Airbnb hosting, 1031 exchanges & vacation rental ownership in Oregon, including the ongoing Cabin on the Canal series.
When it comes to owning a vacation property, terms like fractional ownership, timeshare, and vacation club are often used interchangeably. But while these arrangements may share some similarities, what you actually own, how you use it, and the responsibilities that come with it can be very different. Understanding those differences is essential before making a…
In some Sunriver and other resort-area listings, buyers may come across something that looks almost too good to be true: a one-tenth share of a vacation home at a fraction of the price of buying the entire property. For someone who loves a particular destination, that can be an appealing option. But there is an…
A shared vacation home can become the place everyone returns to: cousins gathering each summer, friends meeting at the coast, or several generations spending holidays together. It can also strain those relationships when everyone remembers the original handshake differently. Whether you buy with parents, siblings, cousins or friends, put the expectations in writing before you…
If your family returns to Sunriver or the Oregon Coast every year, fractional ownership may offer a practical middle ground between repeatedly renting a vacation home and carrying the full cost of a second property. Instead of purchasing 100% of a home you may use for only a few weeks each year, you purchase a…
Selling investment property through a 1031 exchange? Here’s what to do before your 45-day identification deadline — including the one rule most investors get wrong.
A vacation home does not have to be owned by one person—or even one household. Buyers may own the entire property, purchase it with relatives or friends, hold it through an LLC or trust, or buy a deeded fractional interest. Timeshares and vacation clubs provide another way to enjoy vacation properties, but they are not…
The Biggest Mistake New Airbnb Owners Make One of the biggest mistakes I see people make when they decide to start an Airbnb is getting excited and immediately jumping into property searches. Honestly, I thought that way too. Find a house. Buy it. Furnish it. List it. Start making money. Simple, right? Not exactly. Before…
If you’re considering buying a short-term rental in Oregon, choosing the right property is only part of the equation. You also have to choose the right market. Oregon offers a surprisingly diverse range of short-term rental opportunities. There are beach towns along the coast, mountain communities around Mt. Hood, wine country destinations, college towns, larger…
Another Lesson in Trusting—but Verifying—My Airbnb Settings One of the biggest lessons I’ve learned while launching our vacation rental is this: Never assume the system is right. I thought I had finally figured out the cleaning fee settings. I had entered the amount, reviewed the listing, and moved on to the next item on my…
Why My Realtor Brain Treated Airbnb Like a CMA After finally publishing The Cabin on the Canal, I knew I needed to figure out dynamic pricing. Everyone talked about PriceLabs. Every YouTube video seemed to recommend PriceLabs. Airbnb even integrates with it. So, naturally, I signed up. And immediately thought: “Okay… now what?” There were…
