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!

The Main Stay on the Bluff

Welcome to our Main Stay! Come rest and explore atop the Bluff and the Bog in wonderful Pepin, WI. Enjoy this private getaway near Lake Pepin with trails along the slough and through the forest. Only 3 miles from Downtown Pepin and a short drive from places like Maiden Rock, Stockholm, Wabasha, Lake City and Red Wing, MN. Year round this space offers a peaceful escape to get out into nature along the Great River Road for your family and friends to enjoy and relax in one of natures preserves.

Modern Treehouse Getaway + Hot Tub

A unique treehouse getaway is the ideal space to rest and reconnect with nature through a relaxing and modern space. From the forest setting to the fully stocked kitchen, modern amenities, to the open-air hot tub platform and outdoor patio space + firepit, this treehouse sleeps up to 4 guests and is the ideal relaxation environment, all year long. Tiny but mighty, this 480 sqft treehouse has been designed with nature in mind. Whatever way you decide to relax, you’ll be so glad you stayed.

Pepin Marina Retreat: Street Level Loft Apartment

The Pepin Marina Retreat: Main Floor Studio Apartment is across from the Pepin Marina in the quaint village of Pepin Wisconsin. The open floor plan layout is the former home to an ice cream shop built in 2010, with a brand new kitchen and island peninsula, with a view to the lake. This loft-style space is perfect for two people (but could accommodate more kids on pull-out couches for up to 5 people to share). This can be rented solo or in combination with the upstairs cottage apartment!

Pleasant Corner Schoolhouse

Welcome to the Pleasant Corner Schoolhouse Retreat. Charming, rustic & lovingly restored, this 1867 schoolhouse is the perfect place for couples & friends, solo travelers & artists seeking solitude & peace. The Schoolhouse is nestled in the rolling fields & bluff tops of western Wisconsin, minutes away from Stockholm, Maiden Rock, & Pepin. Whether you're exploring local galleries, hiking one of the local trails or simply looking for a quiet escape, the Schoolhouse is the ideal getaway.

Nature & Fun * Game Room * Comfortable & Cozy

🏡 Stylish Comfort, Nature & Game Room Fun in Durand! Enjoy the perfect mix of style, comfort, and entertainment! ✨ What You’ll Love: ✔ Master Suite – KING bed + HUGE bath ✔ Super Cool Game Room – Endless fun! ✔ Fully Stocked Kitchen – Easy Cooking ✔ WiFi & Smart TV – Stay entertained ✔ Washer & Dryer – Easy laundry ✔ Super Comfortable Beds – Sound Sleep ✔ Stocked Bathrooms – Essentials provided 🌿 Nature in the City! 🌿 Watch wildlife from every direction! Relax & enjoy Durand! 🎉

Waterfront A-Frame w/ Perfect View of Lake Pepin!

Welcome to The Dockside A-Frame Cabin! The prime spot in Pepin, you are right on the waterfront in a stylish A-Frame home with a balcony and sweeping Lake Pepin views. Wake up with coffee to a river view. Walk to dinner at the famed Harbor View Cafe, then enjoy a glass of local wine at Rivertime Wine Bar or Villa Bellezza winery. End your evenings on the balcony, watching the sunset. This is one of two units on the Dockside property! See my Host Profile for the other listing.

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 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.

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.

New Hot Tub Nov 2025, Firepit, Eco-Friendly

The Paige is an updated 102 yr old cabin is family-friendly and dog-friendly. It is near all the great amenities in Pepin including Villa Belleza (only 0.5 mile away), The Homemade Cafe (one block away), Harbor View Cafe, The Pickle Factory, Lake Pepin, and Stockholm, WI. A great central location for all Lake Pepin area activities!