I have my primary home plus a vacation home we quickly turned into an investment home. Can I get financing as a third home as a vacation home or would they typically just assume it’s an investment property?

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Seems fine. Some lenders may question but then go to a different lender.

When you apply you just apply as a “second home” and you have an existing rental.

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How quickly ?

1.5 years later

Answer all their questions, but don’t offer more info than they need. If it’s a vacation home then it’s a vacation home, and if the lender believes otherwise.. shop around for another lender.
As pWc1 always mentioned, you are allowed to have a “secondary home”. Work hard, play hard!

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