Thank you for your responses.From my understanding Airbnb automatically collects tax depending on the location.On setting up the VRBO listing, there were three options regarding how to collect taxes:Collect a tax per person per night (collect at check-in) then you would be prompted to place an amountCollect tax as percentage of rental amount(during booking) then you would be prompted to place a percentage Do not include taxes (I am collecting and remitting as required) I do not know where to check which one I should choose?

@David LopezI use turbo tax as well and have 19 rentals.

Then as long as you don’t have a job back in MA (or you’d be taxed there anyway) and your properties aren’t in states with income tax (as they would tax you anyway) as long.

the way the multimillionaire do it is to delay and defer tax as much as possible, so after the accumulate so many loss then when you sell one for profit for example from flip/rent strategy, you could use it to offset the gain

I think the sponsor still wants to tax a lot of short-term rentals that way too.)-- Everyone is already talking about amendments to the bill, including the sponsor.

You will need to pay BOTH sides of the tax, as seller and purchaser, and there is no loophole in NH for this unless you transferring into a trust for estate planning purposes.So I'm guessing you will need to file CD-57-P, CD57-S, and PA-34, which cannot be downloaded from this site.

Also if I create a business to handle my properties in Maine, Maine will come after me for income tax as well.

The biggest factor in Texas is the property taxes, at some point there will be a breaking point for owner occupants where they just can't afford the property tax as the value of their homes increase (while much of the time, they have not done any value-add to their own property)

He is mixing together Section 469 which controls losses and REPS with Section 1402 which controls self-employment tax.

A BP investor from SF just had a real estate broker preview a property that I have for sale here in PA.Elizabeth Colegrove  While the real estate taxes are high in TX, there is ZERO income tax, a big plus from my perspective.