I am a "jeep person" also. I have had alot of experience pulling my Rpod 173, with 2 jeeps, and talked extensively with other jeepers pulling trailers in the same size/weight catagory. My jeeps are 2008 Wrangler 4dr Rubicon and 2012 Wrangler 4dr Rubicon. Both have towing issues but for different reasons.
There are some issues to be aware of.
First the 4.0 jeep engine has all the power needed to pull any Rpod up to about 3,000Lb. The issues are all about the gearing and the vehicle size and frame strength.
If your Cherokee is a 4X4 it will have lower gears than a 2 wheel drive model. That is good. You didnt say if it was a stick or auto although both are really great transmissions. A 2 wheel drive model generally has higher gears unless it came with a factory tow package. An after market hitch is not the same low gearing as a factory tow package.
You need to check your vehicles rated tow capacaty. Which can be obtained by contacting Chrysler jeep or if you have an owners manual. Online search may get the answers also. you can get a "build sheet" on your jeeps by calling Chrysler jeep and asking for it. If your gears are 4.10 ratio you are better off than if they are 3.73 ir 3.21 etc. (The higher the final ratio the lower the gears). You need to tow at least 500lbs under the max rating.
As for the Wrangler unlimited. Again the manufacturers rated tow capacaty is everyting. If your unlimited is a Rubicon it will have lower gears which is good. In the Wranglers case a stick is better than an auto.
A simple test that I did was to rent a uhaul enclosed utility trailer of approximately the same size. In my case I found one that weighed 2000Lb and I added weight inside to match the 2500lb of the Rpod I was going to buy. I spent a day towing it all over.
I found that I was ok on flat roads at up to about 60mph but it was really hard on my auto transmission above that or into a strong wind or on hills. My jeeps have less power in the engines and more importantly less torque than yours as the newer models came out with an enemic 3.8L put put engine. Also my jeeps are rated at 3500lb towing.
If you rent a trailer and do the tow test you will know the answer.
By the way, I am currently in the mountains of Colorado and had a nightmare getting my pod over the high passes. In one case I was going 10mph in first gear before clearing the top. But again my jeep issues are different than yours. Jus try to test tow under the same conditions you will travel.
By the way each Rpod has a yellow sticker on it with its actual tested weight, certified, on it. check it out before buying.
Good luck