Holiday rentals in Pepin

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Top-rated holiday rentals in Pepin

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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!

Top guest favourite
A view of the property surrounded by trees, featuring a red barn-style building and a spacious green area. The sky is partially cloudy, and a white dome structure is visible nearby. Lush foliage frames the scene, enhancing the natural landscape.
Guest suite in Red Wing
5 out of 5 average rating, 136 reviews

Adventure Time

The Guest Suite is on the lower level of the home. Perfect for overnight, weekend, and short-term guests in mind. Surrounded by Frontenac State Park, enjoy the quiet or head out for an adventure. A clean open space with all amenities needed for a comfortable stay. The home is a quick drive to either Red Wing or Lake City all though I live in country on gravel road . It's a scenic 45-minute drive to Rochester. Head down the road and enjoy Lake Pepin. Bring your water toys and enjoy the day

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
4.95 out of 5 average rating, 44 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
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 view of the main room highlights the original double doors, framed by two adjacent doorways leading to a kitchen area and a sleeping nook. Wooden floors add warmth, while a simple chair sits nearby, complementing the room’s rustic character.
Home in Stockholm
5 out of 5 average rating, 25 reviews

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.

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, 195 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
A private deck is seen on the upper level, adorned with vibrant flower pots and surrounded by greenery. The view extends towards the Mississippi River and distant bluffs, framed by trees that provide natural shade.
Home in Fountain City
4.98 out of 5 average rating, 167 reviews

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.

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
4.96 out of 5 average rating, 127 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
4.96 out of 5 average rating, 269 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.

Superhost
Flat in Pepin
5 out of 5 average rating, 3 reviews

Pepin Guest Haus - walk to the winery!

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. Pepin Guest Haus is nicely appointed with everything you need for a relaxing trip- queen bed, two twin rollaway beds, kitchenette, shower, living area with sofa and TV, and deck with seating area and grill. Enjoy our firepit area as well!

Top 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, 161 reviews

The Main Stay on the Bluff

The Main Stay on the Bluff is a spacious 3,000 sq ft home with four bedrooms and two bathrooms, thoughtfully designed to accommodate a wide range of guests. The main floor is fully handicap accessible and opens to an outdoor patio with seating and a fire pit. As part of Samakya Cabins, one of two private retreats set on 65 secluded acres, the property offers incredible bluff views, peaceful surroundings, and a truly special escape immersed in nature.

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.

Popular amenities for Pepin holiday rentals

When is the best time to visit Pepin?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹13,857₹13,407₹13,587₹15,206₹15,746₹17,006₹16,556₹16,916₹16,556₹15,206₹15,206₹14,756
Avg. temp-10°C-7°C0°C7°C14°C20°C21°C20°C16°C9°C1°C-6°C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Pepin?

    Four-legged friends are welcome in Pepin. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Pepin?

    Yes! Work meets play with ease at over 20 vacation rentals in Pepin featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do condo rentals in Pepin have wifi?

    Absolutely! We offer over 10 condo rentals with wifi in Pepin. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Pepin have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Pepin. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in condo rentals in Pepin?

    Experience the best of Pepin with our condo rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Pepin?

    Pepin has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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 ₹9,898 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 Gym, BBQ grill and Laptop-friendly workspace across Pepin rentals

  • 4.9 Average rating

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

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