Caleb and Madisons Cowboy Inn was perfect for our stay. We were a group of 5 adults and it was very comfortable. The bedrooms are a good size and the beds were super comfortable after a long day. In case you can't tell from the photos- Please note that each bedroom and the living room are all on different floors (3 floors in total- basement master with ensuite bathroom, sidewalk level guest bedroom and bathroom, top floor living room/kitchen and both balconies.) You need to be comfortable with steps to stay here.
We loved our stay. You can tell they put a lot of thought into the design of this place. Everything made sense and it was really cute. I love the master bedroom shower. The upstairs living room gets a great cross breeze when you open both balcony sliding doors, our 5th guest on the couch was very comfortable up there. I would warn you though, if you've got someone who plans on couching it - pack an eye mask or hope that they're a morning person (my friend was both so he was fine) since there are no curtains on the upstairs level.
The location can't be beat. You're right down the block from Main street. There are tons of coffee shops, restaurants, bars, and breweries all within walking distance. There's also great food trucks if you walk over to 7th street, Ramires Mexican Food was my favorite. If you've got a car or are going to be near campus, I also highly recommend checking out Granny's Gourmet Donuts. Granny and Grampy are the nicest folks, but get there early because I got the feeling what you see in the case is all that's left.
Speaking of cars-- Street parking only at the Cowboy Inn but it was very easy to find a spot. There was some construction happening nearby when we were there (Aug 2022) but we were warned and still able to find spots in front of the unit. The construction didn't start until 8am'ish and that was fine with us.
Go get coffee and pastries from Rockfords on Main street! Or coffee and kolaches from Shred Monk! Both places make everything onsite and the chefs are top notch.
Thanks again Caleb and Madison. We fell in love with Bozeman and I have a feeling we'll be back soon.