Twice.

My ex booked one once for a trip to an out of town wedding because AirBnB had the only dog friendly options for accomodation in that postcode. We were travelling with our friend and her partner and their dog.

I'm not sure how much or even if we saved any money getting it, but if a dog sitter was included, it's unlikely.

The second time was my housemate getting one. Also related to a wedding, coincidentally. It was for a bucks (or stags or bachelor's in other English dialects). I don't recall the exact numbers, but it was almost a grand cheaper than a hotel in the same town over the same 3 nights.

All of these things were pre-COVID, no idea if they're accurate currently.