Holiday rentals in Pepin

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

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!

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.

Bluffside cottage with gorgeous views

Hill Street House is the quintessential river-town residence, located within walking distance of Fountain City's quaint downtown, legendary pubs, and riverfront, but just far enough from the highway and trains to still get a good night's sleep. Perched snuggly on the bluffside overlooking the Mississippi River, you'll see an ever-changing panorama of river boats, barges, and birds in flight against a backdrop of Minnesota bluffs in the distance and a jumble of rooftops below.

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.

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!

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.

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.

Spacious River View 2 br apt near Eagle Center

Discover this hidden gem in the heart of Wabasha! This fully renovated 2BR/2BA apartment blends historic charm with modern comfort. Walk to the Eagle Center, riverfront bandstand, and downtown dining. Enjoy a new kitchen, spacious living/dining room, fireplace, and large deck with Mississippi River views—all fully furnished for your stay. Plus, get 50% off the Wild Wings golf simulator in Lake City when you book!

Lake Pepin Cottage on the Bluff

Bluff Cottage Overlooking Lake Pepin Compact and beautiful, this modern cottage is situated on 8 acres on a bluff overlooking Lake Pepin in the driftless area of Wisconsin. The house is mostly windows, with spectacular views of the sunrise, the sunset, Lake Pepin and the Milky Way. House has all the amenities, and sleeps four, plus a wood-burning sauna.