Sue and Dan gave me permission to post this free ad for Aunt Sukie's, which is the extended BD family's favorite B&B in Wellfleet - or on the entire Cape, for that matter. My parents have stayed there, as have my son and his bride.
When the kids were young, we'd always rent a house (which permitted dogs) for a week or ten days - often large enough to accommodate friends and relatives too. Now, Mrs. BD and I often travel alone and, happily, we like to do exactly the same things (mostly). We don't need a whole house, and 4-5 days suffice for our annual doses of cold salt water swimming, fresh Wellfleet oysters, and touching base with our old haunts plus always adding one or two new ones. (Last year, we went twice to bracket our trip to Austria and Germany - and to drag Gwynnie and spouse up to the Cape).
Anyway, we love to stay at Aunt Sukie's. Why bother owning a place, when you can go where you want anytime and leave the worry and maintenance to others? (And I am always cognizant of Thoreau's admonition about the dangers of one's possessions owning you.) Besides the setting and their antique house with Sue's beautiful cottage gardens, Sue and Dan are truly gracious and enjoyable hosts. They have to be gracious to put up with a neanderthal right-wing nut like me.
One of the best things about Aunt Sukie's (named after Sue's great-great something aunt who once owned the house in 1830) are the guests you meet there at breakfast. I don't know how they get the guests they get, but they are blessed. Interesting, accomplished people from all over the world who aren't looking for a pretentious Four Seasons Resort with a heated swimming pool. The atmosphere is such that, after a breakfast or two together at the big table, you all tend to become instant temporary pals and are exchanging tips about how to spend the day energetically and fruitfully.
It's not fancy (small rooms, no Jacuzzis, etc); it's simple New England-style in the best sense. For those for whom it matters, they do have a Dartmouth College room available too in the old part of the place.
View from our bedroom deck towards your private beach, with Great Island in the background: