We started out tenting, but both our parents owned various RVs growing up.
We decided to go all-in in 2014 with a large travel trailer (28BHBE). At that time it was just my wife and I and the dog. We did fine. Then our son came along in 2016. Our trailer was a bunkhouse, so it was fine, but our truck was at its limit, so we upgraded to a 3/4T Ram (gas engine), and were fine again. The trucks were always my daily drivers, and I used them at the deer lease quite a lot to haul feed and water up and down the goat trails out there. My Ram had plenty enough payload to haul spare fuel, generator, spare water, air compressor, tools... which I loaded up when we would take cross-country journeys with the trailer. If we needed to stop for some rest, I'd plug in the generator and we'd have AC in the trailer. It was a bit of a pain, but totally workable.
It was that scenario that got us thinking about a motor home.
Then one day we were sitting in stand-still traffic, and our son (then ~3 YO) stated he had to potty. Parents know that at that age, your elapsed time between notification and having to stop to change clothes is VERY short. Normally I would just pull off the road, and he would head back to the trailer and get it taken care of, but we couldn't do that as I was stuck in the 2nd of 5 lanes, not going anywhere. So the wife grabbed my Gatorade bottle (some guys, especially hunters, may understand the bottle; these days we just carry those disposable urinal bags...) and climbed to the back seat of the Ram to try to help him out. Let's just leave it at this; there was pee everywhere. She finally got him taken care of, cleaned up, strapped back in, and then plopped back down in the seat and said "we need a motor home".
So we traded the trailer in on a 29MV, sold the truck, and I bought a used Jeep Grand Cherokee. The Jeep was my daily driver, and I outfitted it for flat-tow. FWIW, I LOVED that Jeep, and would still have it but for an electrical gremlin, so now my primary toad (and daily driver) is a JLU.
Now, when anyone needs to potty, they just go. When anyone is hungry/thirsty, they just make a snack or grab a drink out of the fridge. Oftentimes we need to work while on the road, and that's super easy at the dinette. My boy can watch movies while we drive. My wife can work on crafts. I'm the primary driver, so DW can make me snacks when I get hungry. When we stop for fuel (which is less often in the motorhome than in the truck) I can set the pump to pumping and hop in the camper for a bio break without worries about waiting for a stall, or the cleanliness of the facility (they're our germs). Stopping for the night is much easier because we're completely self-contained and our rig is completely functional without putting out the slides. We had these last few advantages with the trailer too, but it's just easier with the MH.
We considered not getting a toad, or towing the truck, but at the end of the day we no longer needed a truck, and I still needed a daily driver, so we just chose one we could tow. We don't always tow it, but the advantages of having your own toad are numerous, and one of the biggest is complete independence. If I lose a tire on my rig, I'm not stuck waiting for roadside assistance. I can dismount the wheel/tire, throw it in the Jeep and go get it repaired or replaced (yes, I carry the tools to dismount a wheel from the MH). There are very few places we go where we're staying close to the rig all the time, so we have the freedom to go wherever we want (literally... it's a Jeep!) whenever we want. Plus IMO, towing the Jeep with the MH is "easier" than towing the trailer with the truck, though I never really found either that much of a challenge.
Sure, there are some additional challenges. With the toad, you cannot reverse, so you need to plan your maneuvering a little differently. I'm not afraid to unhook the Jeep if I need to, it takes me less than 5 minutes, and much less if I really get after it. It is an additional powertrain to maintain, but I'm a bit of a gear head and maintain/repair/upgrade ALL of my stuff anyway, so that's not such a big deal. Usage is another challenge; I know it's better to use it more, but we just don't have the chance as much as I'd like (more usage is a goal of mine this year), and I know the power/drive trains suffer because they're sitting so much. Since the truck was my DD, the trailer could sit for a long time and it wouldn't make much difference. Fuel mileage is a wash since both my vehicles were gassers, but if your TV is a diesel, that's a potential +1 to truck/trailer. Inside space is about equal in our case except for the shower, the shower in the BHBE was enormous, and I miss it sometimes. But a fifth wheel could offer a significant upgrade to space. Driving comfort is another challenge. I'll admit, my truck was generally more comfortable, and it is safer for the occupants in the event of a crash. But I use a memory foam pad in the MH, and that has made a significant difference. I have put in up to 17 hrs of "seat time" in the MH, and I don't think I could've done that in my truck. Granted, I don't really want to do it at all, but my MH is not uncomfortable.
Then there's the "entry fee". Since I need a DD anyway, I'm not going to consider my toad, but the truck needed to tow a large trailer could get pretty expensive, and in many cases could not act as a DD for some people. In my case, the truck and my Jeep were about a wash. Which brings me to the RV itself. Yes, the Class C was MUCH more expensive than any trailer we would've purchased. But if I were getting into a fifth wheel and a 1T truck, those differentials may narrow quite a lot.
But we're really happy traveling this way, and we very much look forward to our trips. This configuration just works really well for us. I agree that there are SO many options in the RV world, you just have to pick the best option for your circumstances...