Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Healdsburg
Check in / Check out
Any week
Guests
Add guests
Log in or sign up
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
Home in Healdsburg
ALBA | A modern luxury retreat in Healdsburg
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
21–26 Sept
21–26 Sept
$6,075 SGD
$5,334 SGD
Show price breakdown
for 5 nights
,
·
4.97 out of 5 average rating, 29 reviews
4.97 (29)
Featured hotel
Featured hotel
Hotel in Healdsburg
Healdsburg king
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
27 Nov – 2 Dec
27 Nov – 2 Dec
$2,091 SGD
Show price breakdown
for 5 nights
$2,091 SGD for 5 nights
+$313 SGD Airbnb credit
Top guest favourite
Guest favourite
Home in Healdsburg
Wake Up at Your Own Private Vineyard - Healdsburg
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
6–11 Sept
6–11 Sept
$6,713 SGD
Show price breakdown
for 5 nights
$6,713 SGD for 5 nights
4.98 out of 5 average rating, 183 reviews
4.98 (183)
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
20–25 Sept
20–25 Sept
$5,454 SGD
Show price breakdown
for 5 nights
$5,454 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 124 reviews
5.0 (124)
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
$3,017 SGD
Show price breakdown
for 5 nights
$3,017 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 271 reviews
5.0 (271)
Guest favourite
Guest favourite
Villa in Healdsburg
Walk to Downtown Healdsburg | Luxe Vacation Rental
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
26 Sept – 1 Oct
26 Sept – 1 Oct
$9,185 SGD
Show price breakdown
for 5 nights
$9,185 SGD for 5 nights
5.0 out of 5 average rating, 73 reviews
5.0 (73)
Top guest favourite
Guest favourite
Hotel room in Healdsburg
Two Thirty-Five Luxury Suites: Plaza Suite
3 bedrooms
3 bedrooms
,
·
3 king beds
3 king beds
,
·
3.5 bathrooms
3.5 bathrooms
11–16 Sept
11–16 Sept
$7,489 SGD
Show price breakdown
for 5 nights
$7,489 SGD for 5 nights
4.99 out of 5 average rating, 89 reviews
4.99 (89)
Guest favourite
Guest favourite
Home in Healdsburg
Chic Wine Country Stay - Walk to River & Downtown
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$2,244 SGD
Show price breakdown
for 5 nights
$2,244 SGD for 5 nights
4.92 out of 5 average rating, 133 reviews
4.92 (133)
Top guest favourite
Guest favourite
Home in Healdsburg
Ivy House Healdsburg @Ivyhousehealdsburg
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1.5 bathrooms
1.5 bathrooms
15–20 Oct
15–20 Oct
$7,459 SGD
$6,546 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 72 reviews
4.99 (72)
Home in Healdsburg
Montage Resort Healdsburg Harvest Home Rental
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
7–12 Sept
7–12 Sept
$26,179 SGD
$22,253 SGD
Show price breakdown
for 5 nights
Top guest favourite
Guest favourite
Cottage in Geyserville
Country Carriage House in Downtown Geyserville
1 bedroom
1 bedroom
,
·
1 king bed
1 king bed
,
·
1 bathroom
1 bathroom
20–25 Oct
20–25 Oct
$2,460 SGD
$1,552 SGD
Show price breakdown
for 5 nights
Free cancellation
4.99 out of 5 average rating, 182 reviews
4.99 (182)
Top guest favourite
Guest favourite
Guest house in Healdsburg
Bucher Vineyard Cottage
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
31 Oct – 5 Nov
31 Oct – 5 Nov
$1,801 SGD
Show price breakdown
for 5 nights
$1,801 SGD for 5 nights
4.99 out of 5 average rating, 138 reviews
4.99 (138)
Guest favourite
Guest favourite
Farm stay in Healdsburg
Eco Modern Casita in the Vineyards
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
26–31 Oct
26–31 Oct
$2,002 SGD
$1,755 SGD
Show price breakdown
for 5 nights
Free cancellation
4.91 out of 5 average rating, 102 reviews
4.91 (102)
Luxe
Luxe
Home in Healdsburg
3 BR | Saltwater Pool | Spa | Walk to Wineries
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
25–30 Oct
25–30 Oct
$7,423 SGD
Show price breakdown
for 5 nights
$7,423 SGD for 5 nights
Free cancellation
5.0 out of 5 average rating, 42 reviews
5.0 (42)
Top guest favourite
Guest favourite
Guest house in Healdsburg
Bunkhouse at Side Road Farm
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
$1,962 SGD
$1,727 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 259 reviews
4.99 (259)
Guest favourite
Guest favourite
Guest suite in Healdsburg
Pony Ranch Vineyard Estate with Pool
1 bedroom
1 bedroom
,
·
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
24–29 Oct
24–29 Oct
$1,699 SGD
$1,490 SGD
Show price breakdown
for 5 nights
Free cancellation
4.93 out of 5 average rating, 481 reviews
4.93 (481)
Guest favourite
Guest favourite
Villa in Healdsburg
Trinite Estate
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
4.5 bathrooms
4.5 bathrooms
7–12 Sept
7–12 Sept
$11,455 SGD
Show price breakdown
for 5 nights
$11,455 SGD for 5 nights
4.91 out of 5 average rating, 176 reviews
4.91 (176)
Top guest favourite
Guest favourite
Home in Healdsburg
Vineyard views, hot tub, sauna, cinema
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
7–12 Sept
7–12 Sept
$3,187 SGD
$2,657 SGD
Show price breakdown
for 5 nights
Extended stay discount
4.98 out of 5 average rating, 124 reviews
4.98 (124)
Top guest favourite
Guest favourite
Room in Windsor
Wine Country Stay
1 queen bed
1 queen bed
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$716 SGD
$628 SGD
Show price breakdown
for 5 nights
4.9 out of 5 average rating, 214 reviews
4.9 (214)
1
2
3
4
…
15