Location: Pittsfield, Mass.
Cost: From $225 per night
So you say it's tough to get a room at a hotel or bed and breakfast in the Berkshires at this time of year? Considering this lovely section of Western Massachusetts is the one thing that New York-based Yankee fans and the Boston-bound Red Sox faithful can agree on, the lack of vacancies isn't surprising.
The lack of takers on this little rental is. With room for four, this 1843 schoolhouse still has the original chalkboard hanging in its kitchen. One of the oldest one-room schoolhouses in New England, it's listed on the National Register of Historic Places. There's a loft bedroom, real Adirondack chairs on the patio, a forest and creek surrounding you and a fenced-in yard for pets or kids.Sit around the fire pit, cook out on the patio barbecue -- you don't have to worry about noisy neighbors stumbling in after catching the Boston Pops or the symphony at Tanglewood. You're peacefully secluded in your own little bit of history that leaves you refreshed each morning before a trip out to the Norman Rockwell Museum in Stockbridge, the Massachusetts Museum of Contemporary Art (Mass MoCA, if you please), to Bousquet Ski Area's waterslides and zip lines or to the farmer's markets that take place on weekend mornings. Let other poor slobs deal with the hassle: You're here for the tranquillity.