Waterfront vacation rentals in Winona County

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.

4.8 out of 5 average rating, 179 reviews

Northshore Studio on Lake Onalaska

ErikaRating, 5 stars3 weeks ago

Amazing stay! Took the time to go on the canoe multiple days. If you like going fishing, you can’t get closer to water than this. Amazing price for what we got! I just wish there were some more extra blankets (only 1) and a couple different sized bowls (like mixing or popcorn bowls). Neighbors were super friendly and would always wave.

Apartment in Fountain City

A sunlit living room features red sofas, a white coffee table, and a view of the river through large windows. Natural wood beams accent the ceiling, and a tasteful entryway is visible in the background. Soft textures and colors create a cozy ambiance.

4.86 out of 5 average rating, 57 reviews

Farmhouse Apartment - River Road Historic Home

RachelRating, 5 stars1 month ago

Logan was a wonderful host, very responsive. I didn’t realize prior to arrival that the unit was only one section of the house and our unit was in the back of the house, but we still had some views of the water and it was peaceful. Appreciate Logan allowing us flexibility for our arrival and departure times- it really allowed us to maximize our time! We were also able to see the rest of the house and it is beautiful! Likely will be back with more family.

5 out of 5 average rating, 14 reviews

A vibrant view of the Mississippi River is captured, showcasing a large red dock extending into the water. Lush greenery lines the riverbank, with trees and shrubs providing a natural backdrop. The clear blue sky adds to the serene setting, inviting relaxation and enjoyment.

Home in Winona

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, 8 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!

4.79 out of 5 average rating, 38 reviews

A spacious porch is highlighted by a vibrant area rug beneath a red outdoor couch and two patterned chairs. The railing offers an unobstructed view of the tranquil waterfront, framed by leafless trees, and the open sky creates an expansive atmosphere.

Cottage in Trempealeau

Charming Lakefront Cottage on GREAT Fishing Lake

Adorable and charming waterfront cottage on Round Lake in Trempealeau, WI. Sandwiched between some of the best fisheries in the area, including Long Lake, Third Lake, Second Lake, First Lake and the Mississippi River. This home is completely renovated with a large porch to enjoy the view of the lake. It has 2 bedrooms, 1 updated bathroom and can sleep 5 guests. Enjoy the large shaded yard for games or relaxing during the day. Plenty of birds, ducks, eagles and wildlife to watch too!

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

4.83 out of 5 average rating, 58 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.

4.94 out of 5 average rating, 47 reviews

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

Fountain City 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!

4.93 out of 5 average rating, 102 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.

4.89 out of 5 average rating, 45 reviews

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

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.

4.71 out of 5 average rating, 24 reviews

A peaceful view of Lake Onalaska captures a wooden dock extending into the tranquil water. Surrounding trees, with fresh green leaves, reflect the sunlight under a clear blue sky, enhancing the serene atmosphere of the lakeside environment.

Home in Onalaska

New listing! Log Cabin Lake House on Lake Onalaska

This Log Cabin Lake Home is located on the bank of Lake Onalaska in Brice Prairie, WI. 2 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)

Vacation rentals for every style

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Popular amenities for Winona County waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

The lakefront view captures a serene sunset over Lake Onalaska, with reflections of orange and purple hues on the calm water. Grassy reeds along the shoreline frame the scene, offering a peaceful atmosphere amidst the natural beauty of the surroundings.

4.94 out of 5 average rating, 108 reviews

Waterfront Studio

JessicaRating, 5 stars8 months ago

the cabin while rustic, was very clean. parking spots were a little hard to read after dark.once we got there, it was nice to have a designated spot though.

Apartment in Fountain City

4.86 out of 5 average rating, 57 reviews

Farmhouse Apartment - River Road Historic Home

RachelRating, 5 stars1 month ago

Logan was a wonderful host, very responsive. I didn’t realize prior to arrival that the unit was only one section of the house and our unit was in the back of the house, but we still had some views of the water and it was peaceful. Appreciate Logan allowing us flexibility for our arrival and departure times- it really allowed us to maximize our time! We were also able to see the rest of the house and it is beautiful! Likely will be back with more family.

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.

4.88 out of 5 average rating, 230 reviews

Lakefront Studio

LawrenceRating, 5 stars1 month ago

We enjoyed our short stay in your lovely location. The view of the Mississippi was great. And we would certainly consider staying there again when we visit the area!

Apartment in Fountain City

A bright living room features a comfortable blue sofa and two striped armchairs. Large windows offer a view of the outdoors, surrounded by trees and distant hills. A white coffee table sits in the center, complemented by a rug below.

4.92 out of 5 average rating, 25 reviews

Riverview Apartment - River Road Historic Home

LydiaRating, 5 stars8 months ago

We loved staying here! The views of the river were phenomenal and the place was so cozy! 100% would stay again!!

4.78 out of 5 average rating, 9 reviews

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.

Apartment in Winona

Port 19

VikkiRating, 5 stars1 month ago

I rented this property for the Groomsmen in my granddaughter's wedding. It was perfect and they were very comfortable...they had not one complaint! Thank you!

4.8 out of 5 average rating, 179 reviews

Northshore Studio on Lake Onalaska

ErikaRating, 5 stars3 weeks ago

Amazing stay! Took the time to go on the canoe multiple days. If you like going fishing, you can’t get closer to water than this. Amazing price for what we got! I just wish there were some more extra blankets (only 1) and a couple different sized bowls (like mixing or popcorn bowls). Neighbors were super friendly and would always wave.

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Waterfront house rentals

Private room in Fountain City

A well-lit suite features a bay window with multiple panes, providing expansive views of the river. A table with a coffee maker sits near the window, and a mounted TV is positioned on the wall. Natural light fills the room, highlighting the warm wooden flooring.

4.95 out of 5 average rating, 19 reviews

Suite #2 - Panoramic River Views - King w/Balcony

ValaRating, 5 stars2 months ago

I went to Highschool in this area and know very well how beautiful River road Hwy 35 is. Fountain City has always been my favorite along the route, and this residence is a nice spot to take it all in.

Private room in Fountain City

An elegantly designed bedroom features a white four-poster bed with a cozy blanket at the foot. A bedside table with a lamp is positioned next to the bed. The ensuite bathroom is visible through an open door, and natural light flows through the window, illuminating the serene space.

4.97 out of 5 average rating, 35 reviews

Suite #4 – Elegant River Suite w/ Seating Nook

WendyRating, 5 stars1 month ago

Logan is great! He has dealt with our left behind items so tactfully. The second time I felt horrible. I don’t promote you doing this. The reason for the mention is because he went above and beyond to help us get our items back. Thanks Logan!

Top guest favorite

The exterior of the Victorian home features vibrant blue and red colors, complemented by large windows and a charming front porch. Lush green landscaping surrounds the property, with stone steps leading to the entrance and a decorative stone wall in the foreground.

Home in Fountain City

5 out of 5 average rating, 31 reviews

Great River Road - Victorian Historic Home (1898)

ZachRating, 5 stars3 months ago

My fiancé and I had our engagement party with our friends here, we rented the entire home. The location and home itself was beautiful and right on the river. Logan was a very proactive and responsive host! We were impressed with the quality of the home as well as the amenities! Would recommend for a getaway weekend for a large or small group!