I would certainly ask about what your future LTV would be on a cash out loan to determine how much cash you would potentially be able to get...your property would need to increase in value considerably if you only put 3.5% down when you purchased it.

A $1million home will have $276,000 in value increase after 5 years (using that same 5% appreciation per year).

Bozeman's allure, coupled with the increasing prevalence of remote work, positions it as an attractive destination for those seeking a live-work balance.

My understanding just from my own research is that if it's a direct threat to health and safety of others or causes landlord an undue financial burden, like your insurance won't cover the breed and you can't find insurance coverage without substantial cost increase, then you may be able to deny it, but your property management likely knows all this and they apparently said it's legit. 

It appears the tenants are well below market for Boston and they won't be happy about the increase but this is business.

How much will you equity increase compared to your rehab and holding expenses. 

I haven't shopped around yet, but I imagine an umbrella policy for the pool would increase costs.I do have a smallish home maintenance fund saved of about $20,000 so could sustain any unforseen expenses for a tiny bit. 

With the number of available properties being that low you could honestly analyze every one of them so the specific zip codes and areas aren't as important as if you were looking with criteria that offered hundreds of results.I'd recommend getting on the list for some local wholesalers to help and increase the number of potential properties that you are exposed to. 

Offer to pay him an increase in the interest rate for 14 months.

Beach houses have a very seasonal rental period but Massanutten attracts guests year round.