Exposed timbers, wide-plank floors, antique trunks, and custom-made cupboards evoke a Shaker spirit at this 1830 dairy farm. On the way up to the Loft Room—which recalls a romantic, shabby-chic beach cottage—you pass a shimmering hallway mural of flower sprigs, silver maples, and a rogue bunny. Ralph Lauren sheets complement the elegantly simple rooms. You could lose hours pondering the Berkshires from the expansive back deck. Guests can get free tickets to Olana and discount tickets to the Ghent Playhouse.