsburg
- Cottage rentals Healdsburg
- Villa rentals Healdsburg
- Rentals with a fireplace Healdsburg
- Rentals with a washer and dryer Healdsburg
- Monthly Rentals Healdsburg
- Rentals with a fire pit Healdsburg
- Cabin rentals Healdsburg
- Rentals with a patio Healdsburg
- Rentals with an EV charger Healdsburg
- Rentals with outdoor seating Healdsburg
- Family-friendly rentals Healdsburg
- Pet-friendly rentals Healdsburg
- Guesthouse rentals Sonoma County
- House rentals Sonoma County
- Townhouse rentals Sonoma County
- 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