I'm not well versed with laptops, but one hint I can give you - Windows 95 supports only max. 4 GB harddrive space, so you'll need Windows 98, if you want to have a laptop with larger HD. Windows 98 supports up to 10 GB, or perhaps 20, but I guess, it's 10 GB. But as Windows 98 is little more system-demanding, you'll need at least Pentium with 233 Mhz. Also I would suggest 64 MB RAM, or even more - 128 would be enough for Windows 98.
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But can't you just use DOSBox? I play old games on my Windows Xp, using DOSBox... I was afraid of it first, but now it's a piece of cake... My 9 year old sister uses it without troubles!* 
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Well, Windows XP for itself needs at least P2-P3 with 450 MHZ and at least 128 RAM to run fluently. DosBox for itself need at least P3 with 1000 Mgz to run the simplest, oldest games fluently, so you see, it's not the option...