Hi Christopher. I've lived in NH my entire life. I am bass fisherman, snowmobiler and love the lakes region of NH. I agree with the user that talked about seasonality. You do have a lot of variety in NH ranging from lake rentals, to foliage locations, to snowmobile and ski accomodations. I've looked in NH for an area and opportunity that would cash flow regularly and it is hard to find a property that does so year round. Proximity is key. If you buy in an area around Lake Winnipesaukee or Winnisquam you may find the ability to rent to STR folks that want the lake, to skiers-Gunstock ski area is in proximity to Lake Winni, and there are some ski mobile trails a bit north of Lake Winni closer to Squam lake. I am not sure of the pricing, nor the best towns for STR but I do like Wolfeboro, Alton, Gilford and Meredith, and Moultonborough. Please note that snow in particular has been scarce the last few years in the lakes region, which means snowmobiling and skiing the past few years has been more north (Maine). That would definitely affect your ability to rent during the winter, if the winters continue to be mild.