Proceed down the road from the ferry dock and bear right at the split in the road. Soon after you come to this path on your left.
Follow the path and when you come to the right angle turn to the right, follow it and then turn left up the hill.
Follow the path up the hill into the town.
Turn left at the road and three houses up on the left is Cuttyhunk Rentals.
Come on in...
... and call up the stairs to the right for your host, Low Taylor.