Here is what I would pack to make the most of the cabin and not overpack to make the trip as fuss-less (and fun-ful) as possible:
1) Clothes: Layer for western Washington weather, expecting slightly chilly nights, even in summer. Bring a swimsuit in warm months and consider hats/gloves/boots in the colder months.
2) Toiletries & Medication: We provide soaps, shampoo/conditioner, hand santizer, period products, and hair dryer. We have a limited supply of extra toothbrushes and toothpaste when you know you packed it and it's still not there.
3) Special Supplies: Diapers/wipes, dietary needs, extra sunscreen and bug spray, firewood (if no burn ban and you might like a fire), your favorite coffee beans (we have a coffee pot, French press, and grinder).
3) Books, magazines, laptops (as needed)
4) Footwear: Walking shoes, water shoes, sandals, boots, slipper-- pack by weather and activity.
5) Water sports: Floaties, inflatables, SUPs, life vests, or other things you like to bring to the lake or Puget Sound. We have beach towels for guest use, but you need to wash and dry this before checkout.
6) Bikes/Skateboards: Some people really enjoy biking around Whidbey and South Whidbey Community Park has an excellent skatepark.
7) Food: Our kitchen has spices, oils, condiments, dressings, sugar, tea, and often supplies left by previous guests, like pasta or rice and pancake mix.
Pro tip: If you really want to make it easy, don't pack food other than easy car snacks. Go shopping on the island and/or at one of the Farmer's Markets, and buy just what you need for your time on the island. Minimize the cooking by eating out at the many cafes and restaurants. At the very least, consider reducing the hassel of packing and unpacking the all food and the cooler, both before you come and before you go.
Pro Parent Tip: Leave extra toys and games at home. The cabin has plenty of novel and interesting toys and mixing up "home" and "cabin" toys is a headache you don't need.
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