We just finished a fantastic week in Topside Cottage! Ashlee set the tone a year earlier when she coached us through the available dates, cottages, peak times for crowds, and best bets for peak color. (There are no guarantees, but we nailed it this year going the second week in October.) Ashlee and Paul were unfailingly friendly and helpful.
If Acadia is your primary destination, you'll have a hard time finding a better location than the Cottages. You're only about a 15-20 minute ride from the mainland (which I definitely recommend for your grocery shopping), the Acadia entrances, Bar Harbor, and Southwest Harbor. Go where you want to go, and then make the short drive with little traffic back to your cottage on the Sound, where you'll only see someone else if you go out looking for them.
We loved the woodsy setting and the privacy. The cottages have been in the family for years and have obviously been tenderly cared for. At the same time, if you want to stay someplace where everything is brand new, look somewhere else. That's not what the cottages are about. They're about a feeling of having a home for the week instead of a hotel room, having your own space instead of staying with a crowd of people, and dealing with family owners instead of corporate employees.
We flew into Portland, spent the first night there, and then worked our way up the coast, spending the second night in Boothbay and the third in Rockland before checking into Topside. I'm so glad we did that instead of taking the interstate straight to MDI! We enjoyed the coastal towns so much, when it came time to drive back to Portland we took the coastal road again, despite the traffic.
A few of the things we'd wanted to do closed after Columbus Day, like McCloons Lobster Shack on Spruce Head Island. But the lobster rolls at Wharf Gallery & Grill on the Schoodic Peninsula more than made up for it. Don't miss the Peninsula, by the way. There's one trade off to be aware of when you pick your dates. The free Island Explorer buses that go everywhere on the island stop running after Columbus Day. We sorta missed that. The trade off was, the crowds were smaller, the parking easier, and the leaves more colorful.
We'd love to do it all again, and if we do, our first call will be to Ashlee and Paul.