
Vacation rentals in Winona County
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Top-rated vacation rentals in Winona County
Guests agree: these stays are highly rated for location, cleanliness, and more.

Home in Minnesota City
4.98 out of 5 average rating, 296 reviews✨Vintage Lustron Home✨
We stayed here a second time as it was a great overall experience. Wendy communicated well and was accomodating to our request. It was clean and well furnished. They have a new lazy chair and installed new carpeting.

Farm stay in Dakota
4.92 out of 5 average rating, 260 reviewsThe Cottage at Heart & Soil Ridge
We really enjoyed our short stay. Lance was wonderful and willing to answer questions and show us around the farm. My daughter lived him showing and telling her about the horses. The space was nice. We were meeting with my wives friends for the day and gathered at the farm rekindling of friendships. It was cozy and met our needs. There was plenty of space for the 3 adults, 1 child, and 2 dogs that were staying in the cottage. My daughter really enjoyed the loft and the relative privacy. We would definitely stay again if we are in the area again.

Home in Fountain City
4.96 out of 5 average rating, 127 reviewsRiver Road Abode: breathtaking river views
We had a great and cozy time. Loved all the thoughtful and creative touches. The trains were close and loud, which was quite amazing. One of us slept poorly due to the trains, the rest of us loved them. The river views are great.

Cabin in Dakota
4.91 out of 5 average rating, 199 reviewsSecluded cabin in beautiful river valley.
The cabin is a delightful space and location is scenic. The stove with a fireplace feel in the main area adds a lot to the experience. The hosts were responsive and assisted me after I accidentally locked myself outside of the cabin. Thanks for offering me and my guest and wonderful wintery weekend . Debbie also was flexible and allowed me to shift my dates by one day due to scheduling conflicts

Cottage in Onalaska
4.88 out of 5 average rating, 335 reviewsNorthshore Cottage (2 bedrooms) on Lake Onalaska
Host was great and very communicative. The place was very nice and well priced. Overall great experience.

Home in Lewiston
4.99 out of 5 average rating, 104 reviewsRolling Ridge Retreat
Paul and Katie were wonderful hosts and their Airbnb was perfect in every way. Everything is brand new, immaculate, and they truly care about their guests. I would highly recommend staying there for a quiet and peaceful retreat. Perfect location, close to Winona, and enjoy the beauty of Minnesota.

Home in Winona
4.9 out of 5 average rating, 234 reviewsWinona, MN- Cozy 3 bdrm bungalow with river view
This is the second time we have stayed here, both times at Christmas. The house was beautifully decorated for Christmas including a tree and outside lights. This is probably the best stocked kitchen I have ever had at a rental. There were lots of dishes, glassware, and pots and pans to make meals. There were also staples like flour, sugar, Zip-Lock bags, coffee and a vast array of spices!!! There were toys in the basement that my 7 yo granddaughter enjoyed. The beds were comfortable and many throw blankets to snuggle under if you wanted. I had a few questions for Holly and she was super fast at responding to me. We love this place and hopefully will spend more time here!

Home in Winona
4.98 out of 5 average rating, 155 reviews~ 71 Johnson Street ~
Love this Airbnb!

Apartment in Onalaska
4.88 out of 5 average rating, 220 reviewsLakefront Studio
Beautiful! My son and I stayed for a soccer tournament in La Crosse and I’m heart broken that we couldn’t spend more of our time at the cabin. The views are breathtaking and so calming. My son that is typically on his phone was watching ducks and enjoying the waves on the lake/river. The cabin itself is cozy and “basic” - perfect! The bed was like sleeping in a cloud!! I cannot wait to come back (without kids) and actually enjoy the space. ❤️

Cabin in Onalaska
4.93 out of 5 average rating, 100 reviewsBackwaters lodge
Our stay at Backwaters lodge was a good time, the cabin is really nice and the scenery is beautiful. Dan is absolutely amazing, I have never had a host care about his guest like he does! If going to La Crosse area I highly recommend staying here. Thanks again Dan! I'll definitely be back!!!

Tiny home in Winona
4.96 out of 5 average rating, 134 reviewsPotluck String Lodge (PSL)
Arriving late to the campground, Anne made it very easy for us to slide in after hours . Very accommodating .

Home in Onalaska
4.81 out of 5 average rating, 101 reviewsRelaxation on the river!
The stay was just what we needed to gather family for Christmas. Very spacious, and great accommodations for families traveling with kids. Plan to utilize this space again in the future! Communication during the stay was great, but we did have to call the host the day of to get the code for check-in as we didn’t receive a message response. Not necessarily an issue but something to be aware - two of the bedrooms upstairs and the bathroom have skylights.
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Other great vacation rentals in Winona County

Home in Trempealeau
4.85 out of 5 average rating, 20 reviewsCharming home with views of the Mississippi River
Jon was a great and flexible host. Great views of the river, the lock and damn, and MN bluffs. We were holding an early Thanksgiving and the place met our needs well. Some guests thought there should have been a TV in living room (there is a HUGE one downstairs) but others felt it was good to eliminate that a as a potential distraction.

Guest suite in Fountain City
4.94 out of 5 average rating, 65 reviewsBackwaters Bungalow: waterfront/next to state park
We really enjoyed our stay - what a beautiful place. We felt right at home… thank you so much Lisa, would love to return in the summer!

Home in Winona
5 out of 5 average rating, 12 reviewsWaterfront | HOT TUB | Sleeps 15
This home was just as pictured. It was so cozy and there was so many options for activities to do while there!

Home in La Crescent
5 out of 5 average rating, 19 reviewsThe Castle on the Hill
We stayed in the “Castle on the Hill” for a girlfriends’ retreat and truly enjoyed the property, all the amenities and the hospitality of the hosts. The house is spacious, conveniently located close to the main freeways and local attractions. Everything you could think of for a relaxing stay was provided and the hosts were responsive and gracious!

Barn in Dakota
4.87 out of 5 average rating, 95 reviewsRenovated Barn Sure To Impress w/ Loft & Game Room
This was our second time staying at Jaimie’s place and we absolutely loved it! Always clean and close to all the fun downtown LaCrosse has to offer!

Home in Winona
4.97 out of 5 average rating, 147 reviewsBeautiful Views of the Mississippi river
What a great find! The home is close to Winona, but very private and secluded, with incredible views. Tons of space, everything was spotless, and check in was a piece of cake. Scott was very proactive with his communication, which made our arrival and departure very simple.

Apartment in Winona
4.65 out of 5 average rating, 17 reviewsThe Exchange 13 | Historic Bldg, Studio, Dwntwn
We love the Exchange so much, we came back for another visit. It is a really cool historic building and this studio had plenty of room and felt very spacious. The unit is well furnished, has been recently remodeled, clean and feels very safe. #13 is conveniently located on the main level right by the back entrance to the parking lot. The building’s location is awesome! So many bars, restaurants, shops, breweries, movie theater, grocery store, and the Mississippi River walk at Levy Park all with in walking distance (1-4 blocks). Some of our favorites were Bubs Bar and grill next door (great food, affordable drinks), Blooming Ground coffee house (2 blocks), Peter’s Biergarten (outdoor drinks with live music, BYO food, 2 blocks away), Nate & Ally’s Ice-cream Shop (3 blocks away), and Muddled Thyme for some higher class cocktails/wine alone with some great firebrick oven pizza ( 2 blocks away). We highly recommend the Exchange and can’t wait to come back to visit.

Home in Trempealeau
4.88 out of 5 average rating, 41 reviewsThe BRD Nest Mississippi River Home with Views
For the second time my 3 generation family was able to celebrate our annual winter holiday together at the lovely Bird's Nest. We do a traditional Smorgasbord that requires a well equipped kitchen and this certainly meets that need. The house is very clean and nicely decorated. The view is breathtaking, and the hosts are extremely helpful. The Erling's love it there!
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