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!

Perched Above Pepin-cozy cabin,panoramic lake view

Charming cabin perched on a hill w/ stunning views of Lake Pepin.Enjoy a cozy atmosphere w/ a fireplace, modern amenities, & sunroom w/ breathtaking lake vistas. Watch eagles soar and barges pass by, while listening to the sound of trains rolling by along the river.Located near hiking trails, water activities, local wineries, and breweries, this cabin is perfect for outdoor adventures.With easy access to both Lake City and Wabasha, it’s an ideal getaway, blending comfort, nature, and attractions

Charming Rosemorr Cottage

You'll love this whimsical and romantic tiny home escape. Perched on the bluffs edge with stunning, panoramic views of beautiful Lake Pepin and all its offerings! Eagles soar, sailboats sway and train whistles echo on this private, yet conveniently located property. Blocks from a sandy beach, sailboat harbor and local restaurants ! Perfect for romantic stays or playful, adventurous families. Offering all the amenities! Murphy bed and loft sleeping on site ; tents, RVs and pet friendly too

Little Square Farmhouse + Pottery Studio

This charming, country 1926 farmhouse sits atop rolling country fields just outside the village of Maiden Rock, and just a few miles to Stockholm, Pepin, & Red Wing, Mn. This farmhouse was purchased by the host's parents in 1987. While being raised here with 8 siblings, this home felt very small. After growing up and finding a life of her own, she found her way back home and has been putting her interior design skills to work on Little Square Farmhouse since 2008. #littlesquarefarmhouse

Bogus Valley Holm Country/Farm Pepin/Stockholm

Come to the country and enjoy lodging at quiet Bogus Valley Holm. Located in picturesque Bogus Valley, between Pepin and Stockholm Wisconsin. 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. The southern exposure enclosed front porch is the favorite gathering spot for most everyone that has stayed in the home. This 2 bedroom 1 1/2 bath property has potential for sleeping up to 8 guests.

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!

Beautiful Restored Farm on 80 acres. Amazing View

Picturesque 1940s farm that has been completely restored. One of the best spots in Pierce County with close proximity to Stockholm, Maiden Rock and Pepin. Relax and take in the views or take a beautiful drive through the countryside to one of the many attractions the area has to offer such as Crystal Cave, Vino in the Valley, A to Z Pizza, one of the many wineries, trout fishing in Rush River and shopping in Stockholm and Maiden Rock.

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!

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.

Rustic Bluff Cabin (#2)

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.

Romantic Waterfront A-Frame • Best Pepin Location!

A waterfront A-Frame on Lake Pepin with sweeping river views and one of the most walkable locations in town. Just down the street from Harbor View Café and The Pickle Factory, and close to Villa Bellezza and Woods & Co., it’s an easy, comfortable place to stay for wedding weekends, romantic getaways, or creative retreats. Welcome to The Dockside!