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Holiday rentals in Lake Pepin

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Top-rated holiday rentals in Lake Pepin

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious wooden deck is shown with several comfortable chairs facing the serene waters of Lake Pepin. Soft sunlight reflects on the water, and trees line the edge of the property, creating a peaceful atmosphere for outdoor relaxation.
Home in Pepin
4.95 out of 5 average rating, 128 reviews

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!

Top guest favourite
Cabin in Lake City
4.93 out of 5 average rating, 115 reviews

Perched Above Pepin- hot tub, 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

Top guest favourite
Flat in Pepin
5 out of 5 average rating, 13 reviews

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.

Guest favourite
A glass house reflects natural surroundings, enclosed by trees and sunlight. The interior features a spacious bed draped in white linens, with cozy seating visible nearby. A wooden deck extends outwards, complemented by outdoor furniture and decorative lanterns.
Dome in Afton
4.87 out of 5 average rating, 415 reviews

Star Gazing Glass House 4 Season with Hot Tub

This glass house has a mini split offering both heat and air conditioning. There is something truly magical about being submersed in nature. Watching beautiful snowflakes cascade around its walls, snuggled under heated blankets while star gazing. Rainstorms have a new meaning, sunsets and sunrises become a life-changing experience. This is a photographer's dream, a romantic getaway, or the perfect place to reconnect with yourself. Private hot tub and fire pit.

Top guest favourite
A hot tub with illuminated features is positioned outdoors, overlooking a serene lake. An impressive sunset creates a gradient of colors in the sky, and silhouettes of trees line the horizon. The peaceful atmosphere invites relaxation and enjoyment of the natural beauty.
Home in Pepin
4.97 out of 5 average rating, 119 reviews

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!

Top guest favourite
A wooden sauna is positioned in the center of a rustic room with exposed beams and corrugated metal walls. Two wooden rocking chairs sit nearby. Light enters through several windows, and a basket is placed on the floor, enhancing the inviting, serene environment.
Home in Stockholm
4.96 out of 5 average rating, 286 reviews

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.

Top guest favourite
An open living space showcases a blend of natural wood and stone elements. A large dining table is positioned near a cozy seating area, featuring a modern couch and chair arrangement. A fireplace serves as a focal point, with natural light coming through large windows revealing a view of the Mississippi River.
Flat in Lake City
4.99 out of 5 average rating, 118 reviews

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!

Guest favourite
An open living area is highlighted by a spiral staircase leading to a loft. Large windows provide natural light and views of the waterfront. A cozy seating arrangement features a stylish couch and armchair on a patterned rug, complemented by a modern entertainment unit.
Home in Pepin
4.91 out of 5 average rating, 203 reviews

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.

Guest favourite
A spacious living area features a grand piano alongside a light-colored sofa adorned with colorful cushions. Sunlight filters through large windows, illuminating a houseplant in a terracotta pot and a wooden coffee table that holds a decorative piece.
Guest house in Pepin
5 out of 5 average rating, 32 reviews

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.

Top guest favourite
Cabin in Pepin
5 out of 5 average rating, 21 reviews

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.

Guest favourite
A modern treehouse is elevated among the trees, featuring wooden siding and large windows. A deck wraps around the structure, offering outdoor seating. Lush greenery surrounds the building, with a pathway visible leading through the natural landscape, creating a harmonious connection to nature.
Treehouse in Pepin
4.96 out of 5 average rating, 52 reviews

Pepin Forest Treehouse

Escape to Wisconsin’s Driftless Region in this one-of-a-kind 480 sq ft treehouse tucked into a wooded setting. Ideal for up to four guests, it offers a fully stocked kitchen, modern comforts, an open-air hot tub, pergola, patio, and cozy firepit. Just minutes from the Great River Road and the charming towns of Pepin, Stockholm, and Nelson—perfect for a peaceful, year-round forest getaway.

Top guest favourite
A modern cottage sits on a lush green lawn near a sunset backdrop. The silhouette of the structure is visible with expansive windows reflecting the warm colors of the sky. Outdoor seating arrangements made of wood provide a welcoming space for relaxation.
Home in Maiden Rock
4.95 out of 5 average rating, 166 reviews

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.

Popular amenities for Lake Pepin holiday rentals