Holiday rentals in Pepin County

Villa Serra – Lakehouse in Pepin

Villa Serra is located in beautiful Pepin, Wisconsin. This unique 3 bedroom 2 full bath home boasts panoramic views of Lake Pepin. The open floor plan features a spacious living room with adjoining kitchen and breakfast bar island. The dining area leaded to an elevated open porch and deck with expansive views. Stroll through the hillside gardens and relax on the deck overlooking the lake - a perfect setting for gathering, enjoying the gas BBQ and dining al fresco. The perfect Lake Pepin retreat!

Boho Condo 1 block from the water.

Welcome to the Boho Condo summer rental located above The Pepin Labyrinth Yoga Studio! This charming tranquil condo offers a peaceful atmosphere, making it the ideal retreat from the party. It's just one block from the Marina and Harbor View Cafe, two blocks from the Pickle Factory restaurant, and on the same block as River Time Wine and Beer. Villa Bellezza Winery is just a short drive away, ensuring that all your needs are easily accessible. The air conditioning is now working perfectly.

Pepin Guest Haus - walk to the winery! Sauna!

Welcome to Pepin Guest Haus! Unwind at our cozy yet modern loft above the garage with beautiful views of Lake Pepin and in walking distance to virtually everything in town. It is a block away from Villa Bellezza Winery. Just recently added is a sauna with amazing view of Lake Pepin! Pepin Guest Haus is nicely appointed with everything you need for a relaxing trip- king bed, two twin rollaway beds, kitchenette, shower, living area with sofa and TV, and deck with seating area and grill.

Quonset on the Corner - Pepin

Stay in a one-of-a-kind quonset hut style home walkable to downtown Pepin & Lake Pepin. Legend has it that only 150,000 of these homes were ever built. We invite you to be one of the lucky few to experience the allure a quonset home brings. This rare gem is fully renovated with a mid-century modern touch; boasts 2 bedrooms, a full kitchen, bathroom and plenty of living space. Explore all that Pepin has to offer- restaurants/wineries, shopping, sailing, and more.

The Main Stay on the Bluff

The Main Stay on the Bluff is a spacious 3,000 sq ft home with four bedrooms and two bathrooms, thoughtfully designed to accommodate a wide range of guests. The main floor is fully handicap accessible and opens to an outdoor patio with seating and a fire pit. As part of Samakya Cabins, one of two private retreats set on 65 secluded acres, the property offers incredible bluff views, peaceful surroundings, and a truly special escape immersed in nature.

Scenic, waterfront home on Lake Pepin with HOT TUB

Welcome to our newly renovated Pepin lake house! The perfect place for a couples getaway, friends weekend, family vacation, and everything in between. Enjoy the beautiful panoramic view of Lake Pepin from the front window while sipping a cozy cup of coffee, or watch the sunset with a glass of wine around a bonfire. The spacious dining room and kitchen are perfect for sharing a warm meal with loved ones, while the bar/living room promises a good time!

Bogus Valley Holm Country/Farm Pepin/Stockholm

Come to the country and enjoy lodging at our Bogus Valley Holm. Located in picturesque Bogus Valley, between Pepin and Stockholm Wisconsin. Just a short drive to the area wedding venues and other West Coast Wisconsin attractions. This vintage home farmstead on 4 acres, was built in the mid 1850s and has old world character architecture with the comforts of modern-day amenities. If you are looking for a quiet rural getaway, this is your place.

22 Paradise View

Stay at 22 Paradise View! This renovated historic 2nd-floor apartment boasts stunning Mississippi River views and a walkable downtown Lake City location. Relax in the king master suite with a spa-like bath featuring a rain shower and clawfoot tub. Extra guests will love the Murphy beds, plus you’ll have a full kitchen, 1.5 baths, and cozy fireplace. Bonus: get 50% off the Wild Wings golf simulator when you book with us!

Waterfront A-Frame on the Marina • Lake Pepin

A classic A-frame on the marina, where the Mississippi widens into a lake three miles across and the bluffs rise on both sides. Steps from Harbor View Café and The Pickle Factory, close to Villa Bellezza and Woods & Co. — one of the best-positioned spots in Pepin for a wedding weekend, a romantic escape, or a few days of doing exactly nothing. You have the best views, and you can walk everywhere Best location in town.

Cottage in Porcupine Valley - beautiful location

Beautiful, beautiful cabin. Nested in the middle of the Porcupine Valley, this cabin is a place for you to find rest and relaxation. Sitting on the front porch and listening to the birds is probably the best part of the cabin. Attractive flower beds, large yard, spacious interior, pond, and creek. Back porch, front porch, and upper balcony. Great for a family getaway or a low-key long weekend away from the city.

Harbor Hill Inn Cottage - Piano Suite

Welcome to the Harbor Hill Inn Cottage. Located next door to the Historic Harbor Hill Inn built in 1873. The Harbor Hill Inn Cottage offers two units that overlook the Mississippi River and Lake Pepin. We are just one block from the award-winning Harbor View Cafe and the Laura Ingalls Wilder Museum. The internationally recognized Villa Bellezza Winery is a comfortable walk or 2 minute drive.

Rustic Bluff Cabin (#1)

We have two newly constructed (September 2025), 2 bed/1 bath cozy cabins that offer the ideal blend of comfort and modern rustic charm. Nestled in the scenic Driftless region, the cabins provide a tranquil retreat for couples, small families, or friends. The open concept living space is perfect for unwinding after a day of exploring the area or celebrating a wedding at one of the local venues.