You do know that there are hundreds of thousands of homes that are still valued at less than are owed for them, dating back to 2005-7, right?

But the weren't set to expire until 2020 so I had time. 

I really need some advice...I am considering a cabin that that is very dated and really heavy with the lodge decor. 

There are specific rules for 1031 exchanges including:The replacement property must be identified within 45 days of transferring the relinquished property.The replacement property must be received within 180 days after the transfer of the relinquished property or the due date of the taxpayer's tax return, whichever is earlier.Special rules apply for exchanges between related parties (defined in § 267(b) or 707(b)(1)).Real property located in the United States and real property located outside the United States are not considered property of like kind.Cost Segregation StudiesA Cost Segregation study is an IRS approved federal income tax tool that increases near term cash flow by utilizing shorter recovery periods for depreciation to accelerate return on investment.

Some terms you may find helpful:Repayment Schedule: Clearly outline the payment schedule (monthly, quarterly, etc.).Balloon Payment: If applicable, specify the amount and due date of any balloon payment.Prepayment Penalty: State if there’s a penalty for paying off the loan early.Default Terms: Clearly define what constitutes a default and the consequences, such as foreclosure procedures.Insurance Requirements: Ensure the buyer maintains property insurance.Maintenance Responsibilities: Clarify that the buyer is responsible for property maintenance and repairs.I hope this helps you out, have a great day!

So if you're looking at this at a later time, likely not up to date anymore.

Other than really making sure you have partnered with a good company to manage your property; I would say to make sure you stay up to date on the latest trends and what guests are looking for. 

Keep us up to date on how that goes.

The last two deals I bought had fallen through a week before closing, seller was counting on having the funds for their new purchase, had plenty of equity and they were happy to find someone who could step in and close on (almost) the original date, even though for a lower price.

In that case, a premium can help discourage back-to-back bookings or at least bring in more revenue that could help with operational costs....While a premiumcan be put in place so that adjacent days are less attractive to guests, there's no guarantee that guests won't book these days, and your regular listing maximum price will still be in effect (though that can be adjusted with Date Specific Overrides).