Waterfront holiday rentals in Winona County

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Winona County

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Guest favourite
Home in Dakota

River House

Perfect for those seeking tranquility & natural beauty. A peaceful haven offering an ideal setting to relax, recharge, & reconnect while enjoying modern comforts. Start your day with a cup of coffee on the spacious deck as the sun rises over the majestic Mississippi. Breathtaking views make every morning unforgettable. Located just outside Great River Bluffs State Park, miles of scenic hiking / cross country trails that wind through forests & dramatic bluffs view over the Mississippi valley.

RiverViewHiking

4.88 out of 5 average rating, 48 reviews
Top Guest favourite
Guest suite in Onalaska

Waterfront Retreat | Sunset View | Family Friendly

Relax and unwind at this beautiful Lake Onalaska waterfront retreat with boat docking available and a private beach. Stunning lake views, fishing, boating, and sunsets right outside your door. The home offers comfortable accommodations and easy access to Onalaska and La Crosse restaurants, shopping, hiking, and outdoor recreation. This lakeside getaway is the perfect place to make lasting memories. Important: As the home is built on a hill, 40 stairs need to be taken to reach the property.

RiverViewGetting around

4.89 out of 5 average rating, 44 reviews
Guest favourite
Home in Fountain City

Great River Road - Victorian Historic Home (1898)

Beautifully restored 1898 Victorian with River View! This home has 5 bedrooms, 4 bathrooms, 2 living rooms, 2 kitchens, laundry in home and much more! Amazing panoramic Mississippi River Views from nearly every room. Outside patios and seating available, as well as wrap-around porch, balcony, and back deck with gas grill! Stay connected with fast Wi-Fi (video calls, 4K streaming, etc) and TVs in every bedroom/living room. This is a true one-of-a-kind local gem and is sure to please!

RiverViewCondition

5.0 out of 5 average rating, 36 reviews
Superhost
A private deck is visible through the window, featuring a table with red and white chairs and an umbrella. Colorful outdoor seating is arranged on the grassy area beyond, with gray clouds overhead hinting at the nearby river.
Place to stay in Winona

Port 19

This amazing location is perfect for your getaway! The only home in Winona on the main channel of the Mississippi River! With it's open concept, it features a sunken living room, full kitchen, work space area, W/D, private deck, grill, huge yard, fire pit, and all of this is just waiting for YOU! Trailering your boat? Not a problem! (Must be approved). Boat ramps for launching near by! And walking distance to down town and your favorite watering hole! Come relax and enjoy!

RiverViewIndoor spaces

4.71 out of 5 average rating, 17 reviews
Top Guest favourite
Apartment in Onalaska

Northshore Studio on Lake Onalaska

Lakefront studio where retro and rustic charm meets modern convenience. Studio offers everything you need for a relaxing and enjoyable stay including a queen-sized bed, a living area with a Roku TV, a full kitchen and a bathroom with a step in shower. The lakefront screen porch provides the perfect spot to enjoy your morning coffee or unwind with a good book. Two sit on top kayaks are included. Bikes are available and hiking and biking trails are just across the street.

ViewBeachShared spaces

4.83 out of 5 average rating, 233 reviews
Top Guest favourite
The serene lake is captured at sunset, reflecting soft hues of orange and pink across the calm water. Gentle ripples can be seen, with distant hills framed against the colorful sky. The scene evokes a peaceful atmosphere, showcasing the lakeside setting.
Apartment in Onalaska

Lakefront Studio

One bedroom studio on the edge of the Upper Mississippi Wildlife Refuge. Surrounded on one side by beautiful Lake Onalaska with prairie walking trails on the other. The property is family-owned and operated and has been offered for vacation rentals since the 1960s. You will not find a closer view of Lake Onalaska. There are two public boat landings less than a mile away. Stay and experience all that "God's Country" has to offer. *No cleaning fees*

ViewRiverQuiet

4.9 out of 5 average rating, 279 reviews
Superhost
Cabin in Winona

Mississippi Quack Shack

Welcome to the Mississippi Quack Shack! Make this renovated riverfront cabin your home base for duck season! Ideally located between Winona and La Crosse, it sleeps up to 10 and offers 135 feet of shoreline, a private dock, basement gear storage, and a mudroom with laundry—perfect for wet waders and hunting clothes. After a morning on the river, enjoy a warm meal, relax in the sunroom, or unwind on the wraparound deck overlooking the water.

