Possible? Absolutely. Always successful? Not exactly. Some does just don't get along.
For higher success, they need to have enough space to avoid each other as needed. Colonies work well because of how much space each rabbit has.
The hormones during pregnancy could trigger them suddenly not getting along with each other. The stress of kindling may trigger that. Introducing the buck may also trigger that. Basically, continue monitoring them as you are doing but have a second area/cage/enclosure/whatever at the ready in case you need to separate them.
They should still be receptive to the buck even when cohabitating with another doe, although the daughter may be less receptive as it sounds like it would be her first breeding.
I've tried it how you did by keeping a daughter doe with the mother doe. As soon as the mother got pregnant again, she decided she no longer wanted to share a space with her daughter. I had better luck with two does of separate litters who had been together since being weaned from their mother. Probably because they're used to their entire life with another rabbit vs. living alone and then cohabitating from the first scenario.
I'm very curious for how it works out for you!