We pulled our 3370 for 10 months with an F250. Pulled fine, stopped fine, no issues. Only problem was the transmission took a beating and we knew we were always on the ragged edge of overloaded, even with upgraded tires. (others might not be, I just take everything I own with me and he takes a full sliding drawer toolbox) Bought a used 05 F350 dually in August and would never go back. DH did NOT want a dually, but after the first 200 miles pulling it, he admitted it was much more comfortable and less stressful to drive. We originally looked at a SRW, but got a better deal and a lariat package on the dually.
If your driving is mostly flat I sure wouldn't worry about the 2500, which has a better trans than the 01 F250. If mostly mountains, then you might be more comfortable with a bigger truck. JMHO