I suppose it would depend on where and when you're talking about but it certainly wouldn't have been unheard of. In colonial times, especially in rural areas where the marriage option pool was small and people tended to marry within the same faith and/or ethnicity, it might have been very common to see this happening. If two families in the same area found that they had the same faith or ethnic background and that they got along well and both had a number of children around the same ages, it would make sense for them to match off more than one.

That said, in practice, I have only noticed it a couple times within my own family tree. YMMV.