Historic Main St w/ Lake View | The Flatwater Loft

Experience Ashland like a local at The Flatwater Loft. Nestled in a historic 1940s building right on Main Street, this beautifully renovated 4 queen bedroom, 2 full bath retreat blends vintage charm with modern style. Walk to shops, cafes, trails & dining or base yourself here for Book Across the Bay, the WhistleStop, & local events. Perfect for weekend getaways and family gatherings, it’s your spacious, stylish home base to relax, recharge, and explore everything in the heart of downtown. The space Welcome to The Flatwater Loft—a beautifully restored building perched right on Ashland’s Historic Main Street. Originally dating back to 1939, this spacious 4-bedroom, 2-bathroom second-level apartment has been meticulously updated to revive its classic 1940s charm while delivering all the modern creature comforts of a premium boutique stay. Whether you’re here to tackle a local race (like Book Across the Bay or the Whistlestop), explore the Apostle Islands, catch a show at the Big Top Chautauqua, or simply experience "big lake living," this curated loft serves as your ultimate downtown basecamp. VINTAGE CHARACTER MEETS MODERN LUXURY Inside, you will find a thoughtful balance of original architectural details, curated artwork, and high-end upgrades designed for families, small groups, or outdoor enthusiasts looking to reconnect. The Living Room: Unwind in a spacious, sunlit living area that offers stunning panoramic views of Lake Superior, Chequamegon Bay’s legendary sunsets, and Ashland’s historic downtown murals. Spin some vinyl on the Bluetooth-equipped record player, or cozy up for a movie night. The South-Facing Sunporch: The perfect bright alcove for sipping morning coffee with a good book. For remote workers, this space features a dedicated desk setup complete with an external monitor and a universal HDMI-to-USB-C hookup. Fully Equipped Kitchen: Features brand-new, modern appliances and is fully stocked with cookware, and dinnerware. We provide everything you need to kickstart your mornings, including a standard coffee maker, French press, electric kettle, and a complimentary selection of fresh coffee and tea. BED & BATH LAYOUT The loft comfortably accommodates up to 8 guests with an emphasis on privacy, premium comfort, and cloud-like linens. 4 Private Bedrooms: Each thoughtfully designed room features a premium queen-sized bed, plush bedding, plenty of pillows, blackout curtains for a restful night's sleep, a luggage rack, a closet with hangers, and convenient bedside charging stations. 2 Full Bathrooms: Completely renovated from top to bottom with fresh, modern fixtures. One bathroom features a relaxing bathtub/shower combination, while the second offers a sleek, modern walk-in shower. TECH & PREMIUM COMFORT 55" Smart TV with Guest Mode: Easily sign into your personal streaming apps (Netflix, Prime, etc.). For total peace of mind, the TV automatically logs you out completely on your checkout date. Entertainment: High-speed Wi-Fi throughout, Google Chromecast/AirPlay capabilities, books, puzzles, and a full stash of classic board games (Cribbage, Backgammon, cards, and more). The Essentials: Iron and ironing board, hair dryer, and a customized guidebook written by us highlighting the absolute best local gems in the area. UNBEATABLE DOWNTOWN LOCATION Park your car for the weekend and explore on foot! Located in the heart of downtown Ashland, you are just steps away from everything you need: 50 feet from local event venues like The Union. A 2-minute walk to the 11.5-mile paved Waterfront Trail, Ashland Marina, and the Kreher Park boat launch. A short stroll down Main Street to local favorites like the Ashland Baking Company, the Black Cat Café, the Chequamegon Food Co-op, and unique local boutiques. Guest access Guests enjoy exclusive, private access to the entire upper-level 4-bedroom loft. Please note: the apartment is up a set of 20 stairs and there is no elevator access. Once up the stairs, the apartment is all on one level. Self Check-In: Seamless entry via a secure alleyway entrance using a SmartLock code that is unique to your stay. Parking: Free, dedicated off-street parking is provided in the large lot directly behind the building. This can accommodate up to 4 cars - if more space is needed please send a message to arrange additional parking spots.