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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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

4.89 out of 5 average rating, 18 reviews

Waterfront | HOT TUB | Sleeps 15

Bring the whole family to this great place with lots of room for fun. This home is 3,700 sq ft and located on a fenced in, half-acre yard on the Mississippi River! With a large dock for boats or fishing, hot tub, pool table, movie theater, ping pong table, shuffle board, popcorn station, outdoor games and seating, there's plenty to do! Fish off the dock, relax in the sunroom overlooking the river, cozy up next to an indoor fireplace or outdoor fire table, and enjoy the light and inviting decor.

Top guest favorite

The exterior of a charming duplex house is presented, featuring a white facade and a prominent brick chimney. Neatly manicured green grass surrounds the entrance, which is accessed by a few stone steps. Nearby streets and neighboring buildings can be seen in the background.

Home in Fountain City

5 out of 5 average rating, 9 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!

Guest favorite

A bright sun-room is showcased with large windows offering views of the Mississippi River. Comfortable red sofas are arranged around a white coffee table, and natural wood accents provide warmth to the space. The light wood ceiling contrasts with the rich wooden beams, creating an inviting atmosphere.

Apartment in Fountain City

4.86 out of 5 average rating, 58 reviews

Farmhouse Apartment - River Road Historic Home

Beautifully restored 1898 Victorian with River Views! This Farmhouse Apartment is located within the 1898 Joseph Fugina Historic Home, along the Great River Road on the Mississippi River. The apartment has 2 (Queen) bedrooms and 1 bathroom along with a fully equipped eat-in kitchen, formal dining space (great for games!) and a stunning sun-room/living room with amazing Mississippi River views! Outside patios and seating, and gas grill! Fast Wi-Fi and TVs in every bedroom and living room.

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

4.8 out of 5 average rating, 10 reviews

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!

Superhost

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

4.8 out of 5 average rating, 187 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.

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

4.82 out of 5 average rating, 60 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

4.65 out of 5 average rating, 54 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

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

4.89 out of 5 average rating, 235 reviews

Lakefront Studio

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. 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. Now sleeps three: We’ve added a new folding cot to accommodate an extra guest. *No cleaning fees*

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

4.94 out of 5 average rating, 50 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

4.93 out of 5 average rating, 108 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.

Guest favorite

An outdoor seating area is showcased on a spacious deck, featuring a large sectional sofa adorned with colorful cushions. A patterned rug complements the arrangement, while a fire pit table enhances the space. Views of the surrounding trees and river are visible in the background.

Home in Trempealeau

4.89 out of 5 average rating, 46 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 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

4.71 out of 5 average rating, 28 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)