Olympia, WA—"Tiny House on the Bay" ($105/night)
Perched on a hill by Puget Sound, this adorable 160-square-foot tiny house comes with a window seat, full-size sleeping loft under a skylight (with peek-a-boo bay views!), mini gas fireplace, composting toilet, and the teeniest porch. The picturesque site also includes a fire pit and trail access to a private beach. Ahhh.
Flagler Beach, FL—"Oceanfront Tiny Hammock Cottage" ($175/night)
Offering truly tiny-living-by-the-beach, this 200-square-foot cottage sits across the street from the beach and comes refreshingly outfitted in a bright blue and yellow color scheme. "Sip your coffee as you watch the sunrise and dolphins play from our large deck," the listing woos.
Dennis Port, MA—"Sand Pebble Cottage" ($69/night)
At 300 square feet, this Cape Cod cottage offers a downsized retreat with a bit more wiggle room with distinct living, kitchen, and sleeping areas (the bed is full-size bed.) The partially fenced property is on the end of a cul-de-sac and just a short walk away from the beach.