Sepia hand-tinted postcard, 190-, UK

The two dolls that share the sock with the Japanese doll each have a particular history of their own. The Golliwogg (Gollywog, Golly, Gollie, etc.) was based on earlier dolls representing blackface minstrel performers, but it got its name in 1895 from Bertha and Florence Upton (a writer and illustrator mother-daughter team) with the first of a popular series of books. Golly remains popular today in Britain, though the end of his name, "wog," has become a racist term. Here's a link to an Australian site for Golliwogs
The Teddy Bear, of course, got its name from Teddy Roosevelt's refusal to consider a wounded bear cub as an object for sport hunting, in 1902. Again, such bears had been made before, but they did not become an important toy until then.

Christmas greeting & verse. There is another card in this series using the same toys in a different arrangement, with a different verse. Postally used, Edward VII halfpenny stamp.

Rotary photo Christmas postcard, used but undated (ca.1900?)

Two folding seasonal greetings, published by Raphael Tuck co., with verses by Helen Burnside, probably 1890s. 

"Mellee Greetings" has a NewYear's verse inside. The l-for-r mispronunciation is common for the Chinese (while the Japanese are likely to pronounce r for l, having no -l- sound in their phonetics), and the -ee ending is also meant to evoke a Chinese style of pronunciation; the Japanese dolls so delightfully portrayed, then, just evoke a general Oriental theme. In novels such as Clive Holland's  Mousmé, however, Japanese characters' speech are represented by the "mellee"-for-"merry" style.
Burnside was the author of the Tuck shape book Only a Jap Dollee, andof the verse on  a Valentine's  card in the same format showing Japanese dolls published by Tuck. Presumably she and an artist worked together on the series, though the verses on the cards have nothing to do with dolls.
 

John Rae 
pub. Frederick Stokes , 190-?

An unusual image in that there are no children in the picture. The Japanese doll belongs to the lady, as does the dog, and she seems to want them to exchange a kiss. 

This artist may be the same as the children's author and illustrator (of, e.g. Lucy Locket, the Doll with the Pocket, 1928). If so, this must have been a special effort, an "academy painting." 

Two postcards, 1909, US

pub. Tuck "Crimson and Gold" series

"A Merry Christmas." Santa card ailed Passaic N.J.  Fancy embossed cards.

Ethel Parkinson
1905, German 

Mailed in Weisbaden to US. No message. Parkinson was probably a British artist, and designed a number of postcards showing children.

1906, US
pub. H. I. Robbins, Boston

Unused. A little girl holds a tiny Japanese doll, a blonde dolly, and a teddy bear, along with a horn and a book, while a wrapped gift and book of fairy tales lie on the floor. "A Merry Christmas." 

 1908
pub. Davidson Bros., London

Mailed in Pennsylvania, 1908. Japanese girl doll leans against an upended book, with a big black-and- tan dog standing over her. "With much love for a Happy Christmas."

This wonderful jolly Santa is evidently ready to drop the toys down the chimney.  The snow makes the smaller toys hard to distinguish but the bear and Japanese doll have lots of personality.
 

This card is either by Ellen Clapsaddle or is an imitation of a signed postcard image by her of a little girl with an armful of dolls on the stairs and Santa peeking in at the window. In the signed image,  the girl does not however have a Japanese doll. The signed Clapsaddle card probably dates between 1906-14, and presumably this one is from about the same period. The image is unusual in the way the Japanese doll is privileged with a kiss over the other dolls.

Used as a card but not mailed.

Note on other side says that niece "says girl on other side is herself."

Embossed card of a car driven by a Teddy Bear and carrying a group of dolls--a black "Dinah" on the front seat, and a Japanese doll and blonde dolly in the back.

Pauli Ebner, Germany

Ebner was an artist who often included dolls or made them the subject of his children's images. However, his dolls were usually European. In this case, the little Japanese doll seems to be sitting in a jinrickishaw of sorts.

UK (Australia?), pub. Tuck

Deluxe heavily tinted and printed photographic image of Santa and two girls in living room. US flag on tiny scrawny tree. Golly and Japanese rag doll on floor among other dolls. At least two similar cards (same room, people, and accessories) were made.

Susan B. Pearse

Susan Pearse often included Japanese dolls in her illustrations of little girls playing with doll families, and one is prominent here. This may be a non-Christmas illustration adapted for a Christmas card. See the Susan B. Pearse page.

1921, US

Mailed in Scranton, Pennsylvania. Boy trims a Christmas tree while girl presides over tea party with doll, bear, and Japanese doll (parasol in evidence). Lightly embossed.

French,  Signed Hédé

Mailed in Caen. Part of a series, "Nos Babys".
The verse reads: "With my dolly alongside, I come to wish you a happy New Year. Together, our two little hearts wish you every happiness."

Published in Italy for a French market, unused

Sergio Bompard who signed "S. Bompard," was a prolific postcard artist, but I have not been able to find dates for this card. It looks to me as if it dates from around 1920.

Latvian, 192-, signed Chiostri

A "glamor" card with a Christmas theme. Interestingly, as in the risqué French cards by Sager and Meunier, the doll is wearing shoes. She also has an unusually elaborate hairstyle, probably meant to evoke the sexy Japan of the  geisha. 

1927, US

Charles Twelvetrees

It's interesting that the only doll in evidence is the Japanese boy.

This magnificent card from the P. F. Volland Company (publishers of Johnny Gruelle's Raggedy Ann books) features a Japanese doll, his shaved head turned into part of the design of circular elements.