My family and I have had the opposite progression. I grew up around motor homes. The year I was born my parents bought a 24' Winnebago that we traveled the country in. Our family owned that RV until I was 16 or 17 years old, probably at least 5 years longer than anyone should have. When I was around 16 or 17, they bought a Minnie Winnie class C built on a Toyota pickup chassis that would barely pull itself and had no hope of towing anything. They owned that for a couple of years and finally traded it for another Class A which my parents owned for several years.
Once I started my own family, I knew we wanted to experience RV travel. We started when my son was very young, with an older 24' Class A. It was all (really more) than we could afford at the time. My wife's family lived about 1800 miles from us and we traveled at least once a year to see them. We made that journey many times. We flew Delta and we drove a minivan at least once each and these were miserable trips with a baby in tow. We drove that first RV several times and it was much more enjoyable than flying or driving the minivan. After several years we sold that RV.
After going without an RV for a while, I happened upon a repossessed late model Class C for a bargain price. That's the first RV we ever towed a car behind. Having the car in tow made a huge difference in our travel enjoyment. However, the 21' was really too small for our family and after experiencing the first breakdown that left us stranded in the middle of nowhere on a holiday weekend DW was ready for a new RV. It didn't take much to convince me so we traded the Class C for a brand new Class A. We really enjoyed the Bounder. However, DW's family moved and we weren't making the long trek once or twice a year any more and work and school prevented us from taking extended trips so it began to sit too much to justify the monthly payments and maintenance costs. So we sold it too.
We went several years without an RV, but I really wanted to get back to RV traveling. About a year and a half ago, we bought our first travel trailer. We're still too busy to use it nearly as much as we would like to, but we hope that situation improves. Like the OP our son is grown but still travels with us on occasion. We are approaching retirement and hope to travel extensively when we retire. In the meantime, we will enjoy weekends and occasional longer trips as we can fit them in.
We haven't decided what our retirement RV will be. DW likes the space of a fifth wheel. I still like many of the conveniences of a motor home.
So, what are the pros and cons of each? As I see it, this is my list. Some of these may seem obvious, but I'll list them anyway.
Pros for motorhomes:
1. Comfort - motor homes afford the ability to utilize their facilities while in motion or without leaving the vehicle. I know this will touch a nerve with some of the safety police, but I've traveled many thousands of miles sleeping in my bed or driving while someone else was sleeping. Even if you don't use the facilities while in motion, it's nice to be able to pull into a rest stop and go back to use your own restroom without ever leaving the vehicle.
2. Security - We try to avoid parking in "sketchy" areas, but there have been times we stopped in rest areas or Flying J's to get a few hours sleep when we were in "lets just get there" mode. It's nice to be able to jump up, hop in the drives seat, and drive away without leaving the vehicle if something spooks you.
Pros for travel trailers / fifth wheels:
1. Maintenance - Since trailers don't have engines or drive trains, there is far less maintenance on the trailer than a motor home. Obviously if you have a dedicated tow vehicle, this will negate the benefit. However, my tow vehicle is my daily driver. I would be maintaining it whether I tow or not. If you have a motor home and a towed car, that's two engines and drive trains to maintain.
2. Space - the cabs of motor homes take away from their usable space. I don't think I've seen a motor home where the driver and passenger seats effectively integrate into the living space. This effectively shortens the living area by 3-4 feet. In a trailer or fifth wheel the entire length is usually living area. Fifth wheels are particularly good about effective living areas.
3. Price - Again, assuming you use the tow vehicle for other purposes and don't have to purchase a dedicated tow vehicle, the travel trailer or fifth wheel can be significantly lower in cost. In my current situation, I owned the truck before the trailer. I use the truck as my daily vehicle and would have to maintain it anyway. There is additional wear and tear on it from towing, but again in my case this isn't significant. Our travel trailer cost somewhere between 1/3 and 1/4 of the motor home we owned. I intentionally didn't list price as the first consideration, but it is part of the equation.
Con for fifth wheel:
Fifth wheels tend to weigh a lot, especially pin weight. The pin weight of even the so called half ton tow-able fifth wheels is over the limit for most half ton pickups. I'm not going to say there isn't a half ton pickup / fifth wheel combination that falls within the weight ratings, but I haven't seen one. This means that a lot of fifth wheels are in the heavy duty 3/4-1 ton dually truck range. I've seen people using dually trucks as daily drivers, but for most of us that's just not practical. Unless you use the truck for other purposes, this puts you back in the business of maintaining an engine and drive train specifically for the RV.
Ease of setup:
Our travel trailer is the first RV we've had with a residential refrigerator. One of the advantages to not having a traditional "RV" refrigerator is that the RV no longer has to be spot on level to negate the risk of damaging the refrigerator. Many motor homes have automatic leveling jacks and most trailers don't. Other than leveling, setup is pretty much the same.
We leave the weight distribution hitch attached to the truck when we're traveling so to me there's not a lot of difference between disconnecting the travel trailer from the truck and disconnecting a towed car from the motor home.
Without considering cost or maintenance, and having the leisure to use it at will, I would probably have a luxury class A with high end SUV towed behind it. Unless someone gives me a winning lottery ticket, I will likely never be in the position not to consider those things though. It's not just the ability to pay, for me it has to make sense. I can't make sense of owning a $100K+ RV and maintaining it for the amount of time I can use it right now. When we retire, I will consider how much time we will be in travel mode vs living mode. If we're traveling constantly, I would definitely lean toward the motor home. If we spend more time parked and living in it, I believe the travel trailer or fifth wheel will be preferred.
Bottom line is each type has advantages and disadvantages. You will have to decide how you will travel and what's important to you. As you have experienced already, what's "right" may change over time, especially if the way you use it changes.
2018 Forrest River Salem Hemisphere 282RK - 2017 RAM 1500 TV
Previous RVs and TOADS
2004 Fleetwood Bounder 32W on WH W20
2000 Four Winds 5000 21RB
1986 27' Allegro
TOADS
2005 Ford Ranger XLT 2WD
2004 Suzuki Aerio
1988 Chevrolet Sprint