You need to decide how much "comfort" you want.
Do you want to sleep off the ground?
Do you want to have a toilet?
Do you want to be able to shower?
Do you want to be able to watch tv or a movie when it's raining?
Do you want to cook on a stove top?
Do you want to bake in an oven?
Do you want to be able to cook inside?
Do you want to minimize set up and take down?
Do you want to eliminate loading and unloading for each trip?
Do you want all the comforts of home?
Teardrops - these will give you a bed off the ground and an outdoor kitchen. That's it. No room to sit and relax when it rains. Most teardrop owners simply eliminate the sleeping tent and cooking table. They continue to set up tarps, screen tents, etc. It will be awkward dressing inside as all you have is the bed.
Popups - these will give you a place to sit inside, some storage, and an indoor stove. You might get a toilet and\or wet bath. You will still be sleeping under canvas, but you'll be off the ground. You will be able to dress inside, brush teeth, etc.
Hybrids - these will give you more floor space than the popup (good with a dog) and will increase the ability to store supplies inside without having to rearrange for travel. You will still be sleeping under canvas. May have a wet bath or dry bath.
Ultra small hard sided (eggs, etc. - under 18ft) - these will give you less space than the hybrid but you will not have to deal with drying out tent ends. You will likely have a dinette/bed conversion. Some may offer a cassette toilet. You will usually just have a stovetop and maybe microwave.
Small hard-sided (19 - 22ft) - these will give you less room than a hybrid of the same length, but you will not have to deal with tent ends. Most will have a wet bath, but you may find a dry bath. You will usually have a couch or 2-person dinette and a full bed or 4-person dinette. Stovetop and microwave and maybe an oven.
As you are used to tent camping, you are used to having limited water. For fresh water, a 20gal tank will be very similar to how you work now. A 40gal tank will provide you with the ability to use the toilet at night at the minimum. You'll be able to wash your face, brush your teeth and wash cookware. If you're conservative, you will have enough for drinking and cooking.
1975 American Clipper RV with Dodge 360 (photo in profile)
1998 American Clipper Fold n Roll Folding Trailer
Both born in Morgan Hill, CA to Irv Perch (Daddy of the Aristocrat trailers)