Vacation rentals in Pepin County

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

South Bluff Stay

Located on a dead-end gravel road atop the bluff, this home is heavenly. Private, beautiful gardens and views surround you. Soak in the tub, relax in the hammock or walk the winding path around the tree line /wildflower prairie. Conveniently located. Liberty Tree Farm (4 mi.), Twin Bluff Farm (2 mi.), Harbor View Cafe (7 mi.), Maidenwood (9 mi.), Hidden Meadow (12 mi.), Stockholm (2.4 mi.), Villa Bellezza Winery/Vinyard (6 mi.). This is a perfect choice for a romantic getaway, girls trip!

Cozy cabin next to winery!

Our cabin is nestled in a quiet wooded neighborhood in the town of beautiful Lake Pepin! It is private yet not too remote and is just a short 2-minute drive or 7-minute walk to the Villa Bellezza or a 4-minute drive or 15-minute walk to beautiful Lake Pepin. Our cabin is perfect for a girl's weekend, wedding, bachelor bachelorette getaway or just some quality family time together! Our cozy cabin is sure to provide a relaxing, fun, affordable getaway anytime of the year!

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.

Blue Hideaway

Blue Hideaway is located in a quiet wooded neighborhood but also close to all the Lake Pepin amenities! Lake Pepin is a cozy and quaint town that has so much to offer. Our cabin is only a 2 minute drive or 7 minute walk to Villa Bellezza and less than a 5 minute drive to the heart of Lake Pepin where you will find restaurants, shops and the Pepin Marina. Blue Hideaway is perfect for wedding getaways, girls weekends or just time to relax with the whole family.

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.

Villa Del Lago – Lakehouse in Pepin

Villa Del Lago is located in beautiful Pepin Wisconsin. This beautiful 4 bedroom home boasts panoramic views of Lake Pepin. The open floor plan features a spacious family room with adjoining sunroom. The recently renovated kitchen features gorgeous butcher block countertops and breakfast bar. 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.

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.

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.