Downtown Saint Joe Shenanigans

Welcome to the Dorothy- Area guest favorite ⭐ 5-star rated

Tucked away on a wooded lot with a charming country feel, The Dorothy offers the perfect place to recharge from the rhythm of city life. Centrally located near everything SW Michigan is known for—wineries, beaches, breweries, hiking, fishing, restaurants, wedding venues, and more—you’ll be close to it all while still enjoying quiet comfort.

“Welcome Home” isn’t just our motto—it’s how you’ll feel the moment you arrive.
Warm, quaint, and comfortable, this space truly feels like home.

Set on a private 2.5-acre wooded lot overlooking a beautiful ravine, you’ll enjoy peaceful seclusion while still being right in town—the best of both worlds. Ideal for up to 4 adults, with accommodations for up to 6.

The entire home has been freshly painted and thoughtfully refreshed. It’s immaculate, well-organized, and features new flooring in the kitchen, dining area, and bathroom, complemented by original rustic hardwood throughout the rest of the home.

Inside you’ll find:

* A fully equipped kitchen with new appliances, a complimentary coffee bar, and a cozy dining area

* A renovated bathroom with a full bathtub/shower

* Two comfortable bedrooms, each with a queen-size bed, TV, and a large walk-in closet

* An open living and sitting area with two full-size futons and a large TV

* High-speed internet and smart TVs with streaming access (Netflix, Prime, Hulu, and more)

⭐ Guest favorite: The Game Room & Outdoor Space ⭐
The basement game room is widely raved about and includes a pool table, ping pong, foosball, game tables, tiki bar, darts, and a putting green—plus an electric fireplace to keep things cozy during cooler months.

Step outside to enjoy the beautifully designed outdoor space featuring a lighted patio, ample seating, a dining table, fire pit, gas and charcoal grills, and fun yard games—perfect for relaxing or entertaining. With full privacy and no shared spaces, this home offers a serene, country atmosphere in a convenient in-town location. The large wooded yard and ravine views make it truly unique, and frequent visits from deer and turkeys add to the charm.