Top 25 Places for Vacation RentalsI was happy to see Sunriver Oregon on this list, though not surprised. It's one of the few areas I know of where the entire development is geared around Short Term Rentals. All of the...

Hello,I am hoping to get advice on whether or not I should switch my home from a typical annual rental agreement to a vacation rental. The home is in aspen Colorado 1.2 miles from the Aspen Mountain Ski resort. Curren...

Has anyone on here had any luck with investment property in ski resort areas? My wife and I enjoy going to Colorado a couple of times a year. Thinking about looking in the Tri-basin area in Colorado. any advise?

I’m looking at a cabin for short-term rentals. Lots of local amenities for summer guests and close to a larger town. For the winter I would think that the ski resort in the area could be a draw, but it’s 40 minutes aw...

Not sure this is necessarily a strategy, but more of an idea/dream I was thinking about the other day. It all started because I used to live in Vail. I love that mountain! I love to ski! I live in Park City, UT now, b...

Hi all,I’m looking for some help. We’re house hacking a vacation home in Maine using VRBO/HomeAway on our 1st deal). We found a property on a pond. We know it’s overpriced and are currently negotiating on counter off...

Investment Info:

Single-family residence buy & hold investment.

Purchase price: $350,000

Cash invested: $500,000

Purchased 47 acres of vacant land near the Blue Mountain Ski Resort. Since added ...

I bought a house this summer on a lake. I plan to live here another year or so, but then it will become a rental property. It's in a unique location where I could either rent it like a normal house, or use it for vaca...

Hi everyone, happy new year. Fiancé and I are heading up to Vermont for 2 nights to look at some potential investment property. Not sure if we would treat it as a "rental" or a "vacation home" or "business", but we wo...

There has been a lot of talk recently about short term rentals in mountain vacation towns (thanks @Avery Carl - but really your episode was awesome) but are there a lot of you who invest in beach towns? We own two bea...