On Airbnb, I can click "Trip Length", then click "For reservations that include Fridays or Saturdays, guests must stay minimum 2 nights."

Including understanding the pros and cons of cost segregation.If you just want some free advice, that's ok too.  

This will vary depending if you include only hard costs or add soft costs, land and financing.  

Here is the summary of my situation that requires creative thought:Location: DC Suburbs (Clifton, VA)Original sale price: $300KOriginal mortgage: $240K ($60K down)Money spent rehabbing property since 2008: $70KTotal cash invested: $130KCurrent sale price (based on comps): $430KAmount owed on mortgage: $208KPotential cash generated from sale: $($222K, not including transfer costs)Estimated Monthly Rent: $2,200Current Monthly Payment for M/T/I: $1,300 *Biggest yard and likely one of the most updated homes in a desirable community where "average days to sell" is less than 14.Now the issues:Need $100K-$150K out of the house (or via investment) in order to put down-payment on next home, which will be primary residence (probably a $600K home).I've plugged numbers into every rent-or-sell calculator out there, but always feel like I'm missing something big.

US property may only be exchanged for other US property and a very few exceptions of territories that include the USVI, Guam, and American Samoa (but not Puerto Rico).  

Any recommendations on any conditions/contingencies to include in the offer?

As of January 1, 2013, it explicitly added debt buyers to be included under the act.If this is true, is there anyway around it?

These include, but are not limited to: residentially zoned land and house lots; three family homes; apartments and tenement houses; multi-family dwellings and housing developments; publicly assisted housing; and, single and two family residences intended for sale.All commercial space, for sale or for rent, and all land intended to be put to commercial use are covered by M.G.L. c. 151B, s. 4.(4) Property Not Covered By M.G.L. c. 151B, s. 4.

Borrower makes request to lienholder to consider short sale...lienholder provides borrower instructions on what to do for the lienholder to consider shortsale request...borrower (Seller) does what lienholder tells them to do and when they have all of their stuff (Purchase agreement, MLS listing, bank statements, tax returns, and/or whatever else the lienholder needs/wants) they give it to the lienholder to review and either approve, counter or deny the shortsale request.Your purchase agreement should include as much protection as possible for you in case the deal doesn't close.

I invest near Euclid and have a couple contacts out that way, including a great agent.