For winter, I’ve avoided dog sits in places where there’s typically snow. Got caught out last winter, when there was freakish weather during a dog sit. So now I have cat sits booked for January and February. 
Smart move @Maggie8K 
Ha! I haven’t had my own dog in over 10 years. We usually sit cats but took on a dog sit recently. First, it was a lot of fun and my spouse fell absolutely in love with the dog. However, there was one very rainy night. We tried to wait for a break in the rain to go out with the dog. I forgot how stubborn dogs can be when it rains. When the breaks would come the ground was still wet and the little guy absolutely refused. He finally woke us up about 5 AM. It was time!
Yup, our dog balks at rain and snow unless he’s really got to go. Luckily, he doesn’t go inside and we don’t live in places with much snow. We’ve since bought a home with a porte-cochère, which he can use in a pinch.
I also noticed that he’s perfectly willing to go on artificial turf when we’ve been at places with it. I think maybe because his feet don’t get as wet or cold as say in natural grass, especially when it’s sodden from a lot of rain. So I suggested to my husband that we recover the outdoor surface under a deck with artificial turf (at our previous house), so our dog would be protected overhead from rain or snow, and he’d keep his feet dry. We could just pick up poo and hose off the artificial turf.
Spoiled dog! 
The things we do for our pets hey? But they are so worth it aren’t they 
When our dogs were alive, I would have my husband turn the heating lamp on outside before the dogs went out in the winter. My hubby would say from time to time, " I feel like you love the dogs more than me".
We rented a home with a small patch of artificial grass that worked great for a “relief area” when we couldn’t do a proper walk. It only required a weekly hosedown and wasn’t stinky.
It’s great if a dog(s) will go for that and offer their humans flexibility.
We take our dog out a lot, including on road trips cross country. He first encountered artificial turf at food truck parks. They sometimes have large stretches of it, some designated for dogs vs. for people. We were surprised how quickly he took to doing his business on it. Maybe because of the smell of other dogs.
This thread reminded me of a funny senior dog I sat recently. She hated exercise — would do her business right next to the house and make a beeline for indoors, rain or shine.
Her humans routinely let her pee and poo on their driveway and they didn’t even ask me to rinse it off, because she was such a little dog (13 pounds) that her pee and poos were tiny. I hosed down the spots, but that was just for my own comfort. Maybe a dog like that would be a good choice for folks who want to avoid walking in rain or snow.
Separately, I sat a larger dog with an anxiety complex. She was on medication and trembled in fear if you tried to walk her. Her human said I could try and she froze on the outside stairs and started shaking, poor thing. I didn’t force her. She loved to stay in her own yard and run around, including chasing squirrels or birds, which of course she never caught.
@IHeartAnimals my son used to say that to me ALL the time when we had our dog
@ziggy hah. Yes my kids used to say that to me too and between you and me, sometimes that truly was the case. 
Ahh yes. We are definitely cat sitters. I remeber a sit in Calgary, where they got an unexpected foot of snow in late April. Watching all the crazy Canadians outside walking their dogs as we relaxed by the fire with an elderly cat was priceless.