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
Luxe Guest Suite in Dry Creek 5 mins From Town!
1 bedroom
,
·
1 bed
,
·
1 private bathroom
25–30 Aug
25–30 Aug
$4,185 SGD
Show price breakdown
for 5 nights
$4,185 SGD for 5 nights
,
·
5.0 out of 5 average rating, 165 reviews
5.0 (165)
Top guest favourite
Guest favourite
Home in Healdsburg
10-Acre Vineyard Cottage w/Hot Tub + Bocce Court
5.0 out of 5 average rating, 254 reviews
5.0 (254)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
25–30 Oct
25–30 Oct
$3,074 SGD
Show price breakdown
for 5 nights
$3,074 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
4.98 out of 5 average rating, 56 reviews
4.98 (56)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
21–26 Jul
21–26 Jul
$4,459 SGD
Show price breakdown
for 5 nights
$4,459 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Healdsburg House - Chiquita Road
5.0 out of 5 average rating, 118 reviews
5.0 (118)
,
·
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
3 bathrooms
3 bathrooms
24–29 Aug
24–29 Aug
$5,947 SGD
Show price breakdown
for 5 nights
$5,947 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Tiny home in Sebastopol
The Sonoma Spyglass | Incredible Views + Sauna
5.0 out of 5 average rating, 208 reviews
5.0 (208)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
23–28 Aug
23–28 Aug
$4,246 SGD
$3,215 SGD
Show price breakdown
for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Wine Country Estate: Pool, Spa & Vineyard Views
4.98 out of 5 average rating, 86 reviews
4.98 (86)
,
·
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
21–26 Oct
21–26 Oct
$7,767 SGD
Show price breakdown
for 5 nights
$7,767 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Villa with Pool, Hot Tub and Tastings Included
4.98 out of 5 average rating, 61 reviews
4.98 (61)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2.5 bathrooms
2.5 bathrooms
25–30 Aug
25–30 Aug
$6,044 SGD
Show price breakdown
for 5 nights
$6,044 SGD for 5 nights
Top guest favourite
Guest favourite
Guest house in Healdsburg
Healdsburg Designer Cottage | Walk to Plaza
4.97 out of 5 average rating, 253 reviews
4.97 (253)
,
·
1 bedroom
1 bedroom
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$3,003 SGD
$2,449 SGD
Show price breakdown
for 5 nights
Free cancellation
Guest favourite
Guest favourite
Home in Healdsburg
ALBA | A modern luxury retreat in Healdsburg
4.96 out of 5 average rating, 24 reviews
4.96 (24)
,
·
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
24–29 Aug
24–29 Aug
$5,521 SGD
Show price breakdown
for 5 nights
$5,521 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Treehouse in Bodega Bay
Eagle's Nest Treehouse Farm Stay
4.95 out of 5 average rating, 226 reviews
4.95 (226)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
8–13 Nov
8–13 Nov
$3,068 SGD
Show price breakdown
for 5 nights
$3,068 SGD for 5 nights
Pay $0 today
Free cancellation
Top guest favourite
Guest favourite
Guest house in Healdsburg
Bucher Vineyard Cottage
4.99 out of 5 average rating, 131 reviews
4.99 (131)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
27 Jul – 1 Aug
27 Jul – 1 Aug
$2,178 SGD
Show price breakdown
for 5 nights
$2,178 SGD for 5 nights
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa in Healdsburg
4.98 out of 5 average rating, 41 reviews
4.98 (41)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
23–28 Aug
23–28 Aug
$2,946 SGD
Show price breakdown
for 5 nights
$2,946 SGD for 5 nights
Pay $0 today
Free cancellation
Luxe
Luxe
Villa in Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home
5.0 out of 5 average rating, 94 reviews
5.0 (94)
,
·
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
25–30 Aug
25–30 Aug
$14,669 SGD
Show price breakdown
for 5 nights
$14,669 SGD for 5 nights
Guest favourite
Guest favourite
Home in Forestville
Somms Rest Designed Curated Peaceful
4.99 out of 5 average rating, 368 reviews
4.99 (368)
,
·
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
3–8 Oct
3–8 Oct
$1,722 SGD
Show price breakdown
for 5 nights
$1,722 SGD for 5 nights
Pay $0 today
Free cancellation
Guest favourite
Guest favourite
Villa in Healdsburg
Hilltop Villa with Sweeping Views & Trail Access
4.94 out of 5 average rating, 195 reviews
4.94 (195)
,
·
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
2 bathrooms
2 bathrooms
9–14 Aug
9–14 Aug
$3,006 SGD
Show price breakdown
for 5 nights
$3,006 SGD for 5 nights
Pay $0 today
Free cancellation
Luxe
Luxe
Home in Healdsburg
Luxurious 3-Bedroom Home in Healdsburg
5.0 out of 5 average rating, 38 reviews
5.0 (38)
,
·
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
30 Aug – 4 Sept
30 Aug – 4 Sept
$8,920 SGD
Show price breakdown
for 5 nights
$8,920 SGD for 5 nights
Free cancellation
Guest favourite
Guest favourite
Treehouse in Occidental
The Spectacular Spyglass Treehouse
4.98 out of 5 average rating, 358 reviews
4.98 (358)
,
·
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
26–31 Aug
26–31 Aug
$8,512 SGD
Show price breakdown
for 5 nights
$8,512 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Geyserville
Historic Home; Walk to Cyrus, Diavola, Catelli's
4.98 out of 5 average rating, 117 reviews
4.98 (117)
,
·
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
4 bathrooms
4 bathrooms
21–26 Jul
21–26 Jul
$6,477 SGD
Show price breakdown
for 5 nights
$6,477 SGD for 5 nights
Free cancellation
Top guest favourite
Guest favourite
Home in Healdsburg
Large Outdoor Kitchen, Pool, Hot Tub, Firepit
5.0 out of 5 average rating, 102 reviews
5.0 (102)
,
·
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
,
·
3.5 bathrooms
3.5 bathrooms
24–29 Aug
24–29 Aug
$12,364 SGD
Show price breakdown
for 5 nights
$12,364 SGD for 5 nights
Free cancellation
1
2
3
4
…
15