Location: W. 122nd St, New York

Price: $400 (per night)

With the space to accommodate up to 10 people, double daters can share the three-floor brownstone and divvy up the living quarters, along with the bill. How do two bedrooms with multiple private areas and restrooms sound? Just as dope as the amenities, which include multiple flat screen TVs, full Sonos audio system, garden patio, and professional-like kitchen.