Waterfront vacation rentals in Winona County

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Top-rated waterfront rentals in Winona County

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Home in Winona

5 out of 5 average rating, 14 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.

Superhost

A screened porch offers a relaxing space with two chairs facing large windows, providing an unobstructed view of the scenic lake and surrounding greenery. Natural light floods the area, enhancing the tranquil setting.

Apartment in Onalaska

4.8 out of 5 average rating, 174 reviews

Northshore Studio on Lake Onalaska

Lakeside studio where retro and rustic charm meet modern convenience. This 400 square foot studio on Lake Onalaska offers everything you need for a relaxing and enjoyable stay featuring a queen-sized bed, a living area with a Roku TV, a kitchen including all the basics and a bathroom with a step in shower. Sip your morning coffee or unwind with good book from the lakefront screen porch. Two sit on top kayaks are included. Bikes are available and hiking and biking trails are across the road.

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, 3 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 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.

Apartment in Fountain City

4.89 out of 5 average rating, 54 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.

Superhost

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

4.8 out of 5 average rating, 35 reviews

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!

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.

Apartment in Winona

4.75 out of 5 average rating, 8 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!

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, 52 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 screened-in porch offers views of lush green grass leading down to Lake Onalaska. Comfortable seating arrangements are positioned to enhance relaxation while enjoying the tranquil lakeside atmosphere. Trees provide natural shade, contributing to a peaceful environment.

Apartment in Onalaska

4.88 out of 5 average rating, 227 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 spacious balcony features a rectangular table with a firepit, flanked by two comfortable chairs. The view overlooks the Mississippi River, with distant tree lines and train tracks visible in the background, under a sky filled with soft, natural light.

Home in Fountain City

4.94 out of 5 average rating, 47 reviews

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!

Guest favorite

A cabin is set on a hillside surrounded by lush greenery and tall trees. Large windows are visible, allowing natural light to fill the space. A sign reading 'Backwater's Lake' is positioned near a wooden fence, indicating the cabin's scenic lakefront location.

Cabin in Onalaska

4.93 out of 5 average rating, 101 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

A serene outdoor balcony is furnished with a small table and cozy seating, overlooking the picturesque Mississippi River. Lush green trees provide shade, while gentle waves can be seen along the water's edge, creating a peaceful ambiance for relaxation.

Home in Trempealeau

4.88 out of 5 average rating, 43 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 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

4.7 out of 5 average rating, 23 reviews

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)