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Holiday rentals in Pepin County

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Top-rated holiday rentals in Pepin County

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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
4.96 out of 5 average rating, 119 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!

Guest favourite
The cozy living area features two inviting sofas and a wooden coffee table, surrounded by warm wood paneling. A flat-screen TV is mounted above a stone fireplace. Natural light floods in through expansive windows leading to the sunroom, where comfortable seating offers views of the lake.
Cabin in Lake City
4.92 out of 5 average rating, 105 reviews

Perched Above Pepin-cozy cabin,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
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
4.96 out of 5 average rating, 46 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.

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, 270 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 farmstead on 4 acres, 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.

Guest favourite
The entrance features large windows framed in dark green, complemented by two wooden rocking chairs. A vibrant flower pot adds color to the entryway, while a sign indicates the building's name. A glimpse of Lake Pepin is visible in the background.
Loft in Pepin
4.94 out of 5 average rating, 100 reviews

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!

Top guest favourite
A spacious living area features two plush sofas accented with decorative pillows. A wooden entertainment unit holds a flat-screen TV, framed by a light wooden backdrop. Natural light streams through large windows, while soft carpeting adds comfort to the space.
Home in Durand
4.95 out of 5 average rating, 173 reviews

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! 🎉

Superhost
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, 196 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.

Guest favourite
A gravel driveway is framed by lush green grass and large trees. White wooden fences border the path, leading toward open fields in the background. The area appears peaceful and spacious, inviting exploration of the surrounding countryside.
Farm stay in Plum City, Maiden Rock
4.94 out of 5 average rating, 120 reviews

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.

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, 95 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
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, 139 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
The exterior of the A-frame cabin is framed by greenery, showcasing a spacious deck with seating and a gray gravel pathway that leads to an outdoor fire pit area. Large windows reflect natural light, emphasizing the contemporary design of the structure.
Cabin in Pepin
4.98 out of 5 average rating, 47 reviews

The Potter's Place

Introducing The Potters Place, the newest addition at Samakya. This gorgeous, luxurious, contemporary A-frame cabin spans 1300 sq ft, 2 bedrooms, 2 bathrooms, and a cozy set of bunk beds designed with the little ones in mind. The A-frame charm extends to a private deck, hot tub, indoor fireplace for chilly nights, and an outdoor fire pit with seating, providing a perfect retreat all year round.

Top guest favourite
Cabin in Pepin
4.98 out of 5 average rating, 121 reviews

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!

Popular amenities for Pepin County holiday rentals

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