The movie is supposed to take place in New England where the winters are very cold with a lot of snow, yet all the character wear light jackets and and there's no snowfall.
Sam and Coop only have 10 days to do a major renovation to a damaged section of the inn, yet they spend a lot of time doing festival activities in town and working on tiny little decorative accents. They'd have to work a lot more quickly and efficiently to get their project done in time with just the 2 of them.
When Sam arrived back in town, she easily picks up her suitcase with a finger or 2 showing its obviously empty. She also only has 1 small suitcase yet has multiple coats and lots of clothes to wear.