diff --git a/app/soapbox/components/ui/textarea/textarea.tsx b/app/soapbox/components/ui/textarea/textarea.tsx
index 745325ea9..0228e2e2d 100644
--- a/app/soapbox/components/ui/textarea/textarea.tsx
+++ b/app/soapbox/components/ui/textarea/textarea.tsx
@@ -26,6 +26,8 @@ interface ITextarea extends Pick<React.TextareaHTMLAttributes<HTMLTextAreaElemen
   hasError?: boolean,
   /** Whether or not you can resize the teztarea */
   isResizeable?: boolean,
+  /** Textarea theme. */
+  theme?: 'default' | 'transparent',
 }
 
 /** Textarea with custom styles. */
@@ -37,6 +39,7 @@ const Textarea = React.forwardRef(({
   autoGrow = false,
   maxRows = 10,
   minRows = 1,
+  theme = 'default',
   ...props
 }: ITextarea, ref: React.ForwardedRef<HTMLTextAreaElement>) => {
   const [rows, setRows] = useState<number>(autoGrow ? 1 : 4);
@@ -72,9 +75,10 @@ const Textarea = React.forwardRef(({
       ref={ref}
       rows={rows}
       onChange={handleChange}
-      className={classNames({
-        'bg-white dark:bg-transparent shadow-sm block w-full sm:text-sm rounded-md text-gray-900 dark:text-gray-100 placeholder:text-gray-600 dark:placeholder:text-gray-600 border-gray-400 dark:border-gray-800 dark:ring-1 dark:ring-gray-800 focus:ring-primary-500 focus:border-primary-500 dark:focus:ring-primary-500 dark:focus:border-primary-500':
-          true,
+      className={classNames('block w-full rounded-md sm:text-sm text-gray-900 dark:text-gray-100 placeholder:text-gray-600 dark:placeholder:text-gray-600', {
+        'bg-white dark:bg-transparent shadow-sm border-gray-400 dark:border-gray-800 dark:ring-1 dark:ring-gray-800 focus:ring-primary-500 focus:border-primary-500 dark:focus:ring-primary-500 dark:focus:border-primary-500':
+          theme === 'default',
+        'bg-transparent border-0 focus:border-0 focus:ring-0': theme === 'transparent',
         'font-mono': isCodeEditor,
         'text-red-600 border-red-600': hasError,
         'resize-none': !isResizeable,
diff --git a/app/soapbox/features/chats/components/chat-composer.tsx b/app/soapbox/features/chats/components/chat-composer.tsx
index 358fbb6f3..1d335d566 100644
--- a/app/soapbox/features/chats/components/chat-composer.tsx
+++ b/app/soapbox/features/chats/components/chat-composer.tsx
@@ -3,13 +3,16 @@ import { defineMessages, IntlShape, useIntl } from 'react-intl';
 
 import { unblockAccount } from 'soapbox/actions/accounts';
 import { openModal } from 'soapbox/actions/modals';
-import { Button, Combobox, ComboboxInput, ComboboxList, ComboboxOption, ComboboxPopover, HStack, IconButton, Stack, Text, Textarea } from 'soapbox/components/ui';
+import { Button, Combobox, ComboboxInput, ComboboxList, ComboboxOption, ComboboxPopover, HStack, IconButton, Stack, Text } from 'soapbox/components/ui';
 import { useChatContext } from 'soapbox/contexts/chat-context';
 import UploadButton from 'soapbox/features/compose/components/upload-button';
 import { search as emojiSearch } from 'soapbox/features/emoji/emoji-mart-search-light';
 import { useAppDispatch, useAppSelector, useFeatures } from 'soapbox/hooks';
+import { Attachment } from 'soapbox/types/entities';
 import { textAtCursorMatchesToken } from 'soapbox/utils/suggestions';
 
+import ChatTextarea from './chat-textarea';
+
 const messages = defineMessages({
   placeholder: { id: 'chat.input.placeholder', defaultMessage: 'Type a message' },
   send: { id: 'chat.actions.send', defaultMessage: 'Send' },
@@ -39,7 +42,7 @@ interface IChatComposer extends Pick<React.TextareaHTMLAttributes<HTMLTextAreaEl
   errorMessage: string | undefined
   onSelectFile: (files: FileList, intl: IntlShape) => void
   resetFileKey: number | null
-  hasAttachment?: boolean
+  attachments?: Attachment[]
 }
 
 /** Textarea input for chats. */
@@ -53,7 +56,7 @@ const ChatComposer = React.forwardRef<HTMLTextAreaElement | null, IChatComposer>
   onSelectFile,
   resetFileKey,
   onPaste,
-  hasAttachment,
+  attachments = [],
 }, ref) => {
   const intl = useIntl();
   const dispatch = useAppDispatch();
@@ -68,6 +71,7 @@ const ChatComposer = React.forwardRef<HTMLTextAreaElement | null, IChatComposer>
   const [suggestions, setSuggestions] = useState<Suggestion>(initialSuggestionState);
   const isSuggestionsAvailable = suggestions.list.length > 0;
 
+  const hasAttachment = attachments.length > 0;
   const isOverCharacterLimit = maxCharacterCount && value?.length > maxCharacterCount;
   const isSubmitDisabled = disabled || isOverCharacterLimit || (value.length === 0 && !hasAttachment);
 
@@ -167,12 +171,9 @@ const ChatComposer = React.forwardRef<HTMLTextAreaElement | null, IChatComposer>
         )}
 
         <Stack grow>
-          <Combobox
-            aria-labelledby='demo'
-            onSelect={onSelectComboboxOption}
-          >
+          <Combobox onSelect={onSelectComboboxOption}>
             <ComboboxInput
-              as={Textarea}
+              as={ChatTextarea}
               autoFocus
               ref={ref}
               placeholder={intl.formatMessage(messages.placeholder)}
@@ -184,6 +185,7 @@ const ChatComposer = React.forwardRef<HTMLTextAreaElement | null, IChatComposer>
               autoGrow
               maxRows={5}
               disabled={disabled}
+              attachments={attachments}
             />
             {isSuggestionsAvailable ? (
               <ComboboxPopover>
diff --git a/app/soapbox/features/chats/components/chat-textarea.tsx b/app/soapbox/features/chats/components/chat-textarea.tsx
new file mode 100644
index 000000000..c26755cf5
--- /dev/null
+++ b/app/soapbox/features/chats/components/chat-textarea.tsx
@@ -0,0 +1,39 @@
+import React from 'react';
+
+import { Textarea } from 'soapbox/components/ui';
+import { Attachment } from 'soapbox/types/entities';
+
+interface IChatTextarea extends React.ComponentProps<typeof Textarea> {
+  attachments?: Attachment[]
+}
+
+/** Custom textarea for chats. */
+const ChatTextarea: React.FC<IChatTextarea> = ({ attachments, ...rest }) => {
+  return (
+    <div className={`
+      bg-white
+      dark:bg-transparent
+      shadow-sm block w-full
+      sm:text-sm rounded-md
+      text-gray-900 dark:text-gray-100
+      border-1
+      placeholder:text-gray-600 dark:placeholder:text-gray-600 border-gray-400 dark:border-gray-800
+      dark:ring-1 dark:ring-gray-800 focus-within:ring-primary-500 focus-within:border-primary-500
+      dark:focus-within:ring-primary-500 dark:focus-within:border-primary-500
+    `}
+    >
+      {attachments?.map(attachment => (
+        <img
+          className='w-8 h-8'
+          key={attachment.id}
+          src={attachment.url}
+          alt=''
+        />
+      ))}
+
+      <Textarea theme='transparent' {...rest} />
+    </div>
+  );
+};
+
+export default ChatTextarea;
\ No newline at end of file
diff --git a/app/soapbox/features/chats/components/chat.tsx b/app/soapbox/features/chats/components/chat.tsx
index 73f735e86..f61fcba81 100644
--- a/app/soapbox/features/chats/components/chat.tsx
+++ b/app/soapbox/features/chats/components/chat.tsx
@@ -164,16 +164,6 @@ const Chat: React.FC<ChatInterface> = ({ chat, inputRef, className }) => {
         <ChatMessageList chat={chat} />
       </div>
 
-      {attachment && (
-        <div className='relative h-48'>
-          <Upload
-            media={attachment}
-            onDelete={handleRemoveFile}
-            withPreview
-          />
-        </div>
-      )}
-
       {isUploading && (
         <div className='p-4'>
           <UploadProgress progress={uploadProgress * 100} />
@@ -190,7 +180,7 @@ const Chat: React.FC<ChatInterface> = ({ chat, inputRef, className }) => {
         onSelectFile={handleFiles}
         resetFileKey={resetFileKey}
         onPaste={handlePaste}
-        hasAttachment={!!attachment}
+        attachments={attachment ? [attachment] : []}
       />
     </Stack>
   );