Vacation rentals in Winona County

Find and book unique accommodations on Airbnb

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Popular amenities for Winona County vacation rentals

Other great vacation rentals in Winona County

Top guest favorite
The spacious kitchen and living area features reclaimed wood cabinetry and modern appliances. An island with seating offers a gathering space, while stylish lighting fixtures enhance the design. The room is complemented by a staircase leading to the bedroom area in the background.
Home in Galesville
4.97 out of 5 average rating, 378 reviews

The BarnWood Company Guest House

ScottRating, 5 stars1 month ago
We felt right at home as soon as we walked in the door. It was exactly as pictured and even more comfortable. We will definitely stay again. We all appreciated the treats, sheets and towels making our dog feel comfortable, too!
Guest favorite
Wooden stairs lead down to a serene, green-tinted body of water. Lush vegetation frames the scene, with reflections of surrounding trees visible on the water's surface. A small dock is partially visible, suggesting a private access point to the water.
Guest suite in Fountain City
4.94 out of 5 average rating, 68 reviews

Backwaters Bungalow: waterfront/next to state park

christineRating, 5 stars3 weeks ago
Scenic spot on the slough with many interesting birds. We biked from the home to Merrick State Park and then to Prairie Moon Sculpture park (must see) The rental was well-furnished and comfortable. There was good local info plus many games. Highly recommend! Note: if you are a light sleeper, be aware that there are nearby freight trains, which were not too loud as my hubby slept through them completely.
Guest favorite
A circular arrangement of eight wooden chairs surrounds a central fire pit, set on a lush green lawn. Overgrown trees provide shade, and the tranquil river can be seen in the background, enhancing the outdoor gathering space.
Home in Winona
5 out of 5 average rating, 13 reviews

Waterfront | HOT TUB | Sleeps 15

BriannaRating, 5 stars1 month ago
This is a great spot located between Winona and La Crosse with so many things to do! The Airbnb is located right next to railroad tracks but the host does provide earplugs to help with the noise. The directions were very clear to get to the home. The home was very clean and aesthetic! The host provided many board games and the house had lots to do for a quiet night in. Definitely would come back!
Top guest favorite
A spacious house is set against a lush green landscape, featuring a mix of brick and stone exteriors. Large windows allow natural light to fill the interior, while the surrounding trees provide a serene backdrop. The architecture combines modern and classic design elements.
Home in La Crescent
5 out of 5 average rating, 23 reviews

Castle on the Hill - Just 9 Minutes from La Crosse

JenniferRating, 5 stars3 weeks ago
We came to Dustin‘s place with several family members for a weekend of gathering and relaxation. Dustin was very communicative and helpful. In addition the home, location, and space was amazing. We all talked about wanting to come back to his house for many reasons, but also due to the extra little fun amenities within the home like a plethora of board games, air hockey table, a ping-pong table, outdoor seating, etc. we cooked every meal, breakfast lunch, and dinner in the home and the large kitchen/island and table allowed for us to all gather for meals The home was comfortable, safe, and spacious and a quick easy drive to Onalaska/La Crosse. We would definitely love to come back and rent from Dustin again.
Top guest favorite
A blue two-story house is shown with a spacious outdoor deck adorned with potted plants. The lush greenery surrounding the property enhances the view of distant hills and the river, creating a serene environment. Natural light brightens the area, reflecting a peaceful setting.
Home in Fountain City
4.98 out of 5 average rating, 120 reviews

Bluffside cottage with gorgeous river views

CameronRating, 5 stars3 days ago
Lovely view!! A great place to stay when checking out nearby state parks.
Guest favorite
An open, airy great room features a high ceiling with recessed lighting and large windows, providing ample natural light. A stone fireplace serves as a focal point, while a spiral staircase leads to a loft area. Comfortable seating is arranged around a central coffee table.
Barn in Dakota
4.88 out of 5 average rating, 97 reviews

Renovated Barn Sure To Impress w/ Loft & Game Room

JessicaRating, 5 stars1 week ago
Big Blue was the perfect spot for us. Jaimie was incredibly responsive and helpful with anything we needed. If you’re looking for a great space in a small, quiet, little river town, this is it!
Top guest favorite
Home in Winona
4.97 out of 5 average rating, 150 reviews

Beautiful Views of the Mississippi river

NicoleRating, 5 stars2 weeks ago
Beautiful location and surroundings. spectacular view with lovley sunrise. very spacious. The house was amazing, but Scott and Kendra were even more amazing as a hosts. Extremely generous and kind. I had a few special request questions which they went out of their way to accommodate and didn't have to. Always appreciate a space that has well stocked extras like kitchen appliances, condiments, extra linens, bath tissue, Ziplocks....garbage bags. You know, some of the llittle things that you may tend to forget while traveling. The honor bar was by far a favorite of our group. The generosity these hosts and this home provides far exceeds any other rental we've stayed in...and we've been renting different spot for over 15 years. Kudos to you guys. And thank you for a trip to remember!
Guest favorite
Home in Goodview
4.95 out of 5 average rating, 66 reviews

Goodview Haven a mid-century modern house.

Myung-JinRating, 5 stars3 months ago
This place is such a unique gem in the area! It is so helpful to have our entire group together in one place and this place not only accommodates our group size. I can't stress how useful this place is, and the common areas are so helpful from eating together to hanging out.

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