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The chances are pretty good, but you'll need to be patient. The main thing is not to believe in miracle growth stimulators that supposedly save every cutting. Even under ideal conditions, some of the planting material just won't take - that's totally normal. Expect maybe half or two-thirds to take if you're lucky.
You guys are right about timing, but not quite. Fall and late summer really are bad times because roses are getting ready for dormancy. But early summer - June, early July - that's the sweet spot. You want semi-woody cuttings, roughly with three buds on each one. Make the lower cut at an angle below the bud, the upper one horizontally above. Strip off the lower leaves, you can leave the top ones half on.
For rooting, a mix of sand with peat or coco substrate works - loose and airy. Stick the cuttings in a couple centimeters deep, cover with a jar or plastic bag to keep humidity up, but not sealed - you need air circulation. Put it in a bright spot without direct sun. Roots usually show up within a month to six weeks. If the cuttings start blackening or smell like rot - get rid of them, and you can save the rest by lowering the humidity.
Rose cuttings do take root, but not always - it depends on the variety, the time of year, and how properly you treat them! The main thing is to cut healthy shoots in June or July, treat the cut with a root-stimulating hormone like Kornevin, and plant them in loose substrate (sand mixed with peat) in a humid mini-greenhouse. Keep the cuttings warm and in partial shade for the first few weeks - roots usually appear in about a month to six weeks if you do everything right!
The most important thing is don't take cuttings in late summer or fall - they almost never take. I once got some from my neighbor in the fall, stuck them in the soil - and of course they all rotted. Then in spring I tried again with fresh cuttings that she'd cut in June, and half of them took just fine. Soak the cut ends in root hormone for 12-18 hours, plant them in loose soil with moss or perlite, cover with a plastic bag and keep them warm with indirect light. The first month - the main thing is not to let them dry out and not to overwater them.
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