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
Other great vacation rentals in Healdsburg
Home in Healdsburg
4.93 out of 5 average rating, 531 reviewsHealdsburg Garden House
Home in Healdsburg
4.88 out of 5 average rating, 138 reviewsModern Home in Hburg Wine Country
Home in Healdsburg
4.98 out of 5 average rating, 101 reviewsBeautiful, Spacious, ArtHaus!
Home in Graton
5.0 out of 5 average rating, 566 reviewsEco Luxury Private Sanctuary / The Farmhouse Oasis
Home in Healdsburg
4.92 out of 5 average rating, 239 reviewsThe Wine Ranch
Home in Windsor
5.0 out of 5 average rating, 102 reviewsLarge Home w/ HotTub 10 min to Downtown Healdsburg
Home in Healdsburg
4.89 out of 5 average rating, 298 reviewsPeaceful location, hot tub, fire pit, game room!
Home in Sonoma
4.95 out of 5 average rating, 402 reviewsZen House on 15 acres
Healdsburg cottage rentals
Cottage in Healdsburg
5.0 out of 5 average rating, 162 reviewsBee Haven Cottage
Cottage in Sebastopol
4.91 out of 5 average rating, 215 reviewsStunning Sauna Cottage Retreat on Private Vineyard
Cottage in Sebastopol
4.98 out of 5 average rating, 164 reviewsDesigner Wine Country Cottage in Perfect Location
Cottage in Cloverdale
4.97 out of 5 average rating, 114 reviewsAsti Ridge Ranch - Private One Bedroom Cottage
Cottage in Sonoma
4.99 out of 5 average rating, 153 reviewsModern Farmhouse on Vineyard w Deck + Bocce Court
Cottage in Healdsburg
4.96 out of 5 average rating, 116 reviews❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤
Cottage in Windsor
5.0 out of 5 average rating, 124 reviewsVineyard Cozy Cottage & Hot Tub
Cottage in Bodega Bay
4.98 out of 5 average rating, 847 reviewsKnix's Cabin at Salmon Creek
Other great vacation rentals in Healdsburg
Loft in Windsor
4.81 out of 5 average rating, 501 reviewsThe Loft Under The Oaks
Guesthouse in Healdsburg
4.99 out of 5 average rating, 211 reviewsBunkhouse at Side Road Farm
Guest suite in Forestville
4.97 out of 5 average rating, 162 reviewsForest Gem: peaceful retreat hot tub and firepit
Guesthouse in Healdsburg
4.96 out of 5 average rating, 101 reviewsDog Friendly Healdsburg / Dry Creek Valley Cottage
Guesthouse in Healdsburg
4.93 out of 5 average rating, 299 reviewsHealdsburg Cottage-Workspace, Walk to Plaza
Guesthouse in Sebastopol
4.9 out of 5 average rating, 1122 reviewsLemon Moon Cottage
Guesthouse in Sebastopol
4.98 out of 5 average rating, 432 reviewsModern Bungalow Downtown Sebastopol
Apartment in Sebastopol
4.99 out of 5 average rating, 612 reviewsAmy's Local BNB - walk to town **and hot tub!**
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.
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
- Rentals with a hot tub Healdsburg
- Monthly Rentals Healdsburg
- Cottage rentals Healdsburg
- House rentals Healdsburg
- Villa rentals Healdsburg
- Rentals with pools Healdsburg
- Rentals with an EV charger Healdsburg
- Pet-friendly rentals Healdsburg
- Rentals with a washer and dryer Healdsburg
- Rentals with outdoor seating Healdsburg
- Rentals with a fireplace Healdsburg
- Family-friendly rentals Healdsburg
- Rentals with a fire pit Healdsburg
- Rentals with a patio Healdsburg
- Cabin rentals 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