Updated Property with more amenities, maximized beds from 2 queens to 3 beds ( 1 king + 2 queens) , and remodeled exterior with a much more appealing hangout space that includes hot tub/outdoor dining/geodesic dome. 2.

It's essentially a 4 bed / 2.5 ba SFR semi-attached to a five room motel. 

Nothing crazy because I think you have the right aesthetic for the setting, but maybe some fake plants with colored pebbles, bed scarfs, hand towels etc can go a long way to add some life.

Both larger 5 bed houses near BSU. 

Purchase price: $42,000 Cash invested: $15,000 Single family detached 2 bed/1.5 bath.

I would mention here that a typical condo or single family does not qualify for the Act 60 TOURISM tax credit (which gives you up to 40% back)  - the project needs to meet certain qualifications as a guest house, hotel, villas or bed & breakfast - it can be as little as 3 rooms.  

If you are doing 4 beds and 4 baths, they may be fine. 

So far this year from MLS data, in Dane County, the median 3 bed, 2 bath home sold for $440k and $429,950, so with our high taxes (around 2% of the purchase price), you may decide to focus on multi-family property for help with income/cash flow. 

The owner never bothered since they were only there during the times of the year when they felt it wasn't needed. 2) There is no washer and dryer, 3) the home is a 2 bed 2 bath plus a basement, which the basement needs some paint on the walls and new carpet, but not much.

The Investment I’m looking at is a  3 bed 1 bath and has a really nice already running Airbnb 1bed/1bath guest suite that generates an average of $1500/Month.