I checked into the Vineyard cabin at City on a Hill on a Tuesday afternoon and checked out that Friday morning. I had such a great time, but I wish I had arrived a day early. I wasn't ready to leave.
The location is very roughly 20 minutes outside of downtown Fredericksburg. The cabin is adorable. The attention to detail in the decor is so fun. Although I did not indulge, next time I will definitely spend time in the hot tub on the back porch. The water was a very nice temperature, and it is obviously kept very clean. There is a white picket fence out front, which is perfect if you bring a furry companion. I saw lots of deer, a pony named Sugar, and a very sweet affectionate donkey. If you bring fruit or vegetables, you can feed Sugar. The donkey needs to be on a diet. Lol.
My friends rented a different cabin that is a two bedroom. There were pro's and con's to each. I prefer the decor in this cabin, but the front porch on the other had a better view. The wifi in the other cabin was better too. The wifi is sufficient to do a little bit of internet surfing in this one, but it did not work well for a happy hour video zoom.
I highly recommend Fredericksburg for a dog friendly vacation. If you bring your pal along, make sure you check out Dogology in downtown Fredericksburg. In addition to being a fun place to shop for all things dog, they also rent strollers to wheel your dog around. Dog nanny services are also offered where you can leave your dog in one of their kennels for a couple of hours if you decide to dine indoors. No need to leave your dog if you just want to shop. Most stores on Main Street are dog friendly. (Although I did see two stores that required you to carry your dog around the store, probably because there were breakables). Many of the outdoor patios permit dogs and there are a good number of vineyards that welcome them too.
Although not dog friendly, Heath was by far my favorite vineyard that we visited. It has a very swanky feel, and I love that they included a small food pairing. I also recommend Creek Street (limo) wine tours. It was not nearly as expensive as I thought it would be, and the price includes lunch and tastings.