Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Healdsburg
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Healdsburg
Over 1,000 homes in Healdsburg
Top guest favourite
Guest favourite
Guest house in Healdsburg
Alexander Valley: Wine Lover and Cycling Paradise
1 bedroom
,
·
3 beds
,
·
1 private bathroom
8–13 Jul
8–13 Jul
$1,648 SGD
Show price breakdown
for 5 nights
$1,648 SGD for 5 nights
,
·
4.98 out of 5 average rating, 322 reviews
4.98 (322)
Top guest favourite
Guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
2 bedrooms
2 bedrooms
,
·
3 queen beds
3 queen beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$3,076 SGD
Show price breakdown
for 5 nights
$3,076 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 251 reviews
5.0 (251)
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
12–17 Jul
12–17 Jul
$5,726 SGD
Show price breakdown
for 5 nights
$5,726 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 116 reviews
5.0 (116)
Top guest favourite
Guest favourite
Home in Healdsburg
Wine Country Estate: Pool, Spa & Vineyard Views
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
31 Jul – 5 Aug
31 Jul – 5 Aug
$8,067 SGD
$6,923 SGD
Show price breakdown
for 5 nights
Free cancellation
4.98 out of 5 average rating, 84 reviews
4.98 (84)
Top guest favourite
Guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
13–18 Jul
13–18 Jul
$3,063 SGD
Show price breakdown
for 5 nights
$3,063 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 203 reviews
5.0 (203)
Guest favourite
Guest favourite
Home in Healdsburg
Haven with Pool, Hot Tub and Tastings Included
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
7–12 Aug
7–12 Aug
$7,851 SGD
$6,588 SGD
Show price breakdown
for 5 nights
4.88 out of 5 average rating, 66 reviews
4.88 (66)
Top guest favourite
Guest favourite
Home in Healdsburg
Luxury Retreat w/ Pool, Hot Tub & Sauna
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
11–16 Jul
11–16 Jul
$12,189 SGD
$8,832 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 124 reviews
4.99 (124)
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa near Healdsburg
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
24–29 Jul
24–29 Jul
$4,178 SGD
$3,736 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Top guest favourite
Guest favourite
Guest house in Healdsburg
Luxe Guest Suite in Dry Creek 5 mins From Town!
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
15–20 Jul
15–20 Jul
$3,675 SGD
Show price breakdown
for 5 nights
$3,675 SGD for 5 nights
5.0 out of 5 average rating, 164 reviews
5.0 (164)
Guest favourite
Guest favourite
Home in Healdsburg
Homestead with Pool Hot Tub and Tastings Included
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
14–19 Sept
14–19 Sept
$6,736 SGD
Show price breakdown
for 5 nights
$6,736 SGD for 5 nights
4.95 out of 5 average rating, 99 reviews
4.95 (99)
Guest favourite
Guest favourite
Villa in Healdsburg
Hilltop Villa with Sweeping Views & Trail Access
2 bedrooms
2 bedrooms
,
·
2 king beds
2 king beds
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$3,050 SGD
$2,801 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 195 reviews
4.94 (195)
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard Vue - Wine Tastings Included
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
13–18 Jul
13–18 Jul
$6,792 SGD
$5,524 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 75 reviews
4.99 (75)
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
6–11 Jul
6–11 Jul
$4,416 SGD
Show price breakdown
for 5 nights
$4,416 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 55 reviews
4.98 (55)
Guest favourite
Guest favourite
Home in Healdsburg
Casa Pavone, by Vinifera Homes
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2.5 bathrooms
2.5 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$4,530 SGD
Show price breakdown
for 5 nights
$4,530 SGD for 5 nights
Free cancellation
4.88 out of 5 average rating, 32 reviews
4.88 (32)
Guest favourite
Guest favourite
Home in Healdsburg
ALBA | A modern luxury retreat in Healdsburg
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
20–25 Sept
20–25 Sept
$5,672 SGD
Show price breakdown
for 5 nights
$5,672 SGD for 5 nights
Free cancellation
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Guest favourite
Guest favourite
Home in Healdsburg
Healdsburg Plaza Gem-Hot Tub and Tastings Included
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2 bathrooms
2 bathrooms
19–24 Jul
19–24 Jul
$6,191 SGD
Show price breakdown
for 5 nights
$6,191 SGD for 5 nights
4.9 out of 5 average rating, 91 reviews
4.9 (91)
Top guest favourite
Guest favourite
Home in Healdsburg
Wake Up in Your Own Private Vineyard - Healdsburg
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
6–11 Jul
6–11 Jul
$6,845 SGD
Show price breakdown
for 5 nights
$6,845 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 180 reviews
4.98 (180)
Top guest favourite
Guest favourite
Cottage in Healdsburg
Charming Cottage in Sonoma Wine Country
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
12–17 Jul
12–17 Jul
$1,309 SGD
Show price breakdown
for 5 nights
$1,309 SGD for 5 nights
Pay $0 today
Free cancellation
4.84 out of 5 average rating, 89 reviews
4.84 (89)
Top guest favourite
Guest favourite
Guest suite in Healdsburg
Jimtown Luxury Suite
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
8–13 Jul
8–13 Jul
$2,619 SGD
Show price breakdown
for 5 nights
$2,619 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 93 reviews
5.0 (93)
1
2
3
4
…
15