Vacation rentals in Healdsburg
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Healdsburg
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
Guest favourite
Loft in Windsor
4.81 out of 5 average rating, 501 reviewsThe Loft Under The Oaks
Jul. 31 – Aug. 7
$225 CAD per night
Guest favourite
Home in Healdsburg
4.91 out of 5 average rating, 127 reviewsDry Creek w/Hot Tub, Bocce, Vineyard Views
Dec. 26 – Jan. 2
$755 CAD per night
Guest favourite
Guest suite in Forestville
4.97 out of 5 average rating, 160 reviewsForest Gem: peaceful retreat hot tub and firepit
Jul. 22 – 29
$250 CAD per night
Superhost
Guesthouse in Healdsburg
5.0 out of 5 average rating, 4 reviewsSwanky Cottage Perfect for 1 to 2 Guests
Sep. 21 – 28
$277 CAD per night
Guest favourite
Home in Healdsburg
5.0 out of 5 average rating, 62 reviews10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
Apr. 13 – 20
$530 CAD per night
Guest favourite
Home in Healdsburg
5.0 out of 5 average rating, 20 reviewsCreekside Cottage
Nov. 9 – 16
$544 CAD per night
Guest favourite
Apartment in Healdsburg
5.0 out of 5 average rating, 15 reviewsDowntown Healdsburg Perch
Jun. 24 – Jul. 1
$806 CAD per night
Guest favourite
Guesthouse in Healdsburg
5.0 out of 5 average rating, 33 reviewsBucher Vineyard Cottage
Sep. 3 – 10
$466 CAD per night
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
$109 CAD 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
- Rentals with a washer and dryer Healdsburg
- House rentals Healdsburg
- Cottage rentals Healdsburg
- Rentals with a patio Healdsburg
- Family-friendly rentals Healdsburg
- Villa rentals Healdsburg
- Monthly Rentals Healdsburg
- Rentals with pools Healdsburg
- Rentals with a firepit Healdsburg
- Rentals with an EV charger Healdsburg
- Pet-friendly rentals Healdsburg
- Rentals with outdoor seating Healdsburg
- Cabin rentals Healdsburg
- Rentals with a hot tub Healdsburg
- Rentals with a fireplace 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