You've been a great resource for landlords like myself, and I've got some time, so lets do this.
I've been hosting on Airbnb since 2017. I have just under 300 reviews, which probably equates to around 1,200-1,500 guest stays. Overall, its been a great experience. We started by renting a house on the weekends when my mom went out of town, and its morphed to us now having three homes that we own and operate as STR's and two more that we "lease" from the owners and operate as STR's.
All five of ours are in the Heights/Rice Military in Houston, so we don't really cater to the "vacation" crowd like STR's in destination type locations. Most of our guests reserve our homes for work, to visit family, or because they are having work done on their own homes and need swing space. Probably less than 15% are traveling for fun. I know there are a lot of hosts with properties in vacation type areas who are suffering right now because lots of folks are cutting back on non-essential spending. I have already helped a couple of hosts sell vacation type STR's. Its that bad already. I purchased all my homes with a baseline that I could rent them on a long term basis and cash flow, and STR revenues were just a bonus. So if Airbnb suddenly just closes down one day, we will be fine. Sounds like you are in a similar situation.
Here are some of the issues I would think you will face in doing what you are asking about:
1. The place becomes less yours. Are you ok with that? Guests moving your furniture around? Taking the batteries from your remotes when they leave? Eating and drinking the food and drinks in your fridge? Bleeding on your sheets? Wiling makeup on your towels? Stealing all the toilet paper? Ordering PPV on your satellite TV? Is the idea of the space becoming "less" yours worth it to you? Only you can make this call.
2. Liability/Risk. You are experienced enough on the LTR side that I think you have a good grasp of this.
3. Management. Yes, it is way more intense than a LTR, and if your guests are unhappy, they will leave poor reviews which leads to more bad reviews which will lead to you not getting bookings. You need to have an iron clad check in system, buttoned up house rules, good communication skills, and then probably most importantly, really reliable cleaners. Lets go over each of these:
Check in/Check Out: This is where most guest complaints come. Mosts hosts have physical keys and that makes for a different check in experience. On check out, Airbnb has experienced a lot of push back in recent months about hosts creating a laundry list of check out instructions for guests to follow, which is objectively wrong. Bad hosts give STR's a bad name. My advice is to make check in and check out as easy as possible for your guests.
House rules: You need to really think about how guests can harm your place, because of it isn't against your rules, Airbnb will not charge the guest for the damage they caused. And there are professional scammers out there that know what they are doing. Out of all my reservations, I've only really had 2-3 "problem" guests.
Good communication: Most people that tell me they don't want to be LTR landlords mention something about not wanting to answer calls from tenants at 2am. You know this isn't really true but it is for STR's. My wife and mom both help me with management of our places, and we definitely wouldn't have as good of a handle on guest management without them.
Cleaners: This has been the most challenging aspect of hosting for us. Finding good cleaners is awful. On top of that, we do the laundry ourselves because we got quotes for that and it was going to cost more than buying mew sheets every reservation. I have also hosted enough that I know our places are cleaner than probably 99% of the places out there, which might be part of our "issue". When we first started hosting our cleaners charged us just $60 (all of our homes are between 800 and 1,300 SF), but since then we've had a couple of cleaners tell is it isn't worth it for them anymore. Even with hiring professionals, we still get problems because some of the girls are just inexperienced. I think some have never seen a bed with sheets on it and I'm not joking. And that is with us fully stocking and organizing a closet with labels for everything for the cleaners.
Another issue is that broken items must be identified before the next guest checks in, or the past guest who broke them is no longer responsible. So better hope your cleaner is competent enough or trained enough to call out if something is broken (TV?) or else you are **** out of luck. This is why many hosts have the laundry list of check out instructions…they cant find cleaners to do it. Our check out instructions are: 1. Don't leave used towels on furniture or anywhere they can damage the house. 2. Leave. 3. Lock the door behind you.
We are almost scaled enough that we can hire someone full time to just clean for us. With this fifth house, we may be there already. I am pretty proud of the fact that I know we are on a list of some kind where when guests have bad experiences with unclean places, we get calls directly from Airbnb asking about emergency bookings and availability. We hear all the time about other hosts who leave out blow up mattresses and a sheet, or who have roach infestations, or filthy places. We aren't the cheapest, but we are reliable, as advertised, and very clean.
4. Finally, and this may piss some people off, but in general, our most difficult guest experiences are with older guests. In general, they seem to not "get it", and honestly, I had more fun hosting when the average age of our guests was much younger than it is today. And I'm bringing this up because I think the average age of your guests will be older than mine and you're going to deal with stuff more than I do now. Here's an example of a recent guest interaction with a lady who I'm guessing was in her 60's:
Guest reaches out in app via message and asks if we have a way to make coffee. We politely tell her that there is a Keurig coffee maker in the kitchen, along with about 20 coffee pods that she can use of varying flavors. We also screenshot a listing photo and highlight where the Keurig is so she can find it. (The kitchen is small so theres no way she missed it.). She replies that she and her husband only drink coffee from a kettle style coffee maker, uses the exact verbiage that she is "disappointed" in the Keurig machine, and implies that she will leave us a bad review if we don't go buy her the coffee maker she wants. I shut that down. So to retaliate, she tells me that she cannot find the wifi password anywhere. She then tells me that she is a Rice professor, and is trying to use this to somehow make me feel bad that she can't find any of the three places where the wifi password is noted so that I guess I'll have to come down there to show her (1. In the binder labeled READ ME on the kitchen table 3 feet from the Keurig; 2. On the big white board hanging on the wall beside the TV in the living room; 3. In the house manual available in her Airbnb app that was also sent to her with check in instructions). I don't think that I've ever had an interaction with a younger guest like that before.
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