RiverViewAccess

4.6 out of 5 average rating, 5 reviews
A serene view captures a calm water surface reflecting sunlight. A private dock extends into the water, surrounded by tree trunks and grass. In the foreground, a wooden table rests next to a wooden fence, while a shed is partially visible in the background.
Cabin in Onalaska

Backwaters lodge

This cabin sits overlooking a beautiful view of the water where you will see all types of wildlife. The eagles sit in the giant oak trees just off the porch. Walk down to the dock and drop a line in for fishing. .The state bike/snowmobile/hiking trail is within 3 minutes. The boat landing is 1 mile away. You have your own private dock. We also just added a hatchet throwing target We charge a 25.00 per visit pet fee.

ViewRiverHeating

4.89 out of 5 average rating, 145 reviews
Guest favourite
The image captures a serene scene along the Mississippi River, framed by tall trees casting dappled shadows on a green lawn. The shimmering water reflects sunlight, while distant hills provide a picturesque backdrop of natural beauty.
Home in Trempealeau

The BRD Nest Mississippi River Home with Views

Breathtaking views of the Mississippi River & Minnesota Bluffs from this spacious 2700sq ft home! A mile to boat launching and .5 mile to Perrot State Park for outdoor adventures! Relax and enjoy the breeze from the River on the balcony. Enjoy the deck and grill your dinner while you watch the sunset up the River for postcard like pictures! Wildlife and woods surrounds the back of the house for a truly peaceful stay.

ViewRiverNearby

4.88 out of 5 average rating, 57 reviews
Superhost
A light-filled living room features soft beige sofas arranged around a circular coffee table. A modern fireplace is set within a gray mantel, with shelves displaying decorative items. Large windows with light drapery provide views of the outdoors, enhancing the room's warm ambiance.
Home in Winona

Waterfront | HOT TUB | Sleeps 15

Experience the ultimate riverfront getaway in this spacious 3,700 sq ft home on a fenced half-acre with a large dock, hot tub, pool table, movie theater, ping pong, shuffleboard, popcorn station, yard games, and plenty of seating. Relax in the sunroom, by the indoor fireplace, on the dock, or in the hot tub. Perfect for family gatherings, weddings, bachelor/bachelorette parties, or an unforgettable friends’ retreat!

RiverViewAccuracy

4.91 out of 5 average rating, 45 reviews
Superhost
Home in Fountain City

FC River Retreat

Wake up to river views on a quiet back channel of the Mississippi. Sweat in the outdoor barrel sauna or relax on the deck overlooking the water. Two-story home with 3 bedrooms, 2 baths, and room for 8. Pet friendly, with Merrick State Park trails steps away. Buffalo County deer hunting, fishing, and eagle watching nearby. 5 minutes to downtown Fountain City, 15 minutes to Winona & Alma. Room for the whole family.

RiverViewIndoor spaces

4.78 out of 5 average rating, 9 reviews
Superhost
Home in Fountain City

Back Water Lodge 3 Bed

Back Water Lodge is your laid-back Mississippi River getaway built for fun. Launch right from the private boat ramp, dock in your own slip, and spend the day fishing, kayaking, canoeing, or playing cornhole by the water. Clean your catch and grill it up as the sun sets. Close to Mississippi Thunder Speedway and right next door to Bay's end, a local favorite bar. Traveling with young kids? Reach out to the host!

HospitalityAccuracyAmenities

4.67 out of 5 average rating, 3 reviews

Popular amenities for Winona County waterfront rentals