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Holiday rentals in Pepin

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Top-rated holiday rentals in Pepin

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A stone patio offers a view of the water, surrounded by trees and well-placed seating. Several wooden lounge chairs are positioned for relaxation, with a grassy area in the foreground and stacked logs nearby, enhancing the natural setting.
Tiny home in Pepin
4.87 out of 5 average rating, 46 reviews

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

Guest favourite
An inviting outdoor space features a fire pit surrounded by blue chairs, with a spacious driveway and a two-story wooden house in the background. Leafless trees frame the scene, providing a natural setting that complements the home's warm tones.
Cabin in Pepin
4.96 out of 5 average rating, 160 reviews

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.

Top guest favourite
The treehouse is illuminated at night, showcasing its wooden exterior and large windows. A swing hangs from the porch, surrounded by snow-covered trees. The elevated structure is supported by sturdy wooden beams, adding to the wintery scene of the serene forest setting.
Treehouse in Pepin
5 out of 5 average rating, 39 reviews

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.

Guest favourite
A scenic view of the Chippewa River bottoms is presented, featuring rolling hills in the distance. The foreground includes autumn foliage with shades of orange and red, contrasting against a calm water area. The clear blue sky enhances the tranquil setting.
Cabin in Durand
4.98 out of 5 average rating, 127 reviews

Chippewa View Heights, LLC

Overlook the beautiful Chippewa River bottoms while enjoying the comfort of home. Just 2 minutes from Durand, this spacious property has remarkable sunrises and views of the Chippewa River area wildlife including deer, eagles, ducks and swans to name a few. Located in Pepin county, minutes away from Buffalo, Pierce and Dunn counties and trails. A perfect location for those in the area simply looking for a local place to stay and relax! Please note, no parties or events are allowed.

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
4.92 out of 5 average rating, 192 reviews

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.

Top guest favourite
The exterior of the cottage features warm orange siding and green accents, surrounded by trees. A small patio area is visible, furnished with a table and chairs, along with a grill. The peaceful setting offers a blend of rustic charm and natural beauty.
Cottage in Maiden Rock
4.97 out of 5 average rating, 126 reviews

Rush River Cottage & Gardens hosted by Phil & Kay

Milkhouse Cottage was rebuilt from the original Milkhouse built on our farm in 1906. Nestled in a peaceful valley across the road from the Rush River. Amenities include one queen bed, 1 queen sized comfortable queen sofa bed, air conditioning, private deck, private fire pit & 38 acres of private hiking trails and snowshowing trails. For larger groups we have another cottage on airbnb called the Trout Haus. Check on Airbnb or contact us regarding renting both houses.

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
4.95 out of 5 average rating, 262 reviews

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.

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
4.96 out of 5 average rating, 107 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!

Guest favourite
A bright and airy living area is furnished with a large, comfortable couch and decorative pillows. Large windows offer expansive views of the lake, while a TV mounted on the wall provides entertainment. A textured rug complements the wooden flooring.
Home in Pepin
4.96 out of 5 average rating, 180 reviews

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.

Guest favourite
A well-maintained cabin exterior is surrounded by vibrant flower beds, featuring orange and pink blooms. Soft lighting outlines the porch, creating a welcoming atmosphere. Large windows reflect the greenery and hills in the background, enhancing the natural beauty of the setting.
Cabin in Arkansaw
4.83 out of 5 average rating, 135 reviews

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.

Top guest favourite
A back deck with a river view is furnished with two comfortable chairs and a small table, allowing for relaxation and enjoyment of the scenic landscape. The backdrop features lush trees and the Mississippi River, with a bridge visible in the distance under a clear blue sky.
Flat in Wabasha
4.98 out of 5 average rating, 277 reviews

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!

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, 16 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.

Popular amenities for Pepin holiday rentals

When is the best time to visit Pepin?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹13,690₹13,245₹13,423₹15,023₹15,557₹16,801₹16,979₹15,823₹15,023₹15,023₹15,023₹14,579
Avg. temp-10°C-7°C0°C7°C14°C20°C21°C20°C16°C9°C1°C-6°C

Quick stats about holiday rentals in Pepin

  • Total holiday rentals

    Explore 40 holiday rentals in Pepin

  • Nightly prices starting at

    Pepin holiday rentals start at ₹9,778 per night before taxes and fees

  • Verified guest reviews

    Over 2,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Pepin holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pepin rentals

  • 4.9 Average rating

    Pepin stays are highly rated by guests – averaging 4.9 out of 5!

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