Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Healdsburg
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
California
California
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Vineyards
Amazing views
Countryside
Amazing pools
Rooms
Farms
Cabins
Chef's kitchens
Beach
Lake
Play
Trending
Design
Tiny homes
Bed & breakfasts
Beachfront
New
Grand pianos
Skiing
Lakefront
Golfing
Surfing
Luxe
Off-the-grid
Treehouses
Mansions
Camping
Filters
, 1 filter applied
1
Display total before taxes
Show map
Search results; Over 1,000 places in Healdsburg
Over 1,000 places in Healdsburg
Guest favorite
Guest favorite
Guesthouse in Healdsburg
The Roost - Garden Studio
Apr 1 – 6
Apr 1 – 6
$304
$235
night
$235 per night, originally $304
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favorite
Guest favorite
Home in Healdsburg
Hidden Oasis ~ a Private Luxury Home in Healdsburg
4 beds
4 beds
Jun 2 – 7
Jun 2 – 7
$786
night
$786 per night
4.98 out of 5 average rating, 47 reviews
4.98 (47)
Superhost
Superhost
Home in Healdsburg
C - Wineries/breweries seconds away
2 beds
2 beds
Apr 6 – 11
Apr 6 – 11
$150
night
$150 per night
4.81 out of 5 average rating, 418 reviews
4.81 (418)
Superhost
Superhost
Villa in Healdsburg
Hilltop Vista Villa
2 king beds
2 king beds
Apr 1 – 6
Apr 1 – 6
$366
night
$366 per night
4.94 out of 5 average rating, 108 reviews
4.94 (108)
Guest favorite
Guest favorite
Home in Healdsburg
Healdsburg Garden House
3 beds
3 beds
Apr 4 – 9
Apr 4 – 9
$225
$193
night
$193 per night, originally $225
4.93 out of 5 average rating, 522 reviews
4.93 (522)
Guest favorite
Guest favorite
Guesthouse in Healdsburg
Bucher Vineyard Cottage
1 queen bed
1 queen bed
Apr 1 – 6
Apr 1 – 6
$275
$235
night
$235 per night, originally $275
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Guest favorite
Guest favorite
Guesthouse in Healdsburg
Alexander Valley: Wine Lover and Cycling Paradise
1 bed
1 bed
Apr 1 – 6
Apr 1 – 6
$195
night
$195 per night
4.98 out of 5 average rating, 246 reviews
4.98 (246)
Guest favorite
Guest favorite
Bungalow in Healdsburg
HBG Fitch House - 3 block walk to Downtown 30+days
2 beds
2 beds
Sep 1 – 6
Sep 1 – 6
$137
night
$137 per night
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favorite
Guest favorite
Home in Healdsburg
Dry Creek Valley Cottage
1 queen bed
1 queen bed
Apr 14 – 19
Apr 14 – 19
$185
night
$185 per night
4.96 out of 5 average rating, 429 reviews
4.96 (429)
Guest favorite
Guest favorite
Farm stay in Healdsburg
Gracianna Winery Vineyard Loft - Farm Stay
1 king bed
1 king bed
Jun 8 – 13
Jun 8 – 13
$244
night
$244 per night
4.97 out of 5 average rating, 470 reviews
4.97 (470)
Guest favorite
Guest favorite
Home in Healdsburg
10 Acre Vineyard Cottage w/Hot Tub + Bocce Court
3 beds
3 beds
Jun 23 – 28
Jun 23 – 28
$426
night
$426 per night
5.0 out of 5 average rating, 49 reviews
5.0 (49)
Guest favorite
Guest favorite
Apartment in Healdsburg
Downtown Healdsburg Perch
1 bed
1 bed
Apr 8 – 13
Apr 8 – 13
$550
night
$550 per night
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favorite
Guest favorite
Guesthouse in Healdsburg
Healdsburg 2br Cottage with Private Yard!
2 beds
2 beds
Apr 15 – 20
Apr 15 – 20
$233
night
$233 per night
4.88 out of 5 average rating, 74 reviews
4.88 (74)
Guest favorite
Guest favorite
Vacation home in Healdsburg
Downtown Healdsburg Nest
2 beds
2 beds
Apr 14 – 19
Apr 14 – 19
$455
night
$455 per night
4.97 out of 5 average rating, 63 reviews
4.97 (63)
Home in Healdsburg
Cypress House & Studio, Walk to Healdsburg Plaza
3 beds
3 beds
Apr 7 – 12
Apr 7 – 12
$619
night
$619 per night
4.9 out of 5 average rating, 20 reviews
4.9 (20)
Guest favorite
Guest favorite
Guesthouse in Healdsburg
Healdsburg Contemporary Cottage With Lush Backyard Patio
1 queen bed
1 queen bed
Apr 1 – 6
Apr 1 – 6
$406
night
$406 per night
4.98 out of 5 average rating, 177 reviews
4.98 (177)
Home in Healdsburg
Wine Country Cottage in Healdsburg
1 queen bed
1 queen bed
Apr 3 – 8
Apr 3 – 8
$191
night
$191 per night
4.89 out of 5 average rating, 357 reviews
4.89 (357)
Guest favorite
Guest favorite
Guesthouse in Healdsburg
Healdsburg Cottage-Workspace, Walk to Plaza
1 queen bed
1 queen bed
Jun 11 – 16
Jun 11 – 16
$335
night
$335 per night
4.93 out of 5 average rating, 299 reviews
4.93 (299)
1
2
3
4
…
15