Waterfront vacation rentals in Winona County

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Top-rated waterfront rentals in Winona County

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

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Guest favorite
Home in Dakota
4.8 out of 5 average rating, 10 reviews

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.

Guest favorite
Home in Fountain City
5 out of 5 average rating, 12 reviews

The White House

Located in the center of town about 10 minutes from Winona. Centrally located and steps from the Mississippi River providing captivating views of the area and surrounding bluffs. 5 bars/restaurants and a winery located within 1 block and plenty of other adventures nearby inc fishing, hiking boating and more! Property has 2 workstations with a total of 2 monitors (32" and 24") making it the ideal remote worker location in a small town. Feel free to reach out for other suggestions!

Home in Winona
5 out of 5 average rating, 4 reviews

Spacious home w/hot tub and river views!

Welcome Riverfront Retreat on the Mississippi This beautifully renovated 2,800-square-foot home offers the perfect blend of comfort, nature, and adventure. With a spacious, fenced-in backyard, a private dock, and a boat garage, it's a dream destination for fishing enthusiasts and water lovers alike. • Relax year-round in the backyard hot tub • Gather around the fire pit on the scenic point, surrounded by water • Watch eagles soar and ducks paddle—wildlife is abundant and awe-inspiring

Guest favorite
Apartment in Fountain City
4.9 out of 5 average rating, 31 reviews

Riverview Apartment - River Road Historic Home

Beautifully restored 1898 Victorian with River View! The Riverview Apartment is located within the 1898 Joseph Fugina Historic Home and contains 3 bedrooms, 3 bathrooms, private living room, kitchen, balcony, back deck, and laundry in home. 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 and TVs in every bedroom and living room.

Top guest favorite
A serene lakeside view is presented at sunset, with vibrant colors reflected on the water. Tall trees border the scene, and a grassy area leads toward the water's edge. A dock is visible, positioned for easy access to the lake.
Apartment in Onalaska
4.81 out of 5 average rating, 204 reviews

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.

Guest favorite
A serene view of Marinuka Lake is captured at dusk, with calm waters reflecting the gradient of twilight colors. A wooden dock extends over the water, framed by trees on either side, creating a tranquil and scenic environment.
Home in Galesville
4.84 out of 5 average rating, 67 reviews

Beautiful Cozy Lake House on 2 & 1/2 acres!

Nestled on 2.5 acres of woods, lawn, and lake shore, our charming lake house offers a peaceful retreat in Galesville, Wisconsin. Immerse yourself in the beauty of the surrounding area, just a 10-minute drive from Trempealeau, the Mississippi River, and Perrot State Park. Winona, Minnesota, and La Crosse, Wisconsin, are just a 20-minute drive away. A scenic drive along the Great River Road is a must, allowing you to admire the river’s splendor and the majestic bluffs.

A row of cozy cabins is framed by well-maintained green grass and trees. Each cabin features a distinct color, with inviting front doors and window shutters. A paved walkway leads visitors through the resort, providing easy access between the cabins.
Cabin in Onalaska
4.68 out of 5 average rating, 59 reviews

Cozy Corner Cottages Cabin Rental

We hope you choose to stay at Cozy Corner Cottages! Winter season specials are here! We welcome ice fishers, snowmobilers, hunters, or anyone wanting to have time to relax this winter! The cabins are located on Lake Onalaska in Onalaska, WI and near La Crosse, WI. Cozy Corner Cottages is a small 5 cabin resort. It is a very popular destination during fishing and hunting seasons. Many families visit throughout the summer. CABINS ARE PET FRIENDLY!

Guest favorite
A deck area is visible with a table and chairs facing the tranquil waters of the Mississippi River at sunset. The soft glow of the setting sun is seen on the horizon, enhancing the natural beauty of the surrounding landscape.
Home in Fountain City
4.96 out of 5 average rating, 73 reviews

Dragonfly Loft, hot tub, river views

Welcome to our cozy retreat in Fountain City, Wisconsin, where the serene beauty of nature meets the charm of small-town living. The Mississippi River is your backyard! Our inviting 2-bedroom, 1.5-bathroom vacation rental comfortably accommodates up to 4 guests and warmly welcomes furry friends, making it the perfect getaway for families and outdoor enthusiasts alike. Train track, firepit, hot tub, oh my! Ask us about our weekly specials!

Guest favorite
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
4.92 out of 5 average rating, 130 reviews

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.

Top guest favorite
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
4.9 out of 5 average rating, 50 reviews

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.

Superhost
A covered porch features two comfortable wicker chairs with light grey cushions, positioned to offer views of the Mississippi River. Lush greenery lines the riverbank, while a sense of tranquility is provided by the expansive water and sky.
Home in Winona
4.94 out of 5 average rating, 31 reviews

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!

Superhost
A log cabin home is featured in a grassy area with a wooden picnic table in the foreground. The covered porch displays comfortable seating arrangements and a hanging swing, while a fire pit area is visible nearby, enhancing the outdoor gathering space.
Home in Onalaska
4.69 out of 5 average rating, 36 reviews

Cottage House on Lake Onalaska

This Cottage Lake Home is located on the bank of Lake Onalaska in Brice Prairie, WI. 3 bedrooms main floor, 1 kids setup in basement, a full bathroom, a full kitchen, a patio/fire area, make this a perfect place to relax and enjoy the area with your group. Perfect for families, solo travelers, or small groups looking to get out on the water! (we have boats available to rent pontoon boats and flat bottom boats)

Popular amenities for Winona County waterfront rentals