Here's a Chilmark cottage perfect for one or two people that's dog-friendly "and animal friendly." Plus, there's room for guests, "There is also a small shack on the property which would be perfect for a guest during the summer or storage during the winter." So move the holiday decorations, we've got visitors! Best of all, "There is also a 7 person hot tub which needs a cleaning, but is operational." Yours for $1,600 per month.