Ahhhh, you've hit the right subject now....age. It sucks, but we already know that. We had a hybrid travel trailer that we dearly loved and had no intention of ever changing until this age thing crept up on us + parts that needed replacing on DH. Your mind may still think you're 40, but the body knows that's not even close. DH just turned 70 and I'm not far behind. The ONLY reason we moved from a HTT to a hardside TT was the additional set up required, therefore, I would enjoy the pop up rental trip, but not consider it as your final choice. There are some who will tell you a pop up or even a hybrid is not a problem setting up, but I have to question how many of those have hit the big 70. Strongly suggest you go straight to a TT of whatever size you feel you NEED and no more.
A move to a truck would be a good one, I think. It certainly would not need to be 4WD unless you have other needs for that and sometimes it limits your ability to safely tow a slightly larger trailer. Don't take a 2WD off your list quite yet. Whatever you look at, make absolutely sure that it has the FACTORY tow package....in fact, ask the dealer to pull up the build info by that VIN# to be sure. Sometimes salesmen don't have a clue and sometimes they tell you what they think you want to hear. You have to be sure. That info will tell you the exact specs and what you can tow safely. Our '03 F-150 crew cab has the 5.4 and is rated to tow 8000#. Our 26' trailer has a dry weight of 5585# and max of 6629#. Depending on the truck you choose, my suggestion would be to find a trailer in the 24' - 27' range max. It's still maneuverable and you should be able to get into most campground sites just fine. Going much bigger could limit you.
Re the trailer, strongly suggest you get one with a slide. You'll appreciate the extra room. Remember that the more slides you add, the more weight you add. We did not special order our TT, but if we were ordering, we would include power stabilizers and you can add a power tongue jack yourself for a lot less $ and about 30 minutes work, assuming you're DIY folks. The older we get the more we wish for just pushing a button. Just starting out with camping, suggest you keep things as simple as possible. Suggest, also, that you determine what you can tow and do not let the salesman show you something above that. Decide what features you absolutely want and those you don't care. If you're thinking a gently used trailer, there is a list of things you need to check and you can get a lot of good info here.
Lots to think about and your upcoming weekend will be a good time to take a look around the campground and maybe talk to some folks re their choices. Have a great time....Oct is perfect camping weather.
Trailerless but still have the spirit
2013 Rockwood Ultra Lite 2604 - new family
2007 Rockwood ROO HTT - new family
2003 Ford F-150
4 doggies - We support Adopt/Rescue.
Sam, you were the best!
Cubbie, Foxy, Biscuit and Lily - all rescues!