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
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
Guest favourite
Guest favourite
Cottage in Healdsburg
Luxury 1-br cottage on 30-acre Healdsburg vineyard
1 bedroom
,
·
1 bed
,
·
1 private bathroom
1–6 Sept
1–6 Sept
$4,788 SGD
Show price breakdown
for 5 nights
$4,788 SGD for 5 nights
,
·
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Guest favourite
Guest favourite
Home in Healdsburg
The Grove on Alexander Valley
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Nov
1–6 Nov
$3,958 SGD
Show price breakdown
for 5 nights
$3,958 SGD for 5 nights
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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
$5,619 SGD
Show price breakdown
for 5 nights
$5,619 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 122 reviews
5.0 (122)
Superhost
Superhost
Home in Healdsburg
Tranquil Retreat with Pool, Hot Tub, & Game Room
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3 bathrooms
3 bathrooms
1–6 Sept
1–6 Sept
$7,287 SGD
$5,931 SGD
Show price breakdown
for 5 nights
New place to stay
New
Top guest favourite
Guest favourite
Home in Geyserville
Sanctuary Estate - Wine Tastings Included
6 bedrooms
6 bedrooms
,
·
10 beds
10 beds
,
·
5.5 bathrooms
5.5 bathrooms
1–6 Sept
1–6 Sept
$16,077 SGD
Show price breakdown
for 5 nights
$16,077 SGD for 5 nights
4.95 out of 5 average rating, 77 reviews
4.95 (77)
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
$3,023 SGD
Show price breakdown
for 5 nights
$3,023 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 264 reviews
5.0 (264)
Top guest favourite
Guest favourite
Home in Healdsburg
Vintage Retreat with Spa in Healdsburg
3 bedrooms
3 bedrooms
,
·
3 queen beds
3 queen beds
,
·
2 bathrooms
2 bathrooms
20–25 Oct
20–25 Oct
$3,672 SGD
$3,354 SGD
Show price breakdown
for 5 nights
Book early to save
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 46 reviews
4.98 (46)
Top guest favourite
Guest favourite
Home in Healdsburg
Wine Country Resort Home | Pool & Spa | Sleeps 12
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
6–11 Sept
6–11 Sept
$10,178 SGD
$7,513 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 126 reviews
4.95 (126)
Luxe
Luxe
Villa in Healdsburg
Wine Country Estate
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
5 bathrooms
5 bathrooms
7–12 Sept
7–12 Sept
$19,465 SGD
Show price breakdown
for 5 nights
$19,465 SGD for 5 nights
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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
14–19 Sept
14–19 Sept
$12,618 SGD
Show price breakdown
for 5 nights
$12,618 SGD for 5 nights
4.99 out of 5 average rating, 129 reviews
4.99 (129)
Home in Healdsburg
Montage Resort Healdsburg Harvest Home Rental
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
6–11 Sept
6–11 Sept
$23,970 SGD
Show price breakdown
for 5 nights
$23,970 SGD for 5 nights
Pay $0 today
Free cancellation
Luxe
Luxe
Villa in Healdsburg
New! The Quails Crossing- Healdsburg Vineyard Home
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
,
·
4.5 bathrooms
4.5 bathrooms
7–12 Sept
7–12 Sept
$12,446 SGD
Show price breakdown
for 5 nights
$12,446 SGD for 5 nights
5.0 out of 5 average rating, 94 reviews
5.0 (94)
Guest favourite
Guest favourite
Villa in Healdsburg
Private Hilltop Estate · Pool · Valley Views
6 bedrooms
6 bedrooms
,
·
5 beds
5 beds
,
·
6 bathrooms
6 bathrooms
10–15 Nov
10–15 Nov
$13,026 SGD
Show price breakdown
for 5 nights
$13,026 SGD for 5 nights
4.94 out of 5 average rating, 18 reviews
4.94 (18)
Top guest favourite
Guest favourite
Home in Healdsburg
Cuvée House
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
11–16 Sept
11–16 Sept
$5,321 SGD
Show price breakdown
for 5 nights
$5,321 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 52 reviews
5.0 (52)
Top guest favourite
Guest favourite
Flat in Healdsburg
Downtown Healdsburg Perch
1 bedroom
1 bedroom
,
·
1 bed
1 bed
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
$4,344 SGD
Show price breakdown
for 5 nights
$4,344 SGD for 5 nights
Pay $0 today
Free cancellation
4.98 out of 5 average rating, 57 reviews
4.98 (57)
Top guest favourite
Guest favourite
Home in Healdsburg
Spectacular Healdsburg Manor-6beds/4.5B, POOL+SPA!
6 bedrooms
6 bedrooms
,
·
5 beds
5 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Sept
1–6 Sept
$14,007 SGD
Show price breakdown
for 5 nights
$14,007 SGD for 5 nights
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Top guest favourite
Guest favourite
Home in Geyserville
Updated 5 BR house w/ hot tub - walk to downtown!
5 bedrooms
5 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
6–11 Sept
6–11 Sept
$5,468 SGD
$4,646 SGD
Show price breakdown
for 5 nights
4.99 out of 5 average rating, 142 reviews
4.99 (142)
Luxe
Luxe
Home in Healdsburg
Modern, private Healdsburg oasis
5 bedrooms
5 bedrooms
,
·
8 beds
8 beds
,
·
4.5 bathrooms
4.5 bathrooms
21–26 Sept
21–26 Sept
$16,228 SGD
Show price breakdown
for 5 nights
$16,228 SGD for 5 nights
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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
13–18 Sept
13–18 Sept
$7,019 SGD
$6,219 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 102 reviews
4.94 (102)
1
2
3
4
…
15