White Elephant Hotel Residences Rating: 4.5 Pearls
Many inns in Nantucket do not allow children under a certain age, which may be one reason the White Elephant Residences are so popular among families. But the big, luxurious one- to three-bedroom units here are great for families for many more reasons than just allowing tots. Unlike vacation home rentals, these units come with the perks of a hotel stay -- daily housekeeping, a seasonal outdoor pool, and free cookies and lemonade in the afternoons. There's not much in terms of a communal feel, like you might find at an inn or smaller hotel, but that's part of the allure for some. As to be expected, however, privacy and luxury don't come cheap on this island.
The Cottages at Boat Basin Rating: 3.0 Pearls
The Cottages & Lofts at Boat Basin are perfect for families and groups looking for something other than a typical hotel or B&B stay. The self-contained cottages and lofts offer all the perks of a private vacation rental with the benefit of hotel features such as daily housekeeping and access to a nearby spa. Pet-lovers will be happy, too, because furry members of the family are allowed within certain cottages for an extra fee. The location directly on the Harbor means the views are fairly spectacular, too. And freebies like bike rentals and a seasonal shuttle to Surfside Beach are extra perks.