It's much easier to set things up right than to have to transition them later when you have multiple properties and many, many transactions.

Enhancing guest experience with small touches, like a welcome basket or local guide, can lead to better reviews and repeat bookings.

When I was in your exact situation looking for help, they were the only ones that provided solid answers and walked my wife and I through the full transaction.

$6K in taxes and expense vs $17K in Federal and State taxes.Ok so after all this, book a consultation with a tax advisor.

@Joseph BinkowskiDon’t forget that you can now be qualified as an accredited investor by passing the series 65 exam without any income or net worth requirements.It will cost you around $200 to $300 and will be valid for 2 years (unless you can park your license with a financial advisor firm, then it will last as long as you maintain it).It is not a difficult exam and you should be able to pass it with around 40 hours of self study with a good prep book or website.

. $275K acquisition  and you believe a 40 year amortized loan is necessary to make the numbers work, this transaction may have bigger problems.  

Quote from @Niranjan Sathish: Hello, I am Sathishkumar, have been learning about Real Estate through books and podcasts for the past couple of years. 

That's much further than most ever get.Have you read Coach Carson's book, The Small and Mighty Investor?

We don't have any issue getting it booked up for the season.

I do not recommend paying any upfront fees, unless it's with a large bank that typically requires a good faith deposit on larger transactions.