Try
www.barkindogclothes.com
Rena has some really nice winter and Christmas outfits on her holiday and sale items page. The outfits are so cute and the price is great!!! I wish I had the money, I would buy a bunch of them. I love the "I believe in Santa" fleece hoodie and the Christmas Wish hooded sweatshirt.
Oh and with the price range you were looking for, you should be able to buy 2 sweaters for that price from her. Shipping is free.