[Jim in CT]

So we usually go camping for a week in Eastham in June. It has been great, thanks in part to all the great tips I get here.

Well, my mother-in-law recently mentioned that while she is happy we like camping, she misses vacationing with us. Since she is NOT staying in a little camper with us, I was thinking of renting a 4/5 bedroom house in that area.

I looked at the usual websites, and there are a ton of houses available in mid/late June. Problem is, I don't know when school will get out because of snow days. I'd like to get out there as early as possible.

If I want until April to book, I am wondering if I can leverage a good deal by finding a homeowner who realizes that it's either me renting the house for less than the posted rate, or the house sits vacant for the week.

Anyone ever done that? Wondering what my chances are. I will likely try it regardless, just wondering if anyone has any insight.