Get Started Here!

Sorta Random Sunday: The Adirondacks Short Term Rental That Wasn’t

Selenid, the kids, and I just spent last weekend on an impromptu visit to the Adirondacks. And we spent it in a family vacation home that was supposed to also be a short term rental. In fact, it was a short term rental, but then it wasn’t. I think it’s an interesting story so I figure why not share it with all of you!


So, my mom Lisa and stepdad Joe love the Adirondacks. For those who don’t know about them, the Adirondacks are a region in Central New York with a ton of lakes and nature and camping, etc. Really beautiful place.

Anyway, ever since my siblings and I have been kids, we’ve been taken to the Adirondacks during the summer

Usually, they would just rent a place for a week, etc. This was way before VRBO or AirBNB so the short term rental game has been strong in the Adirondacks for a long time.

About 5 years ago, they decided that they would like to buy a vacation home or second home or whatever you’d like to call it in the Adirondacks. This is very similar to tons of other people obviously.

And it’s become a really common topic brought up in online finance forums and groups. Someone says they want a second home. Can they afford it? Well…more on that later.

Also similar to many people, they figured they could also use this home as a short term rental

And why not? This way they could use it whenever they wanted and also make money from it when they weren’t using it. Genius!

Well, this ended up lasting only one summer if that.

They rented it out a bunch of times and, not surprisingly, people broke sh*t and left messes etc. In fact, Ian Cook of Carpe Diem MD famously says in his STR online course (more info here) that the #1 rule of short term rentals is “Guests will break your sh*t!”

Moreover, Lisa and Joe just didn’t like the idea of other people being in their home.

So, their second home/short term rental quickly became just a vacation home.

Is that ok?

Yes. It was ok.

Why? Because my mom and step dad could afford the second home. It fit into their financial plan. Any money brought in via short term renting was icing on the cake.

Unfortunately, this is not always the case.

I’ve heard too many stories of people buying a second home that they really want to treat as a second home. They buy it even though it’s more expensive than they can afford. They figure they’ll defray costs by renting it out.

And then they realize that they hate renting it out.

Now it’s a tough decision

Do you get rid of the property (if you even can)? Or do you keep renting it out so you can afford it (even though you hate renting it out)?


What’s the moral of the story?

The moral of the story is to know what you are getting yourself into.

If you want a second home or vacation home, then buy one. But don’t convince yourself you can buy more than you can afford because you’ll use it as a short term rental. You don’t want a short term rental.

If you want to invest in short term rentals, then do that. Buy a place that you know works as a short term rental and that you also could vacation at if you want. You know the downsides of this and are accepting of them. It’s primarily an STR that you can also vacation at, not the other way around!

Anyway, that’s my story and I hope you all enjoy your weekend!

These posts will help you learn a bit more about investing in short term rentals!

What do you think? Have you considered a short term rental? What stops you from going for it? Let me know in the comments below!

Love the blog? We have a bunch of ways for you to customize how you follow us!

Join the Prudent Plastic Surgeon Network

And accelerate your path to financial freedom with my free FIRE calculator!

    We won't send you spam. Unsubscribe at any time.

    Join The Prudent Plastic Surgeon Facebook group to interact with like-minded professional seeking financial well-being

    The Prudent Plastic Surgeon

    Jordan Frey MD, a plastic surgeon in Buffalo, NY, is one of the fastest-growing physician finance bloggers in the world. See how he went from financially clueless to increasing his net worth by $1M in 1 year and how you can do the same! Feel free to send Jordan a message at [email protected].

    Leave a Comment