Pepin’s Premier Waterfront Stay — The Dockside

Pepin’s most distinctive waterfront stay — a private, walkable retreat combining a design-forward A-Frame cabin and a spacious marina bungalow into one unforgettable property on Lake Pepin. With panoramic river views, a private hot tub overlooking the water, and unmatched space for gathering, this is the ideal setting for wedding weekends, creative retreats, and once-a-year trips you want to get right. Each unit can also be rented separately -- see my Host Profile for the listings! The space Welcome to The Dockside — a one-of-a-kind waterfront retreat in the heart of Pepin, Wisconsin. This is the only rental in town that offers this combination of location, scale, design, and flexibility. When you book this listing, you’re reserving both homes on the property: The A-Frame Cabin — romantic, light-filled, and perched above the marina with sweeping river and bluff views. It’s perfect for quiet mornings, creative time, and sunset moments. The Marina Bungalow — open, expansive, and designed for connection, with panoramic lake views, a large kitchen–dining–bar area, and a private hot tub with river views. Together, they form a cohesive retreat that feels intentional rather than oversized — together when you want it, separate when you need it. Across the two spaces you’ll find: - 4 bedrooms and 3.5 baths - 2 fully equipped kitchens - Multiple living and dining areas - Generous indoor and outdoor gathering space - Approximately 2,600 sq ft of thoughtfully designed living This property was made for shared experiences. The Marina Bungalow serves as the natural hub for gathering — with a large, flexible kitchen, dining, and bar area that easily adapts for sit-down meals, buffet-style dinners, getting ready together, or late-night conversations. Wedding parties regularly use the space for rehearsal dinners, hair and makeup, and relaxed pre-event gatherings. Across the property, we’ve hosted: - Wedding parties and family groups - Songwriting retreats and creative jam sessions - Chef-driven food weekends - Multi-generation family vacations - Photo shoots and milestone celebrations The furnishings throughout both homes are authentic midcentury pieces, fixtures, and lighting, giving the entire property a warm, timeless aesthetic that photographs beautifully and feels special without being precious. Outside, decks and seating areas overlook the water, and the private hot tub with river views extends the gathering space well into the evening. Perfect for: - Wedding groups attending Villa Bellezza or Woods & Co. - Extended families or multi-couple getaways - Creative retreats, workshops, or small group gatherings - Guests who value design, light, and memorable settings - Groups who want one shared experience with room to spread out Not the best fit for: - Guests expecting hotel-style minimalism - Groups seeking total separation between units - Loud late-night parties (this is a special place, not a party house) Guest access Check-in is simple and self-guided via keypad. Plentiful off street parking. Other things to note Please note that there is an active train line right out in front of the house -- it runs the entire length of the village and river, and freight do trains pass by somewhat frequently, so once in a while there is the rumble of a train chugging by. Most people find it charming and not a big distraction (kids really love it), but if you're a very light sleeper this is something to note! There is so much to see and to do here in the great river valley! I'll be happy to share all my tips with you on dining, sightseeing, and activities.