We rely heavily on reviews in considering all of our VRBO rentals so wanted to share our personal opinion and observations:
If we return to Winterpark, we'd stay in this same exact property if we needed this much space. The property is very nice and before you haul something there, you should ask if they have it on stock. They probably do!
There are three levels to the property so if you can't do stairs, you may need to look elsewhere. We traveled with two grandmothers that didn't have an issue - they were just smart about trips from one level to the next.
You're there for the mountain view but just saying.... I don't think they had live TV in the form of cable or dish so come armed with your youtube tv log in info or other internet access TV source info.
Location: It is not a ski-in and ski-out property, but we either had a grandmother drive us and drop us off at the gate (that goes into the main resort area) or we just walked the full 800-1000 meters from the house to the ski rental location. from there you get your skis, rent the locker to put your walking boots in and go enjoy your day. As a side note, we thought we made the VERY right decision to possibly pay just a little more and rent the whole ski/poles/ boots and helmet from the resort. Service was good, equipmt was sufficient and you never haul your skis/poles back and forth. You store it with them overnight and just keep your helmet and ski boots. As for hauling the boots back, seek out a free-to-use handy red wagon to pull your ski boots, helmet and backpack back home (or to the pickup point at gate).
Just our opinion, but we enjoyed it a great deal and unless you just can't stand being anywhere other than a literal ski-in and ski-out property, not sure how you can go wrong here. Kudos to the property owners for keeping it so nice